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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 08:34:48 UTC

Update Date

2021-09-24 08:34:48 UTC

HMDB ID

HMDB0304279

Secondary Accession Numbers

None

Metabolite Identification

Common Name

butanoyl-CoA

Description

Butyryl-coa, also known as 4:0-coa or butanoyl-coa, is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, butyryl-coa is considered to be a fatty ester lipid molecule. Butyryl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Butyryl-coa can be synthesized from coenzyme A and butyric acid. Butyryl-coa is also a parent compound for other transformation products, including but not limited to, (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA, acetoacetyl-CoA, and 2-methylacetoacetyl-CoA. Butyryl-coa can be found in a number of food items such as wild carrot, persian lime, redcurrant, and arrowroot, which makes butyryl-coa a potential biomarker for the consumption of these food products. Butyryl-coa may be a unique E.coli metabolite.

Structure

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


  Mrv1652308111919232D          

 53 55  0  0  1  0            999 V2000
   25.1304   -3.1759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4630   -2.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8755   -3.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.7955   -3.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.0505   -3.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.3603   -4.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3847   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1275   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6702   -7.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2413   -7.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -5.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -6.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -5.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2697   -5.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9841   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4130   -3.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861   -2.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -3.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1111   -2.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9841   -3.9168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2696   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1275   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7775   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4275   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -2.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -4.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -2.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -4.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -3.5043    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -3.5043    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0109   -2.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -4.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7405   -5.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3905   -5.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -5.4530    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -6.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9150   -2.9210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5282   -3.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2506   -2.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2426   -3.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5282   -4.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0711   -2.2535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9570   -3.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2427   -4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9570   -4.2978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6715   -3.0604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8420   -7.2169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5565   -8.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5565   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2710   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9853   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6999   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END

HMDB0304279
     RDKit          3D
butanoyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
   14.2482   -0.5059    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -0.3525   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4645   -0.2656   -1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621    0.8821   -0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7775    1.9358   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2678    0.8325    1.0698 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859    2.4240    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997    2.4553    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3711    1.5373    0.7778 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3869    0.4477    0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8133    0.2527    2.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1829   -0.4000   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3409   -1.5782    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.3220    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -0.6580   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -0.3127   -1.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -0.4111    0.1836 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5315   -0.8196    1.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -1.1821   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144   -2.6688   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748   -0.6079   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.0174   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238   -1.7101   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.5189   -0.2789 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0240   -0.8547   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.0164    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.5781    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205   -0.6286    1.9758 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.4694   -1.5657    3.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    0.9568    2.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7433   -1.0321    0.8459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4559    0.1091    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5162   -0.2485   -0.4971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4295   -1.1592   -0.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6370   -0.9587   -0.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6233   -0.6510    0.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3613   -0.3837    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5086   -0.1427    2.3327 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5337   -0.2527    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8926   -0.1042    1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5162    0.2249    2.8578 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6574   -0.2828    0.5401 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1379   -0.5923   -0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7967   -0.7305   -0.7966 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9570   -0.5690    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5305    0.2920   -1.5165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2037   -0.0934   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3513    0.9818   -0.8728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6617    1.8350   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4737    3.3084   -0.8889 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.0661    3.4896   -0.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5529    3.4741    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7120    4.6132   -1.9612 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1931   -1.0450    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3293    0.5223    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4253   -1.0930    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3155   -1.2359   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0219   -1.2326   -1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2795   -0.1596   -2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208    3.2757    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1599    2.4576    2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7043    2.5907   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1722    1.8879    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2101   -0.7089   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809    0.1832   -1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454   -2.2368    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928   -2.2363   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209   -1.6178    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    0.6688    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936   -0.0287    2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -2.8850   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1543   -3.2643   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -2.9050    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -0.8505   -2.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.4894   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2027   -1.2702    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3342   -3.5539    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    1.0130    3.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.5652    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.8487    0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0746   -0.6137   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9942   -1.8253   -1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3546   -0.3763    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2713   -0.2744    3.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2356    0.9745    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7740   -0.7321   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4641    0.8975   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718   -1.0919   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6508    1.4571    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    4.4140    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    4.9150   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  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  1
 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
M  END


