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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:39 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002170

Secondary Accession Numbers

HMDB0006808
HMDB02170
HMDB06808

Metabolite Identification

Common Name

Malonyl-CoA semialdehyde

Description

Malonyl-CoA semialdehyde is involved in the propanoate metabolism pathway. Malonyl-CoA semialdehyde can be reversibly produced from malonyl-CoA and 3-hydroxy-propionyl-CoA. Malonic semialdehyde is formed in the alternative pathway of propionate metabolism and in the catabolism of beta-alanine. Studies of these pathways in cultured cells from a patient with mitochondrial malonyl-CoA decarboxylase deficiency indicate that malonic semialdehyde is directly converted into acetyl-CoA in man. (PMID: 6418146 ).

Structure

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


  Mrv0541 02231219242D          

 53 55  0  0  1  0            999 V2000
   19.3105   -8.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4820   -9.0872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8626   -7.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4501   -6.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2357   -9.4228    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.1494  -10.2433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6430   -7.1242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5568   -7.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9300   -9.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3425  -10.4148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8626   -6.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6876   -7.6671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7626  -10.7953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6876   -6.2382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0069  -11.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1001   -6.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1864  -11.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9502   -9.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4501   -5.5237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5910  -11.6022    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.7841  -11.4307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3980  -11.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4195  -12.4092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8509  -12.0083    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.5153  -12.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6046  -12.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0972  -11.6728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6948  -12.8483    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8744  -12.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7811  -13.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6086  -12.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6762  -11.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5623  -14.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1377  -11.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0654  -10.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0352  -11.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5804   -9.7060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  1  1  0  0  0  0
  8  1  1  0  0  0  0
  5  2  1  0  0  0  0
  9  2  1  0  0  0  0
  4  3  2  0  0  0  0
 12  3  1  0  0  0  0
 11  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 18  1  6  0  0  0
  6 13  1  6  0  0  0
 10  6  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 15  1  1  0  0  0
 19 11  1  0  0  0  0
 14 11  2  0  0  0  0
 16 12  2  0  0  0  0
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 33 32  1  0  0  0  0
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 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 47 35  2  0  0  0  0
 37 36  1  0  0  0  0
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 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 46 39  2  0  0  0  0
 41 40  1  0  0  0  0
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 49 48  1  0  0  0  0
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 51 50  1  0  0  0  0
 52 49  2  0  0  0  0
 53 51  2  0  0  0  0
M  END

HMDB0002170
     RDKit          3D
Malonyl-CoA semialdehyde
 91 93  0  0  0  0  0  0  0  0999 V2000
    2.7929    2.0114    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    0.6696    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533   -0.4339    2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756    0.5384    2.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721    1.4961    1.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785    1.4392    1.4898 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1176    2.1051    2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    2.2604    0.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.1362    1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7146   -0.1272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6607    0.2233   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5340   -2.2004   -0.1981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.9717   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    0.1936   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923   -0.0247   -1.2210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8472   -0.7368   -0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3534   -0.0832    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2205   -0.8072    2.4003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4924   -1.9457    1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3150   -3.0002    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0653   -3.0062    3.2914 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3788   -4.0193    1.1875 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6750   -3.9963    0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9688    1.1919   -0.5005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0959    1.8580   -0.9014 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3069    1.2316   -2.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9503    2.6394   -3.6360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6640    3.2649   -3.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9507   -0.8992    0.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3593   -0.9392   -0.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3983   -0.3805    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9186    0.5009   -0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0995   -1.5376    0.4660 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4638   -1.8486    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5602   -1.9094   -1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2038   -2.3213   -1.9554 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3529   -1.0000   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5298   -1.2537   -2.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0754    0.3325   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.9549    0.8977    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.1044   -3.0444    3.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1322    1.1613   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4295    0.6221   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4442   -1.1047    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5835   -2.2514    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1745   -1.1094    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2450   -0.8848   -1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8130   -2.6308   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2730    2.1774   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 51 89  1  0
 51 90  1  0
 52 91  1  0
M  END


  Mrv0541 02231219242D          

 53 55  0  0  1  0            999 V2000
   19.3105   -8.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4820   -9.0872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8626   -7.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4501   -6.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2357   -9.4228    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.1494  -10.2433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6430   -7.1242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5568   -7.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9300   -9.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3425  -10.4148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8626   -6.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6876   -7.6671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7626  -10.7953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6876   -6.2382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0069  -11.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1001   -6.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1864  -11.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9502   -9.0103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4501   -5.5237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5910  -11.6022    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.7841  -11.4307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3980  -11.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4195  -12.4092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8509  -12.0083    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.5153  -12.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6046  -12.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0972  -11.6728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6948  -12.8483    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8744  -12.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7811  -13.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6086  -12.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6762  -11.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4967  -11.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9816  -12.1171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8021  -12.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2870  -12.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1075  -12.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5924  -13.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4129  -13.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8978  -13.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7183  -13.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5388  -13.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6321  -12.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8045  -14.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5623  -14.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7485  -12.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1377  -11.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1913  -10.8684    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3708  -10.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8859  -10.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0654  -10.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0352  -11.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5804   -9.7060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  1  1  0  0  0  0
  8  1  1  0  0  0  0
  5  2  1  0  0  0  0
  9  2  1  0  0  0  0
  4  3  2  0  0  0  0
 12  3  1  0  0  0  0
 11  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 18  1  6  0  0  0
  6 13  1  6  0  0  0
 10  6  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 15  1  1  0  0  0
 19 11  1  0  0  0  0
 14 11  2  0  0  0  0
 16 12  2  0  0  0  0
 20 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 24 17  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  2  0  0  0  0
 31 28  1  0  0  0  0
 42 29  1  0  0  0  0
 33 32  1  0  0  0  0
 48 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 47 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 46 39  2  0  0  0  0
 41 40  1  0  0  0  0
 45 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 41  1  0  0  0  0
 44 41  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 49  2  0  0  0  0
 53 51  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002170

> <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=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38N7O18P3S/c1-24(2,19(36)22(37)27-5-3-14(33)26-6-8-53-15(34)4-7-32)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)31-12-30-16-20(25)28-11-29-21(16)31/h7,11-13,17-19,23,35-36H,3-6,8-10H2,1-2H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t13-,17-,18-,19?,23-/m1/s1

> <INCHI_KEY>
NMEYBPUHJHMRHU-UXYNFSPESA-N

> <FORMULA>
C24H38N7O18P3S

> <MOLECULAR_WEIGHT>
837.581

> <EXACT_MASS>
837.120687673

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
72.58325920720746

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxopropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.34

> <JCHEM_LOGP>
-7.241598691939612

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045079807053

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479616875839

> <JCHEM_PKA_STRONGEST_BASIC>
4.946033506144749

> <JCHEM_POLAR_SURFACE_AREA>
380.6999999999999

> <JCHEM_REFRACTIVITY>
177.62670000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxopropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002170
     RDKit          3D
Malonyl-CoA semialdehyde
 91 93  0  0  0  0  0  0  0  0999 V2000
    2.7929    2.0114    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    0.6696    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533   -0.4339    2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756    0.5384    2.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721    1.4961    1.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785    1.4392    1.4898 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1176    2.1051    2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    2.2604    0.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.1362    1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7146   -0.1272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6607    0.2233   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5340   -2.2004   -0.1981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.9717   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    0.1936   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923   -0.0247   -1.2210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8472   -0.7368   -0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1795   -0.3309   -0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0518   -0.7417    0.5375 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3534   -0.0832    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2205   -0.8072    2.4003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4924   -1.9457    1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3150   -3.0002    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0653   -3.0062    3.2914 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3788   -4.0193    1.1875 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6750   -3.9963    0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8603   -2.9471   -0.2720 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7538   -1.8875    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9688    1.1919   -0.5005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0959    1.8580   -0.9014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8121    1.2747   -1.4777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3069    1.2316   -2.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9503    2.6394   -3.6360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6640    3.2649   -3.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2621    3.7290   -3.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8277    2.2406   -5.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471    0.3756    0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507   -0.8992    0.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    0.2132   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593   -0.9392   -0.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614    1.1943    0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3550    0.9400   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9757   -0.1675    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3983   -0.3805    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9186    0.5009   -0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0995   -1.5376    0.4660 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4638   -1.8486    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5602   -1.9094   -1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2038   -2.3213   -1.9554 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3529   -1.0000   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5298   -1.2537   -2.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0754    0.3325   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365    1.1678   -1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3362    0.7212   -1.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8119    1.9370    2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    2.4906    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    2.7635    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -0.9931    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262    0.0880    3.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -1.1356    3.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618   -0.4791    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611    0.6799    3.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    2.5330   -0.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9463   -2.8425    0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    0.8653    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    0.7519   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0445   -0.6716   -2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4815   -0.6148   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9549    0.8977    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5918   -2.9697    4.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1044   -3.0444    3.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7607   -4.8460   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5736    1.4907    0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9445    2.8285   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945    2.1795   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9836    4.4301   -2.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7617    3.0448   -5.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    1.1613   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -1.4070    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7533    2.1514    0.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4295    0.6221   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    1.8528   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0812    0.1491    1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4442   -1.1047    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5835   -2.2514    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6919   -2.8755    0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745   -1.1094    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2450   -0.8848   -1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8130   -2.6308   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8306    0.3305   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2549    0.8632   -1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2730    2.1774   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 51 52  1  0
 52 53  2  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  3 57  1  0
  3 58  1  0
  3 59  1  0
  4 60  1  0
  4 61  1  0
  8 62  1  0
 12 63  1  0
 14 64  1  0
 14 65  1  0
 15 66  1  6
 17 67  1  6
 19 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 28 72  1  1
 29 73  1  0
 30 74  1  6
 34 75  1  0
 35 76  1  0
 36 77  1  0
 37 78  1  0
 40 79  1  0
 41 80  1  0
 41 81  1  0
 42 82  1  0
 42 83  1  0
 45 84  1  0
 46 85  1  0
 46 86  1  0
 47 87  1  0
 47 88  1  0
 51 89  1  0
 51 90  1  0
 52 91  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  N   UNK     0      36.046 -15.456   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      36.366 -16.963   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.077 -14.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      36.307 -12.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      37.773 -17.589   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      37.612 -19.121   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      34.800 -13.299   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      34.639 -14.830   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      35.336 -18.107   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      36.106 -19.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.077 -11.645   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      38.617 -14.312   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      38.757 -20.151   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      38.617 -11.645   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      35.480 -20.848   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.387 -12.978   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      33.948 -21.009   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      39.107 -16.819   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      36.307 -10.311   0.000  0.00  0.00           N+0
HETATM   20  P   UNK     0      38.437 -21.657   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      36.930 -21.337   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      39.943 -21.978   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      38.116 -23.164   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      33.322 -22.415   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      32.695 -23.823   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      34.729 -23.042   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      31.915 -21.789   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      31.164 -23.983   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      29.632 -24.144   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      31.325 -25.515   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      31.003 -22.452   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.196 -21.533   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.727 -21.373   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      18.632 -22.619   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      20.164 -22.457   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.069 -23.703   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      22.601 -23.542   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      23.506 -24.788   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      25.037 -24.627   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      25.943 -25.873   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      27.474 -25.712   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      29.006 -25.551   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      27.313 -24.181   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      27.635 -27.244   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      25.316 -27.280   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      25.664 -23.221   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      20.790 -21.051   0.000  0.00  0.00           O+0
HETATM   48  S   UNK     0      15.290 -20.288   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      13.759 -20.449   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      12.854 -19.203   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      11.322 -19.364   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      13.132 -21.855   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      10.417 -18.118   0.000  0.00  0.00           O+0
CONECT    1    2    3    8                                                  
CONECT    2    1    5    9                                                  
CONECT    3    1    4   12                                                  
CONECT    4    3   11    7                                                  
CONECT    5    2    6   18                                                  
CONECT    6    5   13   10                                                  
CONECT    7    4    8                                                       
CONECT    8    1    7                                                       
CONECT    9    2   10                                                       
CONECT   10    6    9   15                                                  
CONECT   11    4   19   14                                                  
CONECT   12    3   16                                                       
CONECT   13    6   20                                                       
CONECT   14   11   16                                                       
CONECT   15   10   17                                                       
CONECT   16   12   14                                                       
CONECT   17   15   24                                                       
CONECT   18    5                                                            
CONECT   19   11                                                            
CONECT   20   13   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   17   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   42                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   33   48                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   47                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   46                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   43   44                                             
CONECT   42   29   41                                                       
CONECT   43   41                                                            
CONECT   44   41                                                            
CONECT   45   40                                                            
CONECT   46   39                                                            
CONECT   47   35                                                            
CONECT   48   32   49                                                       
CONECT   49   48   50   52                                                  
CONECT   50   49   51                                                       
CONECT   51   50   53                                                       
CONECT   52   49                                                            
CONECT   53   51                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

COMPND    HMDB0002170
HETATM    1  C1  UNL     1       2.793   2.011   2.139  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.275   0.670   1.756  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.953  -0.434   2.583  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.776   0.538   2.043  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.072   1.496   1.317  1.00  0.00           O  
HETATM    6  P1  UNL     1      -1.578   1.439   1.490  1.00  0.00           P  
HETATM    7  O2  UNL     1      -2.118   2.105   2.705  1.00  0.00           O  
HETATM    8  O3  UNL     1      -2.253   2.260   0.143  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.203  -0.136   1.430  1.00  0.00           O  
HETATM   10  P2  UNL     1      -2.378  -0.715  -0.127  1.00  0.00           P  
HETATM   11  O5  UNL     1      -1.661   0.223  -1.091  1.00  0.00           O  
HETATM   12  O6  UNL     1      -1.534  -2.200  -0.198  1.00  0.00           O  
HETATM   13  O7  UNL     1      -3.968  -0.972  -0.593  1.00  0.00           O  
HETATM   14  C5  UNL     1      -4.667   0.194  -0.796  1.00  0.00           C  
HETATM   15  C6  UNL     1      -6.092  -0.025  -1.221  1.00  0.00           C  
HETATM   16  O8  UNL     1      -6.847  -0.737  -0.299  1.00  0.00           O  
HETATM   17  C7  UNL     1      -8.179  -0.331  -0.505  1.00  0.00           C  
HETATM   18  N1  UNL     1      -9.052  -0.742   0.538  1.00  0.00           N  
HETATM   19  C8  UNL     1      -9.353  -0.083   1.674  1.00  0.00           C  
HETATM   20  N2  UNL     1     -10.221  -0.807   2.400  1.00  0.00           N  
HETATM   21  C9  UNL     1     -10.492  -1.946   1.742  1.00  0.00           C  
HETATM   22  C10 UNL     1     -11.315  -3.000   2.073  1.00  0.00           C  
HETATM   23  N3  UNL     1     -12.065  -3.006   3.291  1.00  0.00           N  
HETATM   24  N4  UNL     1     -11.379  -4.019   1.187  1.00  0.00           N  
HETATM   25  C11 UNL     1     -10.675  -3.996   0.052  1.00  0.00           C  
HETATM   26  N5  UNL     1      -9.860  -2.947  -0.272  1.00  0.00           N  
HETATM   27  C12 UNL     1      -9.754  -1.888   0.582  1.00  0.00           C  
HETATM   28  C13 UNL     1      -7.969   1.192  -0.501  1.00  0.00           C  
HETATM   29  O9  UNL     1      -9.096   1.858  -0.901  1.00  0.00           O  
HETATM   30  C14 UNL     1      -6.812   1.275  -1.478  1.00  0.00           C  
HETATM   31  O10 UNL     1      -7.307   1.232  -2.780  1.00  0.00           O  
HETATM   32  P3  UNL     1      -6.950   2.639  -3.636  1.00  0.00           P  
HETATM   33  O11 UNL     1      -5.664   3.265  -3.198  1.00  0.00           O  
HETATM   34  O12 UNL     1      -8.262   3.729  -3.486  1.00  0.00           O  
HETATM   35  O13 UNL     1      -6.828   2.241  -5.273  1.00  0.00           O  
HETATM   36  C15 UNL     1       2.547   0.376   0.309  1.00  0.00           C  
HETATM   37  O14 UNL     1       1.951  -0.899   0.039  1.00  0.00           O  
HETATM   38  C16 UNL     1       3.967   0.213  -0.006  1.00  0.00           C  
HETATM   39  O15 UNL     1       4.359  -0.939  -0.408  1.00  0.00           O  
HETATM   40  N6  UNL     1       4.961   1.194   0.080  1.00  0.00           N  
HETATM   41  C17 UNL     1       6.355   0.940  -0.274  1.00  0.00           C  
HETATM   42  C18 UNL     1       6.976  -0.167   0.539  1.00  0.00           C  
HETATM   43  C19 UNL     1       8.398  -0.381   0.097  1.00  0.00           C  
HETATM   44  O16 UNL     1       8.919   0.501  -0.607  1.00  0.00           O  
HETATM   45  N7  UNL     1       9.099  -1.538   0.466  1.00  0.00           N  
HETATM   46  C20 UNL     1      10.464  -1.849   0.089  1.00  0.00           C  
HETATM   47  C21 UNL     1      10.560  -1.909  -1.416  1.00  0.00           C  
HETATM   48  S1  UNL     1      12.204  -2.321  -1.955  1.00  0.00           S  
HETATM   49  C22 UNL     1      13.353  -1.000  -1.705  1.00  0.00           C  
HETATM   50  O17 UNL     1      14.530  -1.254  -2.048  1.00  0.00           O  
HETATM   51  C23 UNL     1      13.075   0.332  -1.152  1.00  0.00           C  
HETATM   52  C24 UNL     1      14.337   1.168  -1.321  1.00  0.00           C  
HETATM   53  O18 UNL     1      15.336   0.721  -1.844  1.00  0.00           O  
HETATM   54  H1  UNL     1       3.812   1.937   2.537  1.00  0.00           H  
HETATM   55  H2  UNL     1       2.099   2.491   2.915  1.00  0.00           H  
HETATM   56  H3  UNL     1       2.771   2.763   1.316  1.00  0.00           H  
HETATM   57  H4  UNL     1       3.700  -0.993   2.013  1.00  0.00           H  
HETATM   58  H5  UNL     1       3.526   0.088   3.407  1.00  0.00           H  
HETATM   59  H6  UNL     1       2.247  -1.136   3.025  1.00  0.00           H  
HETATM   60  H7  UNL     1       0.462  -0.479   1.753  1.00  0.00           H  
HETATM   61  H8  UNL     1       0.561   0.680   3.112  1.00  0.00           H  
HETATM   62  H9  UNL     1      -1.546   2.533  -0.505  1.00  0.00           H  
HETATM   63  H10 UNL     1      -1.946  -2.843   0.446  1.00  0.00           H  
HETATM   64  H11 UNL     1      -4.611   0.865   0.086  1.00  0.00           H  
HETATM   65  H12 UNL     1      -4.165   0.752  -1.628  1.00  0.00           H  
HETATM   66  H13 UNL     1      -6.045  -0.672  -2.147  1.00  0.00           H  
HETATM   67  H14 UNL     1      -8.482  -0.615  -1.525  1.00  0.00           H  
HETATM   68  H15 UNL     1      -8.955   0.898   1.970  1.00  0.00           H  
HETATM   69  H16 UNL     1     -11.592  -2.970   4.233  1.00  0.00           H  
HETATM   70  H17 UNL     1     -13.104  -3.044   3.296  1.00  0.00           H  
HETATM   71  H18 UNL     1     -10.761  -4.846  -0.634  1.00  0.00           H  
HETATM   72  H19 UNL     1      -7.574   1.491   0.492  1.00  0.00           H  
HETATM   73  H20 UNL     1      -8.944   2.829  -0.697  1.00  0.00           H  
HETATM   74  H21 UNL     1      -6.194   2.180  -1.298  1.00  0.00           H  
HETATM   75  H22 UNL     1      -7.984   4.430  -2.823  1.00  0.00           H  
HETATM   76  H23 UNL     1      -6.762   3.045  -5.846  1.00  0.00           H  
HETATM   77  H24 UNL     1       2.132   1.161  -0.332  1.00  0.00           H  
HETATM   78  H25 UNL     1       2.065  -1.407   0.877  1.00  0.00           H  
HETATM   79  H26 UNL     1       4.753   2.151   0.389  1.00  0.00           H  
HETATM   80  H27 UNL     1       6.430   0.622  -1.349  1.00  0.00           H  
HETATM   81  H28 UNL     1       6.985   1.853  -0.173  1.00  0.00           H  
HETATM   82  H29 UNL     1       7.081   0.149   1.620  1.00  0.00           H  
HETATM   83  H30 UNL     1       6.444  -1.105   0.470  1.00  0.00           H  
HETATM   84  H31 UNL     1       8.583  -2.251   1.076  1.00  0.00           H  
HETATM   85  H32 UNL     1      10.692  -2.876   0.521  1.00  0.00           H  
HETATM   86  H33 UNL     1      11.175  -1.109   0.467  1.00  0.00           H  
HETATM   87  H34 UNL     1      10.245  -0.885  -1.788  1.00  0.00           H  
HETATM   88  H35 UNL     1       9.813  -2.631  -1.837  1.00  0.00           H  
HETATM   89  H36 UNL     1      12.831   0.331  -0.051  1.00  0.00           H  
HETATM   90  H37 UNL     1      12.255   0.863  -1.655  1.00  0.00           H  
HETATM   91  H38 UNL     1      14.273   2.177  -0.942  1.00  0.00           H  
CONECT    1    2   54   55   56
CONECT    2    3    4   36
CONECT    3   57   58   59
CONECT    4    5   60   61
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   62
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   63
CONECT   13   14
CONECT   14   15   64   65
CONECT   15   16   30   66
CONECT   16   17
CONECT   17   18   28   67
CONECT   18   19   27
CONECT   19   20   20   68
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   69   70
CONECT   24   25   25
CONECT   25   26   71
CONECT   26   27   27
CONECT   28   29   30   72
CONECT   29   73
CONECT   30   31   74
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   75
CONECT   35   76
CONECT   36   37   38   77
CONECT   37   78
CONECT   38   39   39   40
CONECT   40   41   79
CONECT   41   42   80   81
CONECT   42   43   82   83
CONECT   43   44   44   45
CONECT   45   46   84
CONECT   46   47   85   86
CONECT   47   48   87   88
CONECT   48   49
CONECT   49   50   50   51
CONECT   51   52   89   90
CONECT   52   53   53   91
END

HMDB0002170
     RDKit          3D
Malonyl-CoA semialdehyde
 91 93  0  0  0  0  0  0  0  0999 V2000
    2.7929    2.0114    2.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    0.6696    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533   -0.4339    2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756    0.5384    2.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721    1.4961    1.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785    1.4392    1.4898 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1176    2.1051    2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    2.2604    0.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.1362    1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7146   -0.1272 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6607    0.2233   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5340   -2.2004   -0.1981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -0.9717   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    0.1936   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923   -0.0247   -1.2210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8472   -0.7368   -0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1795   -0.3309   -0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0518   -0.7417    0.5375 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3534   -0.0832    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2205   -0.8072    2.4003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4924   -1.9457    1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3150   -3.0002    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0653   -3.0062    3.2914 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3788   -4.0193    1.1875 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6750   -3.9963    0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8603   -2.9471   -0.2720 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7538   -1.8875    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9688    1.1919   -0.5005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0959    1.8580   -0.9014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8121    1.2747   -1.4777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3069    1.2316   -2.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9503    2.6394   -3.6360 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6640    3.2649   -3.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2621    3.7290   -3.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8277    2.2406   -5.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471    0.3756    0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507   -0.8992    0.0392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    0.2132   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593   -0.9392   -0.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614    1.1943    0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3550    0.9400   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9757   -0.1675    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3983   -0.3805    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9186    0.5009   -0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0995   -1.5376    0.4660 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4638   -1.8486    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5602   -1.9094   -1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2038   -2.3213   -1.9554 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3529   -1.0000   -1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5298   -1.2537   -2.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0754    0.3325   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365    1.1678   -1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3362    0.7212   -1.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8119    1.9370    2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    2.4906    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    2.7635    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -0.9931    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262    0.0880    3.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -1.1356    3.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618   -0.4791    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611    0.6799    3.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    2.5330   -0.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9463   -2.8425    0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    0.8653    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647    0.7519   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0445   -0.6716   -2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4815   -0.6148   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9549    0.8977    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5918   -2.9697    4.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1044   -3.0444    3.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7607   -4.8460   -0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5736    1.4907    0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9445    2.8285   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945    2.1795   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9836    4.4301   -2.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7617    3.0448   -5.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    1.1613   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -1.4070    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7533    2.1514    0.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4295    0.6221   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    1.8528   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0812    0.1491    1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4442   -1.1047    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5835   -2.2514    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6919   -2.8755    0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745   -1.1094    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2450   -0.8848   -1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8130   -2.6308   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8306    0.3305   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2549    0.8632   -1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2730    2.1774   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 51 52  1  0
 52 53  2  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  3 57  1  0
  3 58  1  0
  3 59  1  0
  4 60  1  0
  4 61  1  0
  8 62  1  0
 12 63  1  0
 14 64  1  0
 14 65  1  0
 15 66  1  6
 17 67  1  6
 19 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 28 72  1  1
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 30 74  1  6
 34 75  1  0
 35 76  1  0
 36 77  1  0
 37 78  1  0
 40 79  1  0
 41 80  1  0
 41 81  1  0
 42 82  1  0
 42 83  1  0
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 46 85  1  0
 46 86  1  0
 47 87  1  0
 47 88  1  0
 51 89  1  0
 51 90  1  0
 52 91  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Thiomalonaldehydic acid S-ester with coenzyme A	HMDB
3-Oxopropionyl-CoA	HMDB
3-Oxopropionyl-coenzyme A	HMDB
Malonylsemialdehyde coenzyme A	HMDB
Malonylsemialdehyde-CoA	HMDB
Malonylsemialdehyde-coenzyme A	HMDB
S-(3-Oxopropanoate	HMDB
S-(3-Oxopropanoate)CoA	HMDB
S-(3-Oxopropanoate)coenzyme A	HMDB
S-(3-Oxopropanoic acid	HMDB

Chemical Formula

C₂₄H₃₈N₇O₁₈P₃S

Average Molecular Weight

837.581

Monoisotopic Molecular Weight

837.120687673

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxopropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxopropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

6244-93-5

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=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC=O

InChI Identifier

InChI=1S/C24H38N7O18P3S/c1-24(2,19(36)22(37)27-5-3-14(33)26-6-8-53-15(34)4-7-32)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)31-12-30-16-20(25)28-11-29-21(16)31/h7,11-13,17-19,23,35-36H,3-6,8-10H2,1-2H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t13-,17-,18-,19?,23-/m1/s1

InChI Key

NMEYBPUHJHMRHU-UXYNFSPESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Organic pyrophosphate
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Alkyl phosphate
Phosphoric acid ester
1,3-dicarbonyl compound
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Alpha-hydrogen aldehyde
Carbothioic s-ester
Amino acid or derivatives
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxide
Organosulfur compound
Aldehyde
Carbonyl group
Primary amine
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organooxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organ

Tissue

Muscle tissue

Skeletal muscle (HMDB: HMDB0002170)
Skeletal muscle (HMDB: HMDB0002170)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002170)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002170)

Source

Endogenous

Endogenous (HMDB: HMDB0002170)

Animal

Animal (HMDB: HMDB0002170)

Exogenous

Food

Food (HMDB: HMDB0002170)

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)

Exogenous (HMDB: HMDB0002170)

Process

Role

Biological role

Energy source (HMDB: HMDB0002170)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002170)

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.96 g/L	ALOGPS
logP	-0.34	ALOGPS
logP	-7.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	380.7 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	177.63 m³·mol⁻¹	ChemAxon
Polarizability	72.58 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+H]+	245.488	30932474
DeepCCS	[M-H]-	243.764	30932474
DeepCCS	[M-2H]-	277.799	30932474
DeepCCS	[M+Na]+	251.817	30932474
AllCCS	[M+H]+	251.5	32859911
AllCCS	[M+H-H2O]+	251.8	32859911
AllCCS	[M+NH4]+	251.1	32859911
AllCCS	[M+Na]+	251.0	32859911
AllCCS	[M-H]-	250.7	32859911
AllCCS	[M+Na-2H]-	254.6	32859911
AllCCS	[M+HCOO]-	259.0	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.	3.55 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8987 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.35 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	529.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	890.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	179.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	93.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	340.1 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	391.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	887.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	624.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	220.9 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	674.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	270.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	526.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	379.8 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	551.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malonyl-CoA semialdehyde	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=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC=O	5764.4	Standard polar	33892256
Malonyl-CoA semialdehyde	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=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC=O	4535.0	Standard non polar	33892256
Malonyl-CoA semialdehyde	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=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC=O	6510.4	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 - Malonyl-CoA semialdehyde 10V, Positive-QTOF	splash10-000i-2901000120-d8b8cf23d71e39eff078	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 20V, Positive-QTOF	splash10-000i-1913000000-85f9d77a21c262ea2740	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 40V, Positive-QTOF	splash10-000i-1911000000-d5f5ccef72ec24e66957	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 10V, Negative-QTOF	splash10-015i-8930140460-d2ae2d624ce327523728	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 20V, Negative-QTOF	splash10-001i-5910210010-c0645baef41add2c37e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 40V, Negative-QTOF	splash10-057i-5900100000-2ae98a1c88a11c397df3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 10V, Positive-QTOF	splash10-000i-0300000090-54c5c97b3cdaf7361c4b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 20V, Positive-QTOF	splash10-000i-0901000020-d7b327fea980a5ff314a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 40V, Positive-QTOF	splash10-001i-0119000000-6d29d610960646fde4e7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 10V, Negative-QTOF	splash10-000i-0000000090-8ae5fee026330ee5434d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 20V, Negative-QTOF	splash10-015m-7100002970-d15bc4d943bd65373766	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malonyl-CoA semialdehyde 40V, Negative-QTOF	splash10-004s-7002405900-ae27dfa3dc95b8250369	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Brain
Heart
Liver
Skeletal Muscle

Pathways

Name	SMPDB/PathBank	KEGG
Propanoate metabolism	Not Available
Malonic Aciduria		Not Available
Methylmalonic Aciduria Due to Cobalamin-Related Disorders		Not Available
Malonyl-coa decarboxylase deficiency		Not Available

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

FDB022882

KNApSAcK ID

Not Available

Chemspider ID

389702

KEGG Compound ID

C05989

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6523

PubChem Compound

440865

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

M03168

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Brown GK, Scholem RD, Bankier A, Danks DM: Malonyl coenzyme A decarboxylase deficiency. J Inherit Metab Dis. 1984;7(1):21-6. [PubMed:6145813 ]
Scholem RD, Brown GK: Metabolism of malonic semialdehyde in man. Biochem J. 1983 Oct 15;216(1):81-5. [PubMed:6418146 ]

Showing metabocard for Malonyl-CoA semialdehyde (HMDB0002170)

MOL for HMDB0002170 (Malonyl-CoA semialdehyde)

3D MOL for HMDB0002170 (Malonyl-CoA semialdehyde)

3D SDF for HMDB0002170 (Malonyl-CoA semialdehyde)

3D-SDF for HMDB0002170 (Malonyl-CoA semialdehyde)

PDB for HMDB0002170 (Malonyl-CoA semialdehyde)

3D PDB for HMDB0002170 (Malonyl-CoA semialdehyde)

SMILES for HMDB0002170 (Malonyl-CoA semialdehyde)

INCHI for HMDB0002170 (Malonyl-CoA semialdehyde)

Structure for HMDB0002170 (Malonyl-CoA semialdehyde)

3D Structure for HMDB0002170 (Malonyl-CoA semialdehyde)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra