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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 19:52:36 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003377

Secondary Accession Numbers

HMDB0006542
HMDB0006545
HMDB03377
HMDB06542
HMDB06545

Metabolite Identification

Common Name

Itaconyl-CoA

Description

Itaconyl-CoA is an intermediate metabolite in the degradation pathway of itaconic acid, an unsaturated dicarbonic organic acid. Citramalyl coenzyme A (CoA) is found to be the intermediate in the conversion of itaconyl-Co-A to acetyl-CoA and pyruvate, catalyzed by methylglutaconase. Methylglutaconase catalyzes the interconversion of itaconyl-, mesaconyl-, and citramalyl-CoA. In liver mitochondria, methylglutaconase converts itaconate to pyruvate and acetyl coenzyme A. In this metabolic process, itaconate is first activated to itaconyl-CoA by a succinate activating enzyme, and a CoA derivative is cleaved to acetyl-CoA and pyruvate. (PMID: 13783048 , 11548996 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219422D          

 56 58  0  0  1  0            999 V2000
   22.8811   -9.3076    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0493  -15.2284    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.1096  -16.1864    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.7910  -16.8814    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.8560  -15.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2426  -15.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3631  -16.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8758  -17.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2222  -14.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3245  -16.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6117  -16.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7062  -16.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8226  -14.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8728  -19.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9539   -7.2187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9373  -18.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8764  -16.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8946  -15.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9704  -16.9662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5213   -9.7468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6752  -12.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5547  -10.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3136   -6.7795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3154  -12.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1949  -11.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -22.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1648  -20.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1648  -21.3764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9552  -21.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -19.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1824  -14.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3757  -13.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1346  -10.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9890  -14.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9413  -10.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0618  -12.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1698  -17.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2552  -12.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8208   -8.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3553  -13.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0095  -14.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4211  -19.2644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   32.4234  -17.9295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   33.2062  -19.0108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   33.2076  -18.1858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0744   -9.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1221  -13.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0016  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7605   -7.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0141   -8.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4610   -8.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -21.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -21.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6463  -20.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9552  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  1 46  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 17  2  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  3 18  2  0  0  0  0
  4  8  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 19  2  0  0  0  0
  6 34  1  0  0  0  0
  7 37  1  0  0  0  0
 45  8  1  1  0  0  0
 13 32  1  0  0  0  0
 44 14  1  1  0  0  0
 15 49  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 20 46  2  0  0  0  0
 21 47  2  0  0  0  0
 22 48  2  0  0  0  0
 23 49  2  0  0  0  0
 24 36  1  0  0  0  0
 24 47  1  0  0  0  0
 25 35  1  0  0  0  0
 25 48  1  0  0  0  0
 26 52  1  0  0  0  0
 42 27  1  6  0  0  0
 27 53  1  0  0  0  0
 27 55  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  2  0  0  0  0
 29 52  1  0  0  0  0
 29 56  2  0  0  0  0
 30 53  2  0  0  0  0
 30 56  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 31 40  1  0  0  0  0
 31 41  1  0  0  0  0
 32 47  1  0  0  0  0
 33 35  1  0  0  0  0
 36 38  1  0  0  0  0
 43 37  1  6  0  0  0
 38 48  1  0  0  0  0
 39 46  1  0  0  0  0
 39 50  1  0  0  0  0
 42 44  1  0  0  0  0
 43 45  1  0  0  0  0
 44 45  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 52 54  2  0  0  0  0
 53 54  1  0  0  0  0
M  END

HMDB0003377
     RDKit          3D
Itaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   11.1132   -3.8709   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0595   -3.0170   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0619   -2.5355   -2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8404   -1.0767   -2.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4637   -0.3228   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6399   -0.3998   -3.2619 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5810    1.3887   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1415    1.9966   -1.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8144    1.7123   -1.5126 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2513    0.4886   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8312   -0.5986   -1.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993    0.4369   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212   -1.0096   -0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -1.1214   -0.1976 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011   -0.6085   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.0242   -2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -0.7579   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176   -1.5208    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    0.5563   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839    1.5168   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    1.1430    1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    0.2374    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    1.4445    0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.2980    1.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7914    2.0727    2.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.0550    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -0.3141    1.3727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5777   -0.4814    2.1298 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8058    0.6738    3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -1.9582    2.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.5607    0.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9777   -1.0898    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9902   -1.1233    0.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2285   -1.6487    0.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1239   -1.3837   -0.2035 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4922   -1.2278    0.2386 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5145   -2.0990    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6489   -1.6281    0.6001 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3698   -0.4265    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1420    0.5037    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5255    0.2702    2.0653 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5525    1.6376    2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2521    1.8870    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5411    0.9695    1.3759 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0292   -0.1886    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322   -0.1668   -0.9521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0635   -0.5216   -2.1743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4498    0.2490   -0.0570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5234    0.9738   -0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3933    2.4932    0.0243 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.3702    3.3714   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9370    3.2319   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105    2.3011    1.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0560   -2.5959    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9854   -1.8127    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0172   -3.0560    1.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3770   -4.1843   -0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0707   -4.2502    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3851   -3.1356   -2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1083   -2.7281   -2.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6144    1.7931   -3.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9183    1.7786   -4.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958    1.7152   -1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2653    3.1143   -2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    2.5819   -1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1556    0.9904   -1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531    0.9287    0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1298   -1.5411    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5967   -1.4900   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -1.6074    0.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676   -1.2930   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568   -1.0629    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995    0.9822   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746    2.0469   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316    2.3191   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.7674    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    2.2385    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    0.7993    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107   -0.2586   -0.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -0.3846    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401    3.0432    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803   -1.7697    3.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -2.1217    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.4922    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6493   -1.7401   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0523   -2.2397   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3829   -3.0506   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2030    0.2192    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9001    0.1437    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8029    2.8021    2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3690    0.6385   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.9316   -2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218    0.7762    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    3.8191   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443    2.6194    2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7907   -3.5786    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 50 53  1  0
  2 54  1  0
 54 55  2  0
 54 56  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 57  1  0
  1 58  1  0
  3 59  1  0
  3 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 17 71  1  0
 18 72  1  0
 20 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 22 79  1  0
 22 80  1  0
 26 81  1  0
 30 82  1  0
 32 83  1  0
 32 84  1  0
 33 85  1  6
 35 86  1  6
 37 87  1  0
 41 88  1  0
 41 89  1  0
 43 90  1  0
 46 91  1  6
 47 92  1  0
 48 93  1  1
 52 94  1  0
 53 95  1  0
 56 96  1  0
M  END


  Mrv0541 02231219422D          

 56 58  0  0  1  0            999 V2000
   22.8811   -9.3076    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0493  -15.2284    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.1096  -16.1864    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.7910  -16.8814    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.8560  -15.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2426  -15.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3631  -16.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8758  -17.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2222  -14.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3245  -16.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6117  -16.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7062  -16.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8226  -14.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8728  -19.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9539   -7.2187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9373  -18.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8764  -16.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8946  -15.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9704  -16.9662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5213   -9.7468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6752  -12.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5547  -10.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3136   -6.7795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3154  -12.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1949  -11.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -22.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1648  -20.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1648  -21.3764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9552  -21.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -19.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1824  -14.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3757  -13.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1346  -10.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9890  -14.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9413  -10.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0618  -12.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1698  -17.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2552  -12.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8208   -8.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3553  -13.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0095  -14.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4211  -19.2644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   32.4234  -17.9295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   33.2062  -19.0108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   33.2076  -18.1858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0744   -9.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1221  -13.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0016  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7605   -7.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0141   -8.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4610   -8.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6697  -21.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -21.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6463  -20.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9552  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  1 46  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 17  2  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  3 18  2  0  0  0  0
  4  8  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 19  2  0  0  0  0
  6 34  1  0  0  0  0
  7 37  1  0  0  0  0
 45  8  1  1  0  0  0
 13 32  1  0  0  0  0
 44 14  1  1  0  0  0
 15 49  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 20 46  2  0  0  0  0
 21 47  2  0  0  0  0
 22 48  2  0  0  0  0
 23 49  2  0  0  0  0
 24 36  1  0  0  0  0
 24 47  1  0  0  0  0
 25 35  1  0  0  0  0
 25 48  1  0  0  0  0
 26 52  1  0  0  0  0
 42 27  1  6  0  0  0
 27 53  1  0  0  0  0
 27 55  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  2  0  0  0  0
 29 52  1  0  0  0  0
 29 56  2  0  0  0  0
 30 53  2  0  0  0  0
 30 56  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 31 40  1  0  0  0  0
 31 41  1  0  0  0  0
 32 47  1  0  0  0  0
 33 35  1  0  0  0  0
 36 38  1  0  0  0  0
 43 37  1  6  0  0  0
 38 48  1  0  0  0  0
 39 46  1  0  0  0  0
 39 50  1  0  0  0  0
 42 44  1  0  0  0  0
 43 45  1  0  0  0  0
 44 45  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 52 54  2  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003377

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H40N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-12,14,18-20,24,36-37H,1,4-10H2,2-3H3,(H,28,34)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,18-,19-,20?,24-/m1/s1

> <INCHI_KEY>
NFVGYLGSSJPRKW-XBTRWLRFSA-N

> <FORMULA>
C26H40N7O19P3S

> <MOLECULAR_WEIGHT>
879.618

> <EXACT_MASS>
879.131252359

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
75.9347871105202

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[2-(3-{3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-2-methylidene-4-oxobutanoic acid

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
-6.702056925205318

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8307159860430362

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8249584973577533

> <JCHEM_PKA_STRONGEST_BASIC>
4.987411744502679

> <JCHEM_POLAR_SURFACE_AREA>
400.92999999999984

> <JCHEM_REFRACTIVITY>
187.47920000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-2-methylidene-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003377
     RDKit          3D
Itaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   11.1132   -3.8709   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0595   -3.0170   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0619   -2.5355   -2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8404   -1.0767   -2.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4637   -0.3228   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6399   -0.3998   -3.2619 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5810    1.3887   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1415    1.9966   -1.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8144    1.7123   -1.5126 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2513    0.4886   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8312   -0.5986   -1.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993    0.4369   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212   -1.0096   -0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -1.1214   -0.1976 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011   -0.6085   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.0242   -2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -0.7579   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176   -1.5208    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    0.5563   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839    1.5168   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    1.1430    1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    0.2374    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    1.4445    0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.2980    1.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7914    2.0727    2.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.0550    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -0.3141    1.3727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5777   -0.4814    2.1298 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8058    0.6738    3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -1.9582    2.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.5607    0.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9777   -1.0898    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9902   -1.1233    0.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2285   -1.6487    0.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1239   -1.3837   -0.2035 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4922   -1.2278    0.2386 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5145   -2.0990    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6489   -1.6281    0.6001 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3698   -0.4265    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1420    0.5037    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5255    0.2702    2.0653 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5525    1.6376    2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2521    1.8870    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5411    0.9695    1.3759 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0292   -0.1886    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322   -0.1668   -0.9521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0635   -0.5216   -2.1743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4498    0.2490   -0.0570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5234    0.9738   -0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3933    2.4932    0.0243 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.3702    3.3714   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9370    3.2319   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105    2.3011    1.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0560   -2.5959    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9854   -1.8127    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0172   -3.0560    1.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3770   -4.1843   -0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0707   -4.2502    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3851   -3.1356   -2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1083   -2.7281   -2.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6144    1.7931   -3.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9183    1.7786   -4.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958    1.7152   -1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2653    3.1143   -2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    2.5819   -1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1556    0.9904   -1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531    0.9287    0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1298   -1.5411    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5967   -1.4900   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -1.6074    0.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676   -1.2930   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568   -1.0629    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995    0.9822   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746    2.0469   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316    2.3191   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.7674    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    2.2385    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    0.7993    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107   -0.2586   -0.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -0.3846    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401    3.0432    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803   -1.7697    3.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -2.1217    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.4922    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6493   -1.7401   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0523   -2.2397   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3829   -3.0506   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2030    0.2192    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9001    0.1437    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8029    2.8021    2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3690    0.6385   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.9316   -2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218    0.7762    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    3.8191   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443    2.6194    2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7907   -3.5786    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
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  2 54  1  0
 54 55  2  0
 54 56  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 57  1  0
  1 58  1  0
  3 59  1  0
  3 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
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 32 83  1  0
 32 84  1  0
 33 85  1  6
 35 86  1  6
 37 87  1  0
 41 88  1  0
 41 89  1  0
 43 90  1  0
 46 91  1  6
 47 92  1  0
 48 93  1  1
 52 94  1  0
 53 95  1  0
 56 96  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      42.711 -17.374   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      56.092 -28.426   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      58.071 -30.215   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      63.077 -31.512   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      57.598 -28.749   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      54.586 -28.104   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      58.544 -31.680   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      63.235 -33.044   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      56.415 -26.921   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      56.606 -30.688   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      64.609 -31.354   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      62.918 -29.980   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      50.069 -27.135   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      63.229 -36.394   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      37.247 -13.475   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      59.616 -34.713   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      55.769 -29.932   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      59.537 -29.741   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      61.545 -31.670   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      40.173 -18.194   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      51.660 -23.384   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      47.702 -19.808   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      39.785 -12.655   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      49.122 -24.204   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      45.164 -20.628   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      57.250 -41.743   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      60.041 -37.424   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      60.041 -39.903   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      55.916 -39.433   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      57.250 -37.123   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      52.607 -26.315   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      51.101 -25.993   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      43.185 -18.840   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      54.113 -26.638   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      44.690 -19.162   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      48.649 -22.739   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      60.050 -32.003   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      47.143 -22.416   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      40.732 -15.586   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      52.930 -24.810   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      52.284 -27.821   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      60.519 -35.960   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      60.524 -33.468   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      61.985 -35.487   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      61.988 -33.947   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      41.206 -17.051   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      50.628 -24.527   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      46.670 -20.951   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      38.753 -13.798   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.226 -15.263   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.194 -16.406   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      57.250 -40.203   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      58.584 -37.893   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      58.584 -39.433   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      60.940 -38.663   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      55.916 -37.893   0.000  0.00  0.00           C+0
CONECT    1   33   46                                                       
CONECT    2    5    6    9   17                                             
CONECT    3    5    7   10   18                                             
CONECT    4    8   11   12   19                                             
CONECT    5    2    3                                                       
CONECT    6    2   34                                                       
CONECT    7    3   37                                                       
CONECT    8    4   45                                                       
CONECT    9    2                                                            
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    4                                                            
CONECT   13   32                                                            
CONECT   14   44                                                            
CONECT   15   49                                                            
CONECT   16   42   43                                                       
CONECT   17    2                                                            
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20   46                                                            
CONECT   21   47                                                            
CONECT   22   48                                                            
CONECT   23   49                                                            
CONECT   24   36   47                                                       
CONECT   25   35   48                                                       
CONECT   26   52                                                            
CONECT   27   42   53   55                                                  
CONECT   28   54   55                                                       
CONECT   29   52   56                                                       
CONECT   30   53   56                                                       
CONECT   31   32   34   40   41                                             
CONECT   32   13   31   47                                                  
CONECT   33    1   35                                                       
CONECT   34    6   31                                                       
CONECT   35   25   33                                                       
CONECT   36   24   38                                                       
CONECT   37    7   43                                                       
CONECT   38   36   48                                                       
CONECT   39   46   50                                                       
CONECT   40   31                                                            
CONECT   41   31                                                            
CONECT   42   16   27   44                                                  
CONECT   43   16   37   45                                                  
CONECT   44   14   42   45                                                  
CONECT   45    8   43   44                                                  
CONECT   46    1   20   39                                                  
CONECT   47   21   24   32                                                  
CONECT   48   22   25   38                                                  
CONECT   49   15   23   50                                                  
CONECT   50   39   49   51                                                  
CONECT   51   50                                                            
CONECT   52   26   29   54                                                  
CONECT   53   27   30   54                                                  
CONECT   54   28   52   53                                                  
CONECT   55   27   28                                                       
CONECT   56   29   30                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

COMPND    HMDB0003377
HETATM    1  C1  UNL     1      11.113  -3.871  -0.266  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.059  -3.017  -0.672  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.062  -2.536  -2.063  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.840  -1.077  -2.142  1.00  0.00           C  
HETATM    5  O1  UNL     1      12.464  -0.323  -1.448  1.00  0.00           O  
HETATM    6  S1  UNL     1      10.640  -0.400  -3.262  1.00  0.00           S  
HETATM    7  C5  UNL     1      10.581   1.389  -3.207  1.00  0.00           C  
HETATM    8  C6  UNL     1      10.142   1.997  -1.932  1.00  0.00           C  
HETATM    9  N1  UNL     1       8.814   1.712  -1.513  1.00  0.00           N  
HETATM   10  C7  UNL     1       8.251   0.489  -1.207  1.00  0.00           C  
HETATM   11  O2  UNL     1       8.831  -0.599  -1.252  1.00  0.00           O  
HETATM   12  C8  UNL     1       6.799   0.437  -0.776  1.00  0.00           C  
HETATM   13  C9  UNL     1       6.421  -1.010  -0.622  1.00  0.00           C  
HETATM   14  N2  UNL     1       5.063  -1.121  -0.198  1.00  0.00           N  
HETATM   15  C10 UNL     1       4.001  -0.609  -0.961  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.203  -0.024  -2.057  1.00  0.00           O  
HETATM   17  C11 UNL     1       2.599  -0.758  -0.463  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.618  -1.521   0.725  1.00  0.00           O  
HETATM   19  C12 UNL     1       1.970   0.556  -0.118  1.00  0.00           C  
HETATM   20  C13 UNL     1       1.884   1.517  -1.270  1.00  0.00           C  
HETATM   21  C14 UNL     1       2.742   1.143   1.048  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.544   0.237   0.346  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.044   1.444   0.668  1.00  0.00           O  
HETATM   24  P1  UNL     1      -1.635   1.298   1.207  1.00  0.00           P  
HETATM   25  O6  UNL     1      -1.791   2.073   2.500  1.00  0.00           O  
HETATM   26  O7  UNL     1      -2.661   2.055   0.074  1.00  0.00           O  
HETATM   27  O8  UNL     1      -2.082  -0.314   1.373  1.00  0.00           O  
HETATM   28  P2  UNL     1      -3.578  -0.481   2.130  1.00  0.00           P  
HETATM   29  O9  UNL     1      -3.806   0.674   3.095  1.00  0.00           O  
HETATM   30  O10 UNL     1      -3.562  -1.958   2.973  1.00  0.00           O  
HETATM   31  O11 UNL     1      -4.794  -0.561   0.965  1.00  0.00           O  
HETATM   32  C16 UNL     1      -5.978  -1.090   1.493  1.00  0.00           C  
HETATM   33  C17 UNL     1      -6.990  -1.123   0.374  1.00  0.00           C  
HETATM   34  O12 UNL     1      -8.228  -1.649   0.823  1.00  0.00           O  
HETATM   35  C18 UNL     1      -9.124  -1.384  -0.204  1.00  0.00           C  
HETATM   36  N3  UNL     1     -10.492  -1.228   0.239  1.00  0.00           N  
HETATM   37  C19 UNL     1     -11.515  -2.099   0.061  1.00  0.00           C  
HETATM   38  N4  UNL     1     -12.649  -1.628   0.600  1.00  0.00           N  
HETATM   39  C20 UNL     1     -12.370  -0.427   1.142  1.00  0.00           C  
HETATM   40  C21 UNL     1     -13.142   0.504   1.821  1.00  0.00           C  
HETATM   41  N5  UNL     1     -14.525   0.270   2.065  1.00  0.00           N  
HETATM   42  N6  UNL     1     -12.553   1.638   2.247  1.00  0.00           N  
HETATM   43  C22 UNL     1     -11.252   1.887   2.032  1.00  0.00           C  
HETATM   44  N7  UNL     1     -10.541   0.970   1.376  1.00  0.00           N  
HETATM   45  C23 UNL     1     -11.029  -0.189   0.911  1.00  0.00           C  
HETATM   46  C24 UNL     1      -8.632  -0.167  -0.952  1.00  0.00           C  
HETATM   47  O13 UNL     1      -8.064  -0.522  -2.174  1.00  0.00           O  
HETATM   48  C25 UNL     1      -7.450   0.249  -0.057  1.00  0.00           C  
HETATM   49  O14 UNL     1      -6.523   0.974  -0.759  1.00  0.00           O  
HETATM   50  P3  UNL     1      -6.393   2.493   0.024  1.00  0.00           P  
HETATM   51  O15 UNL     1      -5.370   3.371  -0.612  1.00  0.00           O  
HETATM   52  O16 UNL     1      -7.937   3.232  -0.038  1.00  0.00           O  
HETATM   53  O17 UNL     1      -6.010   2.301   1.661  1.00  0.00           O  
HETATM   54  C26 UNL     1      13.056  -2.596   0.289  1.00  0.00           C  
HETATM   55  O18 UNL     1      13.985  -1.813   0.000  1.00  0.00           O  
HETATM   56  O19 UNL     1      13.017  -3.056   1.605  1.00  0.00           O  
HETATM   57  H1  UNL     1      10.377  -4.184  -0.967  1.00  0.00           H  
HETATM   58  H2  UNL     1      11.071  -4.250   0.736  1.00  0.00           H  
HETATM   59  H3  UNL     1      11.385  -3.136  -2.708  1.00  0.00           H  
HETATM   60  H4  UNL     1      13.108  -2.728  -2.480  1.00  0.00           H  
HETATM   61  H5  UNL     1      11.614   1.793  -3.429  1.00  0.00           H  
HETATM   62  H6  UNL     1       9.918   1.779  -4.039  1.00  0.00           H  
HETATM   63  H7  UNL     1      10.896   1.715  -1.132  1.00  0.00           H  
HETATM   64  H8  UNL     1      10.265   3.114  -2.047  1.00  0.00           H  
HETATM   65  H9  UNL     1       8.151   2.582  -1.422  1.00  0.00           H  
HETATM   66  H10 UNL     1       6.156   0.990  -1.465  1.00  0.00           H  
HETATM   67  H11 UNL     1       6.753   0.929   0.243  1.00  0.00           H  
HETATM   68  H12 UNL     1       7.130  -1.541   0.061  1.00  0.00           H  
HETATM   69  H13 UNL     1       6.597  -1.490  -1.619  1.00  0.00           H  
HETATM   70  H14 UNL     1       4.859  -1.607   0.720  1.00  0.00           H  
HETATM   71  H15 UNL     1       1.968  -1.293  -1.185  1.00  0.00           H  
HETATM   72  H16 UNL     1       3.057  -1.063   1.461  1.00  0.00           H  
HETATM   73  H17 UNL     1       1.699   0.982  -2.214  1.00  0.00           H  
HETATM   74  H18 UNL     1       2.875   2.047  -1.344  1.00  0.00           H  
HETATM   75  H19 UNL     1       1.132   2.319  -1.090  1.00  0.00           H  
HETATM   76  H20 UNL     1       2.348   0.767   2.013  1.00  0.00           H  
HETATM   77  H21 UNL     1       2.706   2.239   0.982  1.00  0.00           H  
HETATM   78  H22 UNL     1       3.788   0.799   0.990  1.00  0.00           H  
HETATM   79  H23 UNL     1      -0.011  -0.259  -0.477  1.00  0.00           H  
HETATM   80  H24 UNL     1       0.554  -0.385   1.256  1.00  0.00           H  
HETATM   81  H25 UNL     1      -2.540   3.043   0.138  1.00  0.00           H  
HETATM   82  H26 UNL     1      -3.880  -1.770   3.892  1.00  0.00           H  
HETATM   83  H27 UNL     1      -5.741  -2.122   1.820  1.00  0.00           H  
HETATM   84  H28 UNL     1      -6.330  -0.492   2.357  1.00  0.00           H  
HETATM   85  H29 UNL     1      -6.649  -1.740  -0.477  1.00  0.00           H  
HETATM   86  H30 UNL     1      -9.052  -2.240  -0.904  1.00  0.00           H  
HETATM   87  H31 UNL     1     -11.383  -3.051  -0.462  1.00  0.00           H  
HETATM   88  H32 UNL     1     -15.203   0.219   1.278  1.00  0.00           H  
HETATM   89  H33 UNL     1     -14.900   0.144   3.029  1.00  0.00           H  
HETATM   90  H34 UNL     1     -10.803   2.802   2.383  1.00  0.00           H  
HETATM   91  H35 UNL     1      -9.369   0.639  -1.045  1.00  0.00           H  
HETATM   92  H36 UNL     1      -8.770  -0.932  -2.732  1.00  0.00           H  
HETATM   93  H37 UNL     1      -7.822   0.776   0.842  1.00  0.00           H  
HETATM   94  H38 UNL     1      -7.977   3.819  -0.850  1.00  0.00           H  
HETATM   95  H39 UNL     1      -6.744   2.619   2.263  1.00  0.00           H  
HETATM   96  H40 UNL     1      13.791  -3.579   1.980  1.00  0.00           H  
CONECT    1    2    2   57   58
CONECT    2    3   54
CONECT    3    4   59   60
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   61   62
CONECT    8    9   63   64
CONECT    9   10   65
CONECT   10   11   11   12
CONECT   12   13   66   67
CONECT   13   14   68   69
CONECT   14   15   70
CONECT   15   16   16   17
CONECT   17   18   19   71
CONECT   18   72
CONECT   19   20   21   22
CONECT   20   73   74   75
CONECT   21   76   77   78
CONECT   22   23   79   80
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   81
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   30   82
CONECT   31   32
CONECT   32   33   83   84
CONECT   33   34   48   85
CONECT   34   35
CONECT   35   36   46   86
CONECT   36   37   45
CONECT   37   38   38   87
CONECT   38   39
CONECT   39   40   40   45
CONECT   40   41   42
CONECT   41   88   89
CONECT   42   43   43
CONECT   43   44   90
CONECT   44   45   45
CONECT   46   47   48   91
CONECT   47   92
CONECT   48   49   93
CONECT   49   50
CONECT   50   51   51   52   53
CONECT   52   94
CONECT   53   95
CONECT   54   55   55   56
CONECT   56   96
END

HMDB0003377
     RDKit          3D
Itaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   11.1132   -3.8709   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0595   -3.0170   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0619   -2.5355   -2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8404   -1.0767   -2.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4637   -0.3228   -1.4480 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6399   -0.3998   -3.2619 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5810    1.3887   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1415    1.9966   -1.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8144    1.7123   -1.5126 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2513    0.4886   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8312   -0.5986   -1.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993    0.4369   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212   -1.0096   -0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -1.1214   -0.1976 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011   -0.6085   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028   -0.0242   -2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -0.7579   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176   -1.5208    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    0.5563   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839    1.5168   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    1.1430    1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    0.2374    0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    1.4445    0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.2980    1.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7914    2.0727    2.5002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.0550    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -0.3141    1.3727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5777   -0.4814    2.1298 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8058    0.6738    3.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -1.9582    2.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944   -0.5607    0.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9777   -1.0898    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9902   -1.1233    0.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2285   -1.6487    0.8235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1239   -1.3837   -0.2035 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4922   -1.2278    0.2386 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5145   -2.0990    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6489   -1.6281    0.6001 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3698   -0.4265    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1420    0.5037    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5255    0.2702    2.0653 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5525    1.6376    2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2521    1.8870    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5411    0.9695    1.3759 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0292   -0.1886    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322   -0.1668   -0.9521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0635   -0.5216   -2.1743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4498    0.2490   -0.0570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5234    0.9738   -0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3933    2.4932    0.0243 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.3702    3.3714   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9370    3.2319   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0105    2.3011    1.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0560   -2.5959    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9854   -1.8127    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0172   -3.0560    1.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3770   -4.1843   -0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0707   -4.2502    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3851   -3.1356   -2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1083   -2.7281   -2.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6144    1.7931   -3.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9183    1.7786   -4.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958    1.7152   -1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2653    3.1143   -2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    2.5819   -1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1556    0.9904   -1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531    0.9287    0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1298   -1.5411    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5967   -1.4900   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -1.6074    0.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676   -1.2930   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568   -1.0629    1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995    0.9822   -2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746    2.0469   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1316    2.3191   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.7674    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7059    2.2385    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    0.7993    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107   -0.2586   -0.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -0.3846    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5401    3.0432    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803   -1.7697    3.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7414   -2.1217    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.4922    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6493   -1.7401   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0523   -2.2397   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3829   -3.0506   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2030    0.2192    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9001    0.1437    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8029    2.8021    2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3690    0.6385   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.9316   -2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218    0.7762    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    3.8191   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443    2.6194    2.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7907   -3.5786    1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 50 53  1  0
  2 54  1  0
 54 55  2  0
 54 56  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 57  1  0
  1 58  1  0
  3 59  1  0
  3 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 17 71  1  0
 18 72  1  0
 20 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 22 79  1  0
 22 80  1  0
 26 81  1  0
 30 82  1  0
 32 83  1  0
 32 84  1  0
 33 85  1  6
 35 86  1  6
 37 87  1  0
 41 88  1  0
 41 89  1  0
 43 90  1  0
 46 91  1  6
 47 92  1  0
 48 93  1  1
 52 94  1  0
 53 95  1  0
 56 96  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Itaconoyl CoA	HMDB
Itaconoyl coenzyme A	HMDB
S-(1-Hydrogen methylenesuccinate) CoA	HMDB
S-(1-Hydrogen methylenesuccinate) coenzyme A	HMDB
S-3-Methylenesuccinate CoA	HMDB
S-3-Methylenesuccinate coenzyme A	HMDB
S-Itaconate CoA	HMDB
S-Itaconate coenzyme A	HMDB

Chemical Formula

C₂₆H₄₀N₇O₁₉P₃S

Average Molecular Weight

879.618

Monoisotopic Molecular Weight

879.131252359

IUPAC Name

4-{[2-(3-{3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-2-methylidene-4-oxobutanoic acid

Traditional Name

4-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-2-methylidene-4-oxobutanoic acid

CAS Registry Number

6008-93-1

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O

InChI Identifier

InChI=1S/C26H40N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-12,14,18-20,24,36-37H,1,4-10H2,2-3H3,(H,28,34)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,18-,19-,20?,24-/m1/s1

InChI Key

NFVGYLGSSJPRKW-XBTRWLRFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0003377)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003377)

Source

Endogenous

Endogenous (HMDB: HMDB0003377)

Plant

Animal

Animal (HMDB: HMDB0003377)

Exogenous

Food

Food (HMDB: HMDB0003377)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0003377)

Process

Role

Biological role

Energy source (HMDB: HMDB0003377)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003377)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.635	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.71 g/L	ALOGPS
logP	-0.44	ALOGPS
logP	-6.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	400.93 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	187.48 m³·mol⁻¹	ChemAxon
Polarizability	75.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	280.339	30932474
DeepCCS	[M+Na]+	254.358	30932474
AllCCS	[M+H]+	258.4	32859911
AllCCS	[M+H-H2O]+	258.9	32859911
AllCCS	[M+NH4]+	257.8	32859911
AllCCS	[M+Na]+	257.7	32859911
AllCCS	[M-H]-	258.9	32859911
AllCCS	[M+Na-2H]-	263.1	32859911
AllCCS	[M+HCOO]-	267.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.18 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2294 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	547.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1009.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	179.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	91.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	349.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	411.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	903.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	658.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	261.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	703.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	266.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	526.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	389.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	555.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Itaconyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O	6013.5	Standard polar	33892256
Itaconyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O	4649.1	Standard non polar	33892256
Itaconyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O	6827.1	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 10V, Positive-QTOF	splash10-000i-1912000130-a0d15736dbca763644c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 20V, Positive-QTOF	splash10-000i-0914000000-f5921047fdb1e09c9f8a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 40V, Positive-QTOF	splash10-000i-1911000000-b2ee4c0270df2f484400	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 10V, Negative-QTOF	splash10-02e9-3911030350-cec965a2568415a08f9a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 20V, Negative-QTOF	splash10-001i-3911010000-e1c0353924ae80a756b3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 40V, Negative-QTOF	splash10-0a7i-4900100000-0d29afcc209501d95437	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 10V, Negative-QTOF	splash10-004i-0000000090-d51d265d94e7b46860f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 20V, Negative-QTOF	splash10-02vi-9300000570-d27d7bf6495cf3ec70a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 40V, Negative-QTOF	splash10-0059-6202203900-88605810fe891129fe0d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 10V, Positive-QTOF	splash10-01q9-0000000090-9d97b0da9a4cfb7837a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 20V, Positive-QTOF	splash10-01r6-0102200390-d8defc6031e05ec3b8c4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itaconyl-CoA 40V, Positive-QTOF	splash10-00di-0119000000-6c109556426b7495b96c	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023158

KNApSAcK ID

Not Available

Chemspider ID

388390

KEGG Compound ID

C00531

BioCyc ID

Not Available

BiGG ID

35266

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439254

PDB ID

Not Available

ChEBI ID

15528

Food Biomarker Ontology

Not Available

VMH ID

ITACCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Willke T, Vorlop KD. Biotechnological production of itaconic acid. Appl Microbiol Biotechnol. 2001 Aug;56(3-4):289-95.

Material Safety Data Sheet (MSDS)

Not Available

General References

WANG SF, ADLER J, LARDY HA: The pathway of itaconate metabolism by liver mitochondria. J Biol Chem. 1961 Jan;236:26-30. [PubMed:13783048 ]
Willke T, Vorlop KD: Biotechnological production of itaconic acid. Appl Microbiol Biotechnol. 2001 Aug;56(3-4):289-95. [PubMed:11548996 ]

Enzymes

Enzyme Details

1. Succinyl-CoA ligase [ADP/GDP-forming] subunit alpha, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the ATP- or GTP-dependent ligation of succinate and CoA to form succinyl-CoA. The nature of the beta subunit determines the nucleotide specificity (By similarity).
Gene Name:: SUCLG1
Uniprot ID:: P53597
Molecular weight:: 36249.505

Enzyme Details

2. Succinyl-CoA ligase [GDP-forming] subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the GTP-dependent ligation of succinate and CoA to form succinyl-CoA (By similarity).
Gene Name:: SUCLG2
Uniprot ID:: Q96I99
Molecular weight:: 47731.605

Enzyme Details

3. Succinyl-CoA ligase [ADP-forming] subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the ATP-dependent ligation of succinate and CoA to form succinyl-CoA (By similarity).
Gene Name:: SUCLA2
Uniprot ID:: Q9P2R7
Molecular weight:: 50316.88

Showing metabocard for Itaconyl-CoA (HMDB0003377)

MOL for HMDB0003377 (Itaconyl-CoA)

3D MOL for HMDB0003377 (Itaconyl-CoA)

3D SDF for HMDB0003377 (Itaconyl-CoA)

3D-SDF for HMDB0003377 (Itaconyl-CoA)

PDB for HMDB0003377 (Itaconyl-CoA)

3D PDB for HMDB0003377 (Itaconyl-CoA)

SMILES for HMDB0003377 (Itaconyl-CoA)

INCHI for HMDB0003377 (Itaconyl-CoA)

Structure for HMDB0003377 (Itaconyl-CoA)

3D Structure for HMDB0003377 (Itaconyl-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra

Enzymes