  Mrv1652308111919232D          

 53 55  0  0  1  0            999 V2000
   25.1304   -3.1759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4630   -2.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8755   -3.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.7955   -3.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.0505   -3.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.3603   -4.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3847   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1275   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6702   -7.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2413   -7.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -5.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -6.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -5.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2697   -5.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9841   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4130   -3.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861   -2.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -3.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1111   -2.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9841   -3.9168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2696   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1275   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7775   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4275   -3.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -2.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -4.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -2.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -4.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9525   -3.5043    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025   -3.5043    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0109   -2.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -4.6280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7405   -5.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3905   -5.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -5.4530    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655   -6.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9150   -2.9210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5282   -3.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2506   -2.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2426   -3.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5282   -4.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0711   -2.2535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9570   -3.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2427   -4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9570   -4.2978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6715   -3.0604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8420   -7.2169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5565   -8.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5565   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2710   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9853   -7.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6999   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304279

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20+,24-/m1/s1

> <INCHI_KEY>
CRFNGMNYKDXRTN-CITAKDKDSA-N

> <FORMULA>
C25H42N7O17P3S

> <MOLECULAR_WEIGHT>
837.624

> <EXACT_MASS>
837.157073179

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
75.14239332882603

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(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)-N-(2-{[2-(butanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
-0.22

> <JCHEM_LOGP>
-4.4739573918092725

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8867291245447841

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191835608277751

> <JCHEM_PKA_STRONGEST_BASIC>
6.456347200670775

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
182.47930000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(butanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304279
     RDKit          3D
butanoyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
   14.2482   -0.5059    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -0.3525   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4645   -0.2656   -1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621    0.8821   -0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7775    1.9358   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2678    0.8325    1.0698 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859    2.4240    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997    2.4553    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3711    1.5373    0.7778 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3869    0.4477    0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8133    0.2527    2.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1829   -0.4000   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3409   -1.5782    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.3220    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -0.6580   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -0.3127   -1.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -0.4111    0.1836 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5315   -0.8196    1.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -1.1821   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144   -2.6688   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748   -0.6079   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.0174   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238   -1.7101   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.5189   -0.2789 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0240   -0.8547   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.0164    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.5781    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205   -0.6286    1.9758 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.4694   -1.5657    3.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    0.9568    2.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7433   -1.0321    0.8459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4559    0.1091    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5162   -0.2485   -0.4971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4295   -1.1592   -0.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6370   -0.9587   -0.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6233   -0.6510    0.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3613   -0.3837    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5086   -0.1427    2.3327 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5337   -0.2527    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8926   -0.1042    1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5162    0.2249    2.8578 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6574   -0.2828    0.5401 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1379   -0.5923   -0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7967   -0.7305   -0.7966 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9570   -0.5690    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5305    0.2920   -1.5165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2037   -0.0934   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3513    0.9818   -0.8728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6617    1.8350   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4737    3.3084   -0.8889 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.0661    3.4896   -0.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5529    3.4741    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7120    4.6132   -1.9612 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1931   -1.0450    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3293    0.5223    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4253   -1.0930    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3155   -1.2359   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4406    0.5844   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0219   -1.2326   -1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2795   -0.1596   -2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208    3.2757    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1599    2.4576    2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8050    3.5447    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7043    2.5907   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1722    1.8879    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2101   -0.7089   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809    0.1832   -1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454   -2.2368    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928   -2.2363   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209   -1.6178    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    0.6688    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936   -0.0287    2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -2.8850   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1543   -3.2643   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -2.9050    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -0.8505   -2.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.4894   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6582   -0.9934   -2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    0.0637   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -1.2702    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3342   -3.5539    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    1.0130    3.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.5652    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.8487    0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0746   -0.6137   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9942   -1.8253   -1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3546   -0.3763    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2713   -0.2744    3.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2356    0.9745    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7740   -0.7321   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4641    0.8975   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718   -1.0919   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6508    1.4571    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    4.4140    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    4.9150   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  2 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  1
 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
M  END

HEADER    PROTEIN                                 11-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-AUG-19         0                                  
HETATM    1  C   UNK     0      46.910  -5.928   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      45.664  -5.023   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      46.434  -7.393   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      44.418  -5.928   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.894  -7.393   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      47.339  -8.639   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      34.318 -13.472   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.705 -14.242   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      32.984 -14.242   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.651 -13.472   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      30.317 -14.242   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      33.037 -11.162   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.651 -11.932   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      33.037  -9.622   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      30.370  -9.622   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      31.704  -8.851   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.371  -7.311   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.267  -5.208   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.037  -6.541   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.807  -5.208   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.704  -7.311   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.370  -6.541   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      35.705  -6.541   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      38.785  -6.541   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      41.865  -6.541   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      37.245  -5.001   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      37.245  -8.081   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      40.325  -5.001   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      40.325  -8.081   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      37.245  -6.541   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      40.325  -6.541   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      42.954  -5.453   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      43.989  -8.639   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      42.449 -10.179   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      45.529 -10.179   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      43.989 -10.179   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      43.989 -11.719   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      48.375  -5.453   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      49.519  -6.483   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      49.001  -4.046   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      50.853  -5.713   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      49.519  -8.023   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      50.533  -4.207   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      52.186  -6.483   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      50.853  -8.793   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      52.186  -8.023   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      53.520  -5.713   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      37.038 -13.472   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      38.372 -15.782   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      38.372 -14.242   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      39.706 -13.472   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.039 -14.242   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      42.373 -13.472   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

COMPND    HMDB0304279
HETATM    1  C1  UNL     1      14.248  -0.506   0.364  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.957  -0.352  -1.127  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.465  -0.266  -1.300  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.862   0.882  -0.599  1.00  0.00           C  
HETATM    5  O1  UNL     1      11.777   1.936  -1.228  1.00  0.00           O  
HETATM    6  S1  UNL     1      11.268   0.832   1.070  1.00  0.00           S  
HETATM    7  C5  UNL     1      10.486   2.424   1.494  1.00  0.00           C  
HETATM    8  C6  UNL     1       9.200   2.455   0.596  1.00  0.00           C  
HETATM    9  N1  UNL     1       8.371   1.537   0.778  1.00  0.00           N  
HETATM   10  C7  UNL     1       7.387   0.448   0.995  1.00  0.00           C  
HETATM   11  O2  UNL     1       6.813   0.253   2.028  1.00  0.00           O  
HETATM   12  C8  UNL     1       7.183  -0.400  -0.206  1.00  0.00           C  
HETATM   13  C9  UNL     1       6.341  -1.578   0.146  1.00  0.00           C  
HETATM   14  N2  UNL     1       5.018  -1.322   0.586  1.00  0.00           N  
HETATM   15  C10 UNL     1       4.074  -0.658  -0.281  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.481  -0.313  -1.408  1.00  0.00           O  
HETATM   17  C11 UNL     1       2.660  -0.411   0.184  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.532  -0.820   1.497  1.00  0.00           O  
HETATM   19  C12 UNL     1       1.705  -1.182  -0.720  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.014  -2.669  -0.663  1.00  0.00           C  
HETATM   21  C14 UNL     1       1.775  -0.608  -2.095  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.306  -1.017  -0.178  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.624  -1.710  -0.951  1.00  0.00           O  
HETATM   24  P1  UNL     1      -2.150  -1.519  -0.279  1.00  0.00           P  
HETATM   25  O6  UNL     1      -3.024  -0.855  -1.346  1.00  0.00           O  
HETATM   26  O7  UNL     1      -2.876  -3.016   0.041  1.00  0.00           O  
HETATM   27  O8  UNL     1      -2.049  -0.578   1.109  1.00  0.00           O  
HETATM   28  P2  UNL     1      -3.521  -0.629   1.976  1.00  0.00           P  
HETATM   29  O9  UNL     1      -3.469  -1.566   3.129  1.00  0.00           O  
HETATM   30  O10 UNL     1      -3.830   0.957   2.484  1.00  0.00           O  
HETATM   31  O11 UNL     1      -4.743  -1.032   0.846  1.00  0.00           O  
HETATM   32  C16 UNL     1      -5.456   0.109   0.496  1.00  0.00           C  
HETATM   33  C17 UNL     1      -6.516  -0.248  -0.497  1.00  0.00           C  
HETATM   34  O12 UNL     1      -7.430  -1.159  -0.064  1.00  0.00           O  
HETATM   35  C18 UNL     1      -8.637  -0.959  -0.666  1.00  0.00           C  
HETATM   36  N3  UNL     1      -9.623  -0.651   0.367  1.00  0.00           N  
HETATM   37  C19 UNL     1      -9.361  -0.384   1.668  1.00  0.00           C  
HETATM   38  N4  UNL     1     -10.509  -0.143   2.333  1.00  0.00           N  
HETATM   39  C20 UNL     1     -11.534  -0.253   1.461  1.00  0.00           C  
HETATM   40  C21 UNL     1     -12.893  -0.104   1.629  1.00  0.00           C  
HETATM   41  N5  UNL     1     -13.516   0.225   2.858  1.00  0.00           N  
HETATM   42  N6  UNL     1     -13.657  -0.283   0.540  1.00  0.00           N  
HETATM   43  C22 UNL     1     -13.138  -0.592  -0.667  1.00  0.00           C  
HETATM   44  N7  UNL     1     -11.797  -0.731  -0.797  1.00  0.00           N  
HETATM   45  C23 UNL     1     -10.957  -0.569   0.246  1.00  0.00           C  
HETATM   46  C24 UNL     1      -8.530   0.292  -1.517  1.00  0.00           C  
HETATM   47  O13 UNL     1      -8.204  -0.093  -2.802  1.00  0.00           O  
HETATM   48  C25 UNL     1      -7.351   0.982  -0.873  1.00  0.00           C  
HETATM   49  O14 UNL     1      -6.662   1.835  -1.690  1.00  0.00           O  
HETATM   50  P3  UNL     1      -6.474   3.308  -0.889  1.00  0.00           P  
HETATM   51  O15 UNL     1      -5.066   3.490  -0.344  1.00  0.00           O  
HETATM   52  O16 UNL     1      -7.553   3.474   0.384  1.00  0.00           O  
HETATM   53  O17 UNL     1      -6.712   4.613  -1.961  1.00  0.00           O  
HETATM   54  H1  UNL     1      15.193  -1.045   0.560  1.00  0.00           H  
HETATM   55  H2  UNL     1      14.329   0.522   0.783  1.00  0.00           H  
HETATM   56  H3  UNL     1      13.425  -1.093   0.832  1.00  0.00           H  
HETATM   57  H4  UNL     1      14.315  -1.236  -1.698  1.00  0.00           H  
HETATM   58  H5  UNL     1      14.441   0.584  -1.518  1.00  0.00           H  
HETATM   59  H6  UNL     1      12.022  -1.233  -1.022  1.00  0.00           H  
HETATM   60  H7  UNL     1      12.280  -0.160  -2.408  1.00  0.00           H  
HETATM   61  H8  UNL     1      11.121   3.276   1.264  1.00  0.00           H  
HETATM   62  H9  UNL     1      10.160   2.458   2.545  1.00  0.00           H  
HETATM   63  H10 UNL     1       8.805   3.545   0.729  1.00  0.00           H  
HETATM   64  H11 UNL     1       9.704   2.591  -0.443  1.00  0.00           H  
HETATM   65  H12 UNL     1       8.172   1.888   2.087  1.00  0.00           H  
HETATM   66  H13 UNL     1       8.210  -0.709  -0.534  1.00  0.00           H  
HETATM   67  H14 UNL     1       6.781   0.183  -1.059  1.00  0.00           H  
HETATM   68  H15 UNL     1       6.845  -2.237   0.916  1.00  0.00           H  
HETATM   69  H16 UNL     1       6.293  -2.236  -0.769  1.00  0.00           H  
HETATM   70  H17 UNL     1       4.721  -1.618   1.555  1.00  0.00           H  
HETATM   71  H18 UNL     1       2.497   0.669   0.122  1.00  0.00           H  
HETATM   72  H19 UNL     1       2.394  -0.029   2.094  1.00  0.00           H  
HETATM   73  H20 UNL     1       2.951  -2.885  -1.217  1.00  0.00           H  
HETATM   74  H21 UNL     1       1.154  -3.264  -1.017  1.00  0.00           H  
HETATM   75  H22 UNL     1       2.174  -2.905   0.412  1.00  0.00           H  
HETATM   76  H23 UNL     1       0.867  -0.851  -2.693  1.00  0.00           H  
HETATM   77  H24 UNL     1       1.927   0.489  -2.015  1.00  0.00           H  
HETATM   78  H25 UNL     1       2.658  -0.993  -2.671  1.00  0.00           H  
HETATM   79  H26 UNL     1       0.053   0.064  -0.288  1.00  0.00           H  
HETATM   80  H27 UNL     1       0.203  -1.270   0.888  1.00  0.00           H  
HETATM   81  H28 UNL     1      -2.334  -3.554   0.688  1.00  0.00           H  
HETATM   82  H29 UNL     1      -3.471   1.013   3.423  1.00  0.00           H  
HETATM   83  H30 UNL     1      -5.939   0.565   1.406  1.00  0.00           H  
HETATM   84  H31 UNL     1      -4.733   0.849   0.115  1.00  0.00           H  
HETATM   85  H32 UNL     1      -6.075  -0.614  -1.453  1.00  0.00           H  
HETATM   86  H33 UNL     1      -8.994  -1.825  -1.254  1.00  0.00           H  
HETATM   87  H34 UNL     1      -8.355  -0.376   2.072  1.00  0.00           H  
HETATM   88  H35 UNL     1     -13.271  -0.274   3.740  1.00  0.00           H  
HETATM   89  H36 UNL     1     -14.236   0.975   2.917  1.00  0.00           H  
HETATM   90  H37 UNL     1     -13.774  -0.732  -1.533  1.00  0.00           H  
HETATM   91  H38 UNL     1      -9.464   0.898  -1.468  1.00  0.00           H  
HETATM   92  H39 UNL     1      -8.072  -1.092  -2.892  1.00  0.00           H  
HETATM   93  H40 UNL     1      -7.651   1.457   0.083  1.00  0.00           H  
HETATM   94  H41 UNL     1      -7.760   4.414   0.599  1.00  0.00           H  
HETATM   95  H42 UNL     1      -7.626   4.915  -1.869  1.00  0.00           H  
CONECT    1    2   54   55   56
CONECT    2    3   57   58
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
END

HMDB0304279
     RDKit          3D
butanoyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
   14.2482   -0.5059    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -0.3525   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4645   -0.2656   -1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621    0.8821   -0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7775    1.9358   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2678    0.8325    1.0698 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859    2.4240    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997    2.4553    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3711    1.5373    0.7778 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3869    0.4477    0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8133    0.2527    2.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1829   -0.4000   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3409   -1.5782    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.3220    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -0.6580   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812   -0.3127   -1.4082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -0.4111    0.1836 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5315   -0.8196    1.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -1.1821   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144   -2.6688   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748   -0.6079   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.0174   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238   -1.7101   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.5189   -0.2789 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0240   -0.8547   -1.3459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.0164    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.5781    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205   -0.6286    1.9758 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.4694   -1.5657    3.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303    0.9568    2.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7433   -1.0321    0.8459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4559    0.1091    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5162   -0.2485   -0.4971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4295   -1.1592   -0.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6370   -0.9587   -0.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6233   -0.6510    0.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3613   -0.3837    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5086   -0.1427    2.3327 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5337   -0.2527    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8926   -0.1042    1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5162    0.2249    2.8578 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6574   -0.2828    0.5401 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1379   -0.5923   -0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7967   -0.7305   -0.7966 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9570   -0.5690    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5305    0.2920   -1.5165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2037   -0.0934   -2.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3513    0.9818   -0.8728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6617    1.8350   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4737    3.3084   -0.8889 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.0661    3.4896   -0.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5529    3.4741    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7120    4.6132   -1.9612 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1931   -1.0450    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3293    0.5223    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4253   -1.0930    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3155   -1.2359   -1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4406    0.5844   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0219   -1.2326   -1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2795   -0.1596   -2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208    3.2757    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1599    2.4576    2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8050    3.5447    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7043    2.5907   -0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1722    1.8879    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2101   -0.7089   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809    0.1832   -1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454   -2.2368    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928   -2.2363   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209   -1.6178    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    0.6688    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3936   -0.0287    2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -2.8850   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1543   -3.2643   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741   -2.9050    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -0.8505   -2.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.4894   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6582   -0.9934   -2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    0.0637   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -1.2702    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3342   -3.5539    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    1.0130    3.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.5652    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.8487    0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0746   -0.6137   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9942   -1.8253   -1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3546   -0.3763    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2713   -0.2744    3.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2356    0.9745    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7740   -0.7321   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4641    0.8975   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718   -1.0919   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6508    1.4571    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    4.4140    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    4.9150   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  2 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  1
 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
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4:0-CoA	ChEBI
Butanoyl-CoA	ChEBI
Butanoyl-coenzyme A	ChEBI
Butyryl-coenzyme A	ChEBI
C4:0-CoA	ChEBI
coenzyme A, S-Butanoate	ChEBI
S-Butanoyl-CoA	ChEBI
S-Butanoyl-coenzyme A	ChEBI
S-Butyryl-CoA	ChEBI
S-Butyryl-coenzym-a	ChEBI
S-Butyryl-coenzyme A	ChEBI
coenzyme A, S-Butanoic acid	Generator
Butyryl-CoA	MeSH, KEGG

Chemical Formula

C₂₅H₄₂N₇O₁₇P₃S

Average Molecular Weight

837.624

Monoisotopic Molecular Weight

837.157073179

IUPAC Name

(2R)-4-({[({[(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)-N-(2-{[2-(butanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(butanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

CAS Registry Number

Not Available

SMILES

CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C25H42N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20+,24-/m1/s1

InChI Key

CRFNGMNYKDXRTN-CITAKDKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Ergostane-skeleton
Ecdysteroid
Dihydroxy bile acid, alcohol, or derivatives
22-hydroxysteroid
3-hydroxysteroid
6-oxosteroid
Oxosteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a brassinosteroids (CPD-714 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304279)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.22	ALOGPS
logP	-4.5	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.46	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	182.48 m³·mol⁻¹	ChemAxon
Polarizability	75.14 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
AllCCS	[M+H]+	255.707	32859911
AllCCS	[M+H-H2O]+	256.071	32859911
AllCCS	[M+Na]+	255.199	32859911
AllCCS	[M+NH4]+	255.32	32859911
AllCCS	[M-H]-	250.626	32859911
AllCCS	[M+Na-2H]-	254.732	32859911
AllCCS	[M+HCOO]-	259.295	32859911
DeepCCS	[M+H]+	187.72	30932474
DeepCCS	[M-H]-	185.835	30932474
DeepCCS	[M-2H]-	220.501	30932474
DeepCCS	[M+Na]+	195.215	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.2185 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.43 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1257.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	165.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	102.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	370.4 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	427.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	876.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	668.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	345.9 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	694.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	486.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	320.0 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	409.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 10V, Positive-QTOF	splash10-000i-1931000110-da1db28a855c878b4aed	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 20V, Positive-QTOF	splash10-000j-1921000000-5675ad3c288d42128697	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 40V, Positive-QTOF	splash10-00ks-2910000000-64ab778c97047046a2d9	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 10V, Negative-QTOF	splash10-017i-7930142460-c2298a969e995ad3d00a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 20V, Negative-QTOF	splash10-001i-5910100010-7599cb988facd52223da	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 40V, Negative-QTOF	splash10-057i-6900100000-f5f10442ccac27dc38eb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 10V, Negative-QTOF	splash10-000i-0000000090-073f428b330788172433	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 20V, Negative-QTOF	splash10-014r-9200102230-8569a6d934e6ef361838	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 40V, Negative-QTOF	splash10-0170-4003402900-aa858b6cf989ef7545e1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 10V, Positive-QTOF	splash10-000i-0000000190-722be0a11d66c5eb058c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 20V, Positive-QTOF	splash10-000i-0911001570-3a8be9989cbf457b7031	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - butanoyl-CoA 40V, Positive-QTOF	splash10-001i-0019000000-35adb55601f58e5ce0ac	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB030704

KNApSAcK ID

Not Available

Chemspider ID

109043

KEGG Compound ID

C00136

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

15517

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for butanoyl-CoA (HMDB0304279)

MOL for HMDB0304279 (butanoyl-CoA)

3D MOL for HMDB0304279 (butanoyl-CoA)

3D SDF for HMDB0304279 (butanoyl-CoA)

3D-SDF for HMDB0304279 (butanoyl-CoA)

PDB for HMDB0304279 (butanoyl-CoA)

3D PDB for HMDB0304279 (butanoyl-CoA)

SMILES for HMDB0304279 (butanoyl-CoA)

INCHI for HMDB0304279 (butanoyl-CoA)

Structure for HMDB0304279 (butanoyl-CoA)

3D Structure for HMDB0304279 (butanoyl-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra