You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (121)transporters (1) Show 122 proteins XML

enzymes (121)transporters (1) Show 122 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:09 UTC

HMDB ID

HMDB0001275

Secondary Accession Numbers

HMDB01275

Metabolite Identification

Common Name

Propionyl-CoA

Description

Propionyl-CoA is an intermediate in the metabolism of propanoate. Propionic aciduria is caused by an autosomal recessive disorder of propionyl coenzyme A (CoA) carboxylase deficiency (EC 6.4.1.3). In propionic aciduria, propionyl CoA accumulates within the mitochondria in massive quantities; free carnitine is then esterified, creating propionyl carnitine, which is then excreted in the urine. Because the supply of carnitine in the diet and from synthesis is limited, such patients readily develop carnitine deficiency as a result of the increased loss of acylcarnitine derivatives. This condition demands supplementation of free carnitine above the normal dietary intake to continue to remove (detoxify) the accumulating organic acids. Propionyl-CoA is a substrate for Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial), Acetyl-coenzyme A synthetase 2-like (mitochondrial), Propionyl-CoA carboxylase alpha chain (mitochondrial), Methylmalonate-semialdehyde dehydrogenase (mitochondrial), Trifunctional enzyme beta subunit (mitochondrial), 3-ketoacyl-CoA thiolase (peroxisomal), Acyl-CoA dehydrogenase (long-chain specific, mitochondrial), Malonyl-CoA decarboxylase (mitochondrial), Acetyl-coenzyme A synthetase (cytoplasmic), 3-ketoacyl-CoA thiolase (mitochondrial) and Propionyl-CoA carboxylase beta chain (mitochondrial). (PMID: 10650319 ).

Structure

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


  Mrv1652306232018122D          

 52 54  0  0  1  0            999 V2000
   24.9634   -2.4994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.2960   -2.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7085   -3.2840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6285   -2.4994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.8835   -3.2840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.1934   -3.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2177   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9605   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5032   -6.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7887   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0743   -6.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7887   -5.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -4.4779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1027   -4.4779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8171   -4.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -3.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -2.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9441   -2.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8171   -3.2403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1026   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9605   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6104   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2605   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -2.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -3.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -2.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -3.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -2.8278    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -2.8278    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8439   -2.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -3.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5735   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2235   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -4.7765    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -5.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7480   -2.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3612   -2.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0836   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0756   -2.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3612   -3.6215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9041   -1.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7901   -2.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0757   -4.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7901   -3.6214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5045   -2.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6750   -6.5404    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.1040   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8184   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3895   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3895   -7.7779    0.0000 O   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 51  1  0  0  0  0
 51 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  2  0  0  0  0
M  END

HMDB0001275
     RDKit          3D
Propionyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    9.5274    3.1896   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0707    3.3677   -1.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1533    2.0521   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710    1.9293   -3.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8361    0.6293   -1.3549 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7019   -0.8702   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -1.5741   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -0.9119   -2.6157 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    0.1449   -1.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1043    0.4241   -0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774    0.7186   -2.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.7021   -1.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    1.4887   -0.6319 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    1.3416    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616    1.4057    1.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.0907    1.7475 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7504    1.4762    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -0.3560    1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563   -1.1361    2.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.5441    3.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -0.9003    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.2658    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.9140   -1.0394 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.2135   -1.9440   -1.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966    0.3221   -2.1594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240   -1.6221   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9418   -0.9094    0.7015 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4432    0.5037    0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507   -1.7597    2.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6389   -0.8227    0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108   -2.0969    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182   -2.1935    0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2975   -1.3186    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2692   -0.6956    0.6878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6836    0.5819    1.2296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0133    1.7405    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7231    2.6980    1.7818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8654    2.1504    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9325    2.6737    2.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913    4.0319    3.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9411    1.8259    3.2611 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8959    0.5224    2.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8570    0.0069    2.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252    0.8322    1.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6521   -0.5737   -0.6914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6407   -0.4457   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9521   -1.9114   -0.7847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8524   -2.8087   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2875   -3.5572   -2.7256 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7837   -3.5404   -2.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8817   -2.6987   -4.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8835   -5.1512   -2.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3777    2.1210    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5770    3.5065    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8735    3.8389    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6557    4.1532   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998    3.7275   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5240   -1.5804   -1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0157   -0.6984   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2805   -2.0781   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -2.4854   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342   -1.1841   -3.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207    1.1682   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -0.1824   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    2.6234   -1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    2.1919   -2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    1.4440   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    1.6785    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930    0.9847    3.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -1.1436    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986   -2.1898    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9716   -0.7427    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.1134    3.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579   -1.6197    3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741   -0.0612    2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -0.8519   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -2.0125    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.1702   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -2.7349    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -2.8706    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8249   -2.3796    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8448   -3.2677    0.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1804   -1.3149    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0310    1.8538    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6092    4.2797    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4742    4.8017    2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7043   -0.1495    3.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9626    0.2753   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3491    0.1203   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -1.8444   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8789   -2.7013   -4.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6280   -5.6758   -2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 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  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 34 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 49 52  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  2 56  1  0
  2 57  1  0
  6 58  1  0
  6 59  1  0
  7 60  1  0
  7 61  1  0
  8 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 16 68  1  6
 17 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 25 78  1  0
 29 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  1
 34 83  1  6
 36 84  1  0
 40 85  1  0
 40 86  1  0
 42 87  1  0
 45 88  1  1
 46 89  1  0
 47 90  1  6
 51 91  1  0
 52 92  1  0
M  END


  Mrv1652306232018122D          

 52 54  0  0  1  0            999 V2000
   24.9634   -2.4994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.2960   -2.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7085   -3.2840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6285   -2.4994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.8835   -3.2840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.1934   -3.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2177   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9605   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5032   -6.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7887   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0743   -6.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7887   -5.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -4.4779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1027   -4.4779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8171   -4.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -3.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -2.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9441   -2.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8171   -3.2403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1026   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9605   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6104   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2605   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -2.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -3.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -2.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -3.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7855   -2.8278    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -2.8278    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8439   -2.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -3.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5735   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2235   -4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -4.7765    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3984   -5.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7480   -2.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3612   -2.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0836   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0756   -2.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3612   -3.6215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9041   -1.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7901   -2.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0757   -4.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7901   -3.6214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5045   -2.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6750   -6.5404    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.1040   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8184   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3895   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3895   -7.7779    0.0000 O   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 51  1  0  0  0  0
 51 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001275

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=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/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1

> <INCHI_KEY>
QAQREVBBADEHPA-IEXPHMLFSA-N

> <FORMULA>
C24H40N7O17P3S

> <MOLECULAR_WEIGHT>
823.597

> <EXACT_MASS>
823.141423115

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
74.36560916669288

> <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[(3R)-3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
-5.181083266147958

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
176.8349

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propionyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001275
     RDKit          3D
Propionyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    9.5274    3.1896   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0707    3.3677   -1.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1533    2.0521   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710    1.9293   -3.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8361    0.6293   -1.3549 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7019   -0.8702   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -1.5741   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -0.9119   -2.6157 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    0.1449   -1.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1043    0.4241   -0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774    0.7186   -2.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.7021   -1.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    1.4887   -0.6319 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    1.3416    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616    1.4057    1.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.0907    1.7475 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7504    1.4762    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -0.3560    1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563   -1.1361    2.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.5441    3.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -0.9003    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.2658    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.9140   -1.0394 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.2135   -1.9440   -1.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966    0.3221   -2.1594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240   -1.6221   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9418   -0.9094    0.7015 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4432    0.5037    0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507   -1.7597    2.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6389   -0.8227    0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108   -2.0969    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182   -2.1935    0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2975   -1.3186    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2692   -0.6956    0.6878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6836    0.5819    1.2296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0133    1.7405    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7231    2.6980    1.7818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8654    2.1504    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9325    2.6737    2.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913    4.0319    3.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9411    1.8259    3.2611 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8959    0.5224    2.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8570    0.0069    2.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252    0.8322    1.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6521   -0.5737   -0.6914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6407   -0.4457   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9521   -1.9114   -0.7847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8524   -2.8087   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2875   -3.5572   -2.7256 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7837   -3.5404   -2.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8817   -2.6987   -4.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8835   -5.1512   -2.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3777    2.1210    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5770    3.5065    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8735    3.8389    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6557    4.1532   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998    3.7275   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5240   -1.5804   -1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0157   -0.6984   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2805   -2.0781   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -2.4854   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342   -1.1841   -3.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207    1.1682   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -0.1824   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    2.6234   -1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    2.1919   -2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    1.4440   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    1.6785    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930    0.9847    3.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -1.1436    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986   -2.1898    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9716   -0.7427    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.1134    3.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579   -1.6197    3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741   -0.0612    2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -0.8519   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -2.0125    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.1702   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -2.7349    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -2.8706    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8249   -2.3796    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8448   -3.2677    0.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1804   -1.3149    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0310    1.8538    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6092    4.2797    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4742    4.8017    2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7043   -0.1495    3.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9626    0.2753   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3491    0.1203   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -1.8444   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8789   -2.7013   -4.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6280   -5.6758   -2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 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  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 34 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 49 52  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  2 56  1  0
  2 57  1  0
  6 58  1  0
  6 59  1  0
  7 60  1  0
  7 61  1  0
  8 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 16 68  1  6
 17 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 25 78  1  0
 29 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  1
 34 83  1  6
 36 84  1  0
 40 85  1  0
 40 86  1  0
 42 87  1  0
 45 88  1  1
 46 89  1  0
 47 90  1  6
 51 91  1  0
 52 92  1  0
M  END

HEADER    PROTEIN                                 23-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-20         0                                  
HETATM    1  C   UNK     0      46.598  -4.666   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      45.353  -3.760   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      46.123  -6.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      44.107  -4.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.583  -6.130   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      47.028  -7.376   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      34.006 -12.209   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.393 -12.979   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      32.673 -12.979   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.339 -12.209   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      30.005 -12.979   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      32.726  -9.899   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.339 -10.669   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      32.726  -8.359   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      30.058  -8.359   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      31.392  -7.589   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.059  -6.049   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.956  -3.945   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.726  -5.279   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.496  -3.945   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.392  -6.049   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.058  -5.279   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      35.393  -5.279   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      38.473  -5.279   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      41.553  -5.279   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      36.933  -3.739   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      36.933  -6.819   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      40.013  -3.739   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      40.013  -6.819   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      36.933  -5.279   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      40.013  -5.279   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      42.642  -4.190   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      43.677  -7.376   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      42.137  -8.916   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      45.217  -8.916   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      43.677  -8.916   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      43.677 -10.456   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      48.063  -4.190   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      49.208  -5.220   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      48.689  -2.783   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      50.541  -4.450   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      49.208  -6.760   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      50.221  -2.944   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      51.875  -5.220   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      50.541  -7.530   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      51.875  -6.760   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      53.208  -4.450   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      36.727 -12.209   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      39.394 -12.209   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      40.728 -12.979   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.060 -12.979   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      38.060 -14.519   0.000  0.00  0.00           O+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   51                                                       
CONECT   49   51   50                                                       
CONECT   50   49                                                            
CONECT   51   48   49   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

COMPND    HMDB0001275
HETATM    1  C1  UNL     1       9.527   3.190  -0.094  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.071   3.368  -1.521  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.153   2.052  -2.217  1.00  0.00           C  
HETATM    4  O1  UNL     1       8.771   1.929  -3.348  1.00  0.00           O  
HETATM    5  S1  UNL     1       9.836   0.629  -1.355  1.00  0.00           S  
HETATM    6  C4  UNL     1       9.702  -0.870  -2.263  1.00  0.00           C  
HETATM    7  C5  UNL     1       8.400  -1.574  -2.247  1.00  0.00           C  
HETATM    8  N1  UNL     1       7.218  -0.912  -2.616  1.00  0.00           N  
HETATM    9  C6  UNL     1       6.562   0.145  -1.848  1.00  0.00           C  
HETATM   10  O2  UNL     1       7.104   0.424  -0.790  1.00  0.00           O  
HETATM   11  C7  UNL     1       5.377   0.719  -2.424  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.515   1.702  -1.804  1.00  0.00           C  
HETATM   13  N2  UNL     1       3.767   1.489  -0.632  1.00  0.00           N  
HETATM   14  C9  UNL     1       4.189   1.342   0.682  1.00  0.00           C  
HETATM   15  O3  UNL     1       5.362   1.406   1.052  1.00  0.00           O  
HETATM   16  C10 UNL     1       3.146   1.091   1.748  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.750   1.476   2.984  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.816  -0.356   1.876  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.056  -1.136   2.250  1.00  0.00           C  
HETATM   20  C13 UNL     1       1.848  -0.544   3.068  1.00  0.00           C  
HETATM   21  C14 UNL     1       2.153  -0.900   0.650  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.960  -0.266   0.360  1.00  0.00           O  
HETATM   23  P1  UNL     1       0.244  -0.914  -1.039  1.00  0.00           P  
HETATM   24  O6  UNL     1       1.214  -1.944  -1.599  1.00  0.00           O  
HETATM   25  O7  UNL     1       0.097   0.322  -2.159  1.00  0.00           O  
HETATM   26  O8  UNL     1      -1.224  -1.622  -0.653  1.00  0.00           O  
HETATM   27  P2  UNL     1      -1.942  -0.909   0.702  1.00  0.00           P  
HETATM   28  O9  UNL     1      -1.443   0.504   0.860  1.00  0.00           O  
HETATM   29  O10 UNL     1      -1.551  -1.760   2.105  1.00  0.00           O  
HETATM   30  O11 UNL     1      -3.639  -0.823   0.492  1.00  0.00           O  
HETATM   31  C15 UNL     1      -4.111  -2.097   0.794  1.00  0.00           C  
HETATM   32  C16 UNL     1      -5.618  -2.194   0.640  1.00  0.00           C  
HETATM   33  O12 UNL     1      -6.298  -1.319   1.462  1.00  0.00           O  
HETATM   34  C17 UNL     1      -7.269  -0.696   0.688  1.00  0.00           C  
HETATM   35  N3  UNL     1      -7.684   0.582   1.230  1.00  0.00           N  
HETATM   36  C18 UNL     1      -7.013   1.740   1.167  1.00  0.00           C  
HETATM   37  N4  UNL     1      -7.723   2.698   1.782  1.00  0.00           N  
HETATM   38  C19 UNL     1      -8.865   2.150   2.248  1.00  0.00           C  
HETATM   39  C20 UNL     1      -9.932   2.674   2.942  1.00  0.00           C  
HETATM   40  N5  UNL     1      -9.991   4.032   3.315  1.00  0.00           N  
HETATM   41  N6  UNL     1     -10.941   1.826   3.261  1.00  0.00           N  
HETATM   42  C21 UNL     1     -10.896   0.522   2.909  1.00  0.00           C  
HETATM   43  N7  UNL     1      -9.857   0.007   2.232  1.00  0.00           N  
HETATM   44  C22 UNL     1      -8.825   0.832   1.895  1.00  0.00           C  
HETATM   45  C23 UNL     1      -6.652  -0.574  -0.691  1.00  0.00           C  
HETATM   46  O13 UNL     1      -7.641  -0.446  -1.672  1.00  0.00           O  
HETATM   47  C24 UNL     1      -5.952  -1.911  -0.785  1.00  0.00           C  
HETATM   48  O14 UNL     1      -6.852  -2.809  -1.338  1.00  0.00           O  
HETATM   49  P3  UNL     1      -6.287  -3.557  -2.726  1.00  0.00           P  
HETATM   50  O15 UNL     1      -4.784  -3.540  -2.823  1.00  0.00           O  
HETATM   51  O16 UNL     1      -6.882  -2.699  -4.058  1.00  0.00           O  
HETATM   52  O17 UNL     1      -6.884  -5.151  -2.881  1.00  0.00           O  
HETATM   53  H1  UNL     1       9.378   2.121   0.175  1.00  0.00           H  
HETATM   54  H2  UNL     1      10.577   3.507   0.028  1.00  0.00           H  
HETATM   55  H3  UNL     1       8.874   3.839   0.548  1.00  0.00           H  
HETATM   56  H4  UNL     1       9.656   4.153  -2.032  1.00  0.00           H  
HETATM   57  H5  UNL     1       8.000   3.727  -1.515  1.00  0.00           H  
HETATM   58  H6  UNL     1      10.524  -1.580  -1.886  1.00  0.00           H  
HETATM   59  H7  UNL     1      10.016  -0.698  -3.367  1.00  0.00           H  
HETATM   60  H8  UNL     1       8.281  -2.078  -1.211  1.00  0.00           H  
HETATM   61  H9  UNL     1       8.540  -2.485  -2.942  1.00  0.00           H  
HETATM   62  H10 UNL     1       6.734  -1.184  -3.530  1.00  0.00           H  
HETATM   63  H11 UNL     1       5.721   1.168  -3.450  1.00  0.00           H  
HETATM   64  H12 UNL     1       4.734  -0.182  -2.797  1.00  0.00           H  
HETATM   65  H13 UNL     1       5.189   2.623  -1.532  1.00  0.00           H  
HETATM   66  H14 UNL     1       3.818   2.192  -2.605  1.00  0.00           H  
HETATM   67  H15 UNL     1       2.654   1.444  -0.797  1.00  0.00           H  
HETATM   68  H16 UNL     1       2.262   1.679   1.545  1.00  0.00           H  
HETATM   69  H17 UNL     1       4.593   0.985   3.110  1.00  0.00           H  
HETATM   70  H18 UNL     1       4.238  -1.144   3.353  1.00  0.00           H  
HETATM   71  H19 UNL     1       3.899  -2.190   1.929  1.00  0.00           H  
HETATM   72  H20 UNL     1       4.972  -0.743   1.786  1.00  0.00           H  
HETATM   73  H21 UNL     1       2.283  -0.113   3.983  1.00  0.00           H  
HETATM   74  H22 UNL     1       1.658  -1.620   3.232  1.00  0.00           H  
HETATM   75  H23 UNL     1       0.874  -0.061   2.834  1.00  0.00           H  
HETATM   76  H24 UNL     1       2.794  -0.852  -0.257  1.00  0.00           H  
HETATM   77  H25 UNL     1       1.956  -2.012   0.775  1.00  0.00           H  
HETATM   78  H26 UNL     1       0.515   1.170  -1.869  1.00  0.00           H  
HETATM   79  H27 UNL     1      -1.650  -2.735   2.030  1.00  0.00           H  
HETATM   80  H28 UNL     1      -3.663  -2.871   0.139  1.00  0.00           H  
HETATM   81  H29 UNL     1      -3.825  -2.380   1.846  1.00  0.00           H  
HETATM   82  H30 UNL     1      -5.845  -3.268   0.924  1.00  0.00           H  
HETATM   83  H31 UNL     1      -8.180  -1.315   0.565  1.00  0.00           H  
HETATM   84  H32 UNL     1      -6.031   1.854   0.678  1.00  0.00           H  
HETATM   85  H33 UNL     1     -10.609   4.280   4.142  1.00  0.00           H  
HETATM   86  H34 UNL     1      -9.474   4.802   2.837  1.00  0.00           H  
HETATM   87  H35 UNL     1     -11.704  -0.150   3.168  1.00  0.00           H  
HETATM   88  H36 UNL     1      -5.963   0.275  -0.792  1.00  0.00           H  
HETATM   89  H37 UNL     1      -8.349   0.120  -1.274  1.00  0.00           H  
HETATM   90  H38 UNL     1      -5.019  -1.844  -1.414  1.00  0.00           H  
HETATM   91  H39 UNL     1      -7.879  -2.701  -4.106  1.00  0.00           H  
HETATM   92  H40 UNL     1      -6.628  -5.676  -2.062  1.00  0.00           H  
CONECT    1    2   53   54   55
CONECT    2    3   56   57
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   58   59
CONECT    7    8   60   61
CONECT    8    9   62
CONECT    9   10   10   11
CONECT   11   12   63   64
CONECT   12   13   65   66
CONECT   13   14   67
CONECT   14   15   15   16
CONECT   16   17   18   68
CONECT   17   69
CONECT   18   19   20   21
CONECT   19   70   71   72
CONECT   20   73   74   75
CONECT   21   22   76   77
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   78
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   79
CONECT   30   31
CONECT   31   32   80   81
CONECT   32   33   47   82
CONECT   33   34
CONECT   34   35   45   83
CONECT   35   36   44
CONECT   36   37   37   84
CONECT   37   38
CONECT   38   39   39   44
CONECT   39   40   41
CONECT   40   85   86
CONECT   41   42   42
CONECT   42   43   87
CONECT   43   44   44
CONECT   45   46   47   88
CONECT   46   89
CONECT   47   48   90
CONECT   48   49
CONECT   49   50   50   51   52
CONECT   51   91
CONECT   52   92
END

HMDB0001275
     RDKit          3D
Propionyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    9.5274    3.1896   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0707    3.3677   -1.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1533    2.0521   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710    1.9293   -3.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8361    0.6293   -1.3549 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7019   -0.8702   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4004   -1.5741   -2.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -0.9119   -2.6157 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    0.1449   -1.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1043    0.4241   -0.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774    0.7186   -2.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.7021   -1.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    1.4887   -0.6319 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    1.3416    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616    1.4057    1.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.0907    1.7475 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7504    1.4762    2.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -0.3560    1.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563   -1.1361    2.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.5441    3.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -0.9003    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.2658    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.9140   -1.0394 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.2135   -1.9440   -1.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966    0.3221   -2.1594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240   -1.6221   -0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9418   -0.9094    0.7015 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4432    0.5037    0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507   -1.7597    2.1048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6389   -0.8227    0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108   -2.0969    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182   -2.1935    0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2975   -1.3186    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2692   -0.6956    0.6878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6836    0.5819    1.2296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0133    1.7405    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7231    2.6980    1.7818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8654    2.1504    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9325    2.6737    2.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913    4.0319    3.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9411    1.8259    3.2611 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8959    0.5224    2.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8570    0.0069    2.2317 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252    0.8322    1.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6521   -0.5737   -0.6914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6407   -0.4457   -1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9521   -1.9114   -0.7847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8524   -2.8087   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2875   -3.5572   -2.7256 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7837   -3.5404   -2.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8817   -2.6987   -4.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8835   -5.1512   -2.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3777    2.1210    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5770    3.5065    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8735    3.8389    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6557    4.1532   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998    3.7275   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5240   -1.5804   -1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0157   -0.6984   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2805   -2.0781   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -2.4854   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342   -1.1841   -3.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207    1.1682   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -0.1824   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    2.6234   -1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    2.1919   -2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    1.4440   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    1.6785    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930    0.9847    3.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378   -1.1436    3.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986   -2.1898    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9716   -0.7427    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -0.1134    3.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579   -1.6197    3.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741   -0.0612    2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -0.8519   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -2.0125    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5145    1.1702   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -2.7349    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -2.8706    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8249   -2.3796    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8448   -3.2677    0.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1804   -1.3149    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0310    1.8538    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6092    4.2797    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4742    4.8017    2.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7043   -0.1495    3.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9626    0.2753   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3491    0.1203   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187   -1.8444   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8789   -2.7013   -4.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6280   -5.6758   -2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 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  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 34 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 49 52  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  2 56  1  0
  2 57  1  0
  6 58  1  0
  6 59  1  0
  7 60  1  0
  7 61  1  0
  8 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 16 68  1  6
 17 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 25 78  1  0
 29 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  1
 34 83  1  6
 36 84  1  0
 40 85  1  0
 40 86  1  0
 42 87  1  0
 45 88  1  1
 46 89  1  0
 47 90  1  6
 51 91  1  0
 52 92  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Propanoyl-coenzyme A	ChEBI
Propionyl coenzyme A	ChEBI
Propionyl-coenzyme A	ChEBI
S-Propanoyl-CoA	ChEBI
S-Propanoyl-coenzyme A	ChEBI
S-Propionyl-coenzym-a	ChEBI
S-Propionylcoenzyme A	ChEBI
Propanoyl-CoA	ChEBI
Propionyl CoA	HMDB
Propionyl-CoA	HMDB
n-Propionyl CoA	HMDB

Chemical Formula

C₂₄H₄₀N₇O₁₇P₃S

Average Molecular Weight

823.597

Monoisotopic Molecular Weight

823.141423115

IUPAC Name

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

Traditional Name

propionyl-coa

CAS Registry Number

317-66-8

SMILES

CCC(=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/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1

InChI Key

QAQREVBBADEHPA-IEXPHMLFSA-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 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Imidolactam
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Carbothioic s-ester
Thiocarboxylic acid or derivatives
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organic oxygen compound
Organic oxide
Amine
Hydrocarbon derivative
Primary amine
Carbonyl group
Alcohol
Organosulfur compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:15539 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Digestive system disorder

Gastrointestinal disorder

Vomiting (HMDB: HMDB0001275)

Circulatory system disorder

Cardiac disorder

Cardiomyopathy (HMDB: HMDB0001275)

Disposition

Biological location

Cell membrane (HMDB: HMDB0001275)

Cellular substructure

Organelle

Mitochondria

Mitochondria (HMDB: HMDB0001275)

Biofluid or Excreta

Urine (HMDB: HMDB0001275)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001275)

Source

Endogenous

Endogenous (HMDB: HMDB0001275)

Animal

Animal (HMDB: HMDB0001275)

Exogenous

Food

Food (HMDB: HMDB0001275)

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)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
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)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

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

Drupe

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

Nut

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

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

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

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Threonine and 2-Oxobutanoate Degradation (HMDB: HMDB0001275)
Oxidation of Branched-Chain Fatty Acids (HMDB: HMDB0001275)
Phytanic Acid Peroxisomal Oxidation (HMDB: HMDB0001275)
Valine, Leucine, and Isoleucine Degradation (HMDB: HMDB0001275)
Propanoate Metabolism (HMDB: HMDB0001275)
Bile Acid Biosynthesis (PathBank: SMP0000035)
Valproic Acid Metabolism Pathway (PathBank: SMP0000635)
Propanoyl-CoA Degradation (PathBank: SMP0002069)
Conversion of Succinate to Propanoate (PathBank: SMP0002070)
Isoleucine Degradation (PathBank: SMP0002431)
Valine Degradation (PathBank: SMP0002460)

Disease pathway

Propionic Acidemia (HMDB: HMDB0001275)
beta-Ketothiolase Deficiency (PathBank: SMP0000173)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000137)
3-Hydroxy-3-methylglutaryl-CoA Lyase Deficiency (PathBank: SMP0000138)
Maple Syrup Urine Disease (PathBank: SMP0000199)
3-Methylcrotonyl-CoA Carboxylase Deficiency Type I (PathBank: SMP0000237)
3-Methylglutaconic Aciduria Type I (PathBank: SMP0000139)
3-Methylglutaconic Aciduria Type III (PathBank: SMP0000140)
Methylmalonate Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0000384)
Methylmalonic Aciduria (PathBank: SMP0000200)
Isovaleric Aciduria (PathBank: SMP0000238)
Refsum Disease (PathBank: SMP0000451)
Congenital Bile Acid Synthesis Defect Type II (PathBank: SMP0000314)
Congenital Bile Acid Synthesis Defect Type III (PathBank: SMP0000318)
Familial Hypercholanemia (FHCA) (PathBank: SMP0000317)
Zellweger Syndrome (PathBank: SMP0000316)
Cerebrotendinous Xanthomatosis (CTX) (PathBank: SMP0000315)
Malonic Aciduria (PathBank: SMP0000198)
Methylmalonic Aciduria Due to Cobalamin-Related Disorders (PathBank: SMP0000201)
3-Methylglutaconic Aciduria Type IV (PathBank: SMP0000141)
Malonyl-CoA Decarboxylase Deficiency (PathBank: SMP0000502)
3-Hydroxyisobutyric Acid Dehydrogenase Deficiency (PathBank: SMP0000521)
3-Hydroxyisobutyric Aciduria (PathBank: SMP0000522)
Isobutyryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000523)
Isovaleric Acidemia (PathBank: SMP0000524)
27-Hydroxylase Deficiency (PathBank: SMP0000720)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120439)

bile acid biosynthesis (HMDB: HMDB0001275)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0001275)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0001275)

Cellular process

Cell signaling (HMDB: HMDB0001275)

Role

Biological role

metabolite (HMDB: HMDB0001275)
Metabolite (HMDB: HMDB0001275)

Nutrient

Nutrient (HMDB: HMDB0001275)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001275)

Emulsifier (HMDB: HMDB0001275)

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	4.27 g/L	ALOGPS
logP	-0.31	ALOGPS
logP	-5.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	176.83 m³·mol⁻¹	ChemAxon
Polarizability	74.37 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]+	176.759	30932474
DeepCCS	[M-H]-	174.926	30932474
DeepCCS	[M-2H]-	209.332	30932474
DeepCCS	[M+Na]+	184.052	30932474
AllCCS	[M+H]+	253.1	32859911
AllCCS	[M+H-H2O]+	253.4	32859911
AllCCS	[M+NH4]+	252.8	32859911
AllCCS	[M+Na]+	252.7	32859911
AllCCS	[M-H]-	248.6	32859911
AllCCS	[M+Na-2H]-	252.6	32859911
AllCCS	[M+HCOO]-	257.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propionyl-CoA	CCC(=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	5654.5	Standard polar	33892256
Propionyl-CoA	CCC(=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	4256.7	Standard non polar	33892256
Propionyl-CoA	CCC(=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	6344.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propionyl-CoA GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 10V, Positive-QTOF	splash10-000i-1901000220-8d8b91979e9c40176540	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 20V, Positive-QTOF	splash10-000i-0912000000-7c91e2c2f2f0d7b4a3ad	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 40V, Positive-QTOF	splash10-000i-2901000000-4311d5cc2b23055e1e3e	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 10V, Negative-QTOF	splash10-0a7i-9830230550-4bec7e3f4052a0f39eef	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 20V, Negative-QTOF	splash10-0560-4910100000-d7281a44fcd4120a6bcd	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 40V, Negative-QTOF	splash10-057i-6900100000-19dd2ec65951d55b39f7	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 10V, Negative-QTOF	splash10-00di-0000000190-23b4b60665f8f21035f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 20V, Negative-QTOF	splash10-053r-9000000000-6406a938fedabc06792a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 40V, Negative-QTOF	splash10-00kr-7003503900-84f2f16540c6fdc2e156	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 10V, Positive-QTOF	splash10-00di-0000000090-c1703348da5a9b18dd37	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 20V, Positive-QTOF	splash10-000i-1911003540-d00d30c93f6f200af707	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propionyl-CoA 40V, Positive-QTOF	splash10-014i-0129000000-299d7589b9a24abdcb95	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria
Peroxisome

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Valine, leucine and isoleucine degradation	Not Available
Propanoate metabolism	Not Available
Oxidation of Branched Chain Fatty Acids		Not Available
Phytanic Acid Peroxisomal Oxidation		Not Available
Threonine and 2-Oxobutanoate Degradation		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

DB02912

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022529

KNApSAcK ID

Not Available

Chemspider ID

83731

KEGG Compound ID

C00100

BioCyc ID

PROPIONYL-COA

BiGG ID

Not Available

Wikipedia Link

Propionyl-CoA

METLIN ID

Not Available

PubChem Compound

92753

PDB ID

Not Available

ChEBI ID

15539

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Sokatch, John R.; Sanders, Lois E.; Marshall, Vincent P. Oxidation of methylmalonate semialdehyde to propionyl coenzyme A in Pseudomonas aeruginosa grown on valine. Journal of Biological Chemistry (1968), 243(10), 2500-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Winter SC, Buist NR: Cardiomyopathy in childhood, mitochondrial dysfunction, and the role of L-carnitine. Am Heart J. 2000 Feb;139(2 Pt 3):S63-9. [PubMed:10650319 ]

Only showing the first 10 proteins. There are 122 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Malonyl-CoA decarboxylase, mitochondrial

General function:: Involved in malonyl-CoA decarboxylase activity
Specific function:: Catalyzes the conversion of malonyl-CoA to acetyl-CoA. In the fatty acid biosynthesis MCD selectively removes malonyl-CoA and thus assures that methyl-malonyl-CoA is the only chain elongating substrate for fatty acid synthase and that fatty acids with multiple methyl side chains are produced. In peroxisomes it may be involved in degrading intraperoxisomal malonyl-CoA, which is generated by the peroxisomal beta-oxidation of odd chain-length dicarboxylic fatty acids.
Gene Name:: MLYCD
Uniprot ID:: O95822
Molecular weight:: 55002.94

Enzyme Details

2. Carnitine O-acetyltransferase

General function:: Involved in acyltransferase activity
Specific function:: Carnitine acetylase is specific for short chain fatty acids. Carnitine acetylase seems to affect the flux through the pyruvate dehydrogenase complex. It may be involved as well in the transport of acetyl-CoA into mitochondria.
Gene Name:: CRAT
Uniprot ID:: P43155
Molecular weight:: 70875.095

Enzyme Details

3. 3-ketoacyl-CoA thiolase, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Abolishes BNIP3-mediated apoptosis and mitochondrial damage.
Gene Name:: ACAA2
Uniprot ID:: P42765
Molecular weight:: 41923.82

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details
Propionyl-CoA + Chenodeoxycholoyl-CoA → Coenzyme A + 3a,7a-Dihydroxy-5b-cholestanoyl-CoA	details

Enzyme Details

4. Acetyl-coenzyme A synthetase, cytoplasmic

General function:: Involved in acetate-CoA ligase activity
Specific function:: Activates acetate so that it can be used for lipid synthesis or for energy generation.
Gene Name:: ACSS2
Uniprot ID:: Q9NR19
Molecular weight:: 78579.11

Reactions

Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details

Enzyme Details

5. Acetyl-coenzyme A synthetase 2-like, mitochondrial

General function:: Involved in acetate-CoA ligase activity
Specific function:: Important for maintaining normal body temperature during fasting and for energy homeostasis. Essential for energy expenditure under ketogenic conditions (By similarity). Converts acetate to acetyl-CoA so that it can be used for oxidation through the tricarboxylic cycle to produce ATP and CO(2).
Gene Name:: ACSS1
Uniprot ID:: Q9NUB1
Molecular weight:: 74625.88

Reactions

Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details

Enzyme Details

6. 3-ketoacyl-CoA thiolase, peroxisomal

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: ACAA1
Uniprot ID:: P09110
Molecular weight:: 34664.46

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details
Propionyl-CoA + Chenodeoxycholoyl-CoA → Coenzyme A + 3a,7a-Dihydroxy-5b-cholestanoyl-CoA	details

Enzyme Details

7. Trifunctional enzyme subunit beta, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: HADHB
Uniprot ID:: P55084
Molecular weight:: 51293.955

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details
Propionyl-CoA + Chenodeoxycholoyl-CoA → Coenzyme A + 3a,7a-Dihydroxy-5b-cholestanoyl-CoA	details

Enzyme Details

8. Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Plays a role in valine and pyrimidine metabolism. Binds fatty acyl-CoA.
Gene Name:: ALDH6A1
Uniprot ID:: Q02252
Molecular weight:: 57839.31

Reactions

2-Methyl-3-oxopropanoic acid + Coenzyme A + Water + NAD → Propionyl-CoA + Hydrogen carbonate + NADH	details
(S)-Methylmalonic acid semialdehyde + Coenzyme A + NAD → Propionyl-CoA + Carbon dioxide + NADH + Hydrogen Ion	details

Enzyme Details

9. Long-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADL
Uniprot ID:: P28330
Molecular weight:: 47655.275

Enzyme Details

10. Short-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADS
Uniprot ID:: P16219
Molecular weight:: 44296.705

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 122 proteins in total.

Show all enzymes and transporters

Showing metabocard for Propionyl-CoA (HMDB0001275)

MOL for HMDB0001275 (Propionyl-CoA)

3D MOL for HMDB0001275 (Propionyl-CoA)

3D SDF for HMDB0001275 (Propionyl-CoA)

3D-SDF for HMDB0001275 (Propionyl-CoA)

PDB for HMDB0001275 (Propionyl-CoA)

3D PDB for HMDB0001275 (Propionyl-CoA)

SMILES for HMDB0001275 (Propionyl-CoA)

INCHI for HMDB0001275 (Propionyl-CoA)

Structure for HMDB0001275 (Propionyl-CoA)

3D Structure for HMDB0001275 (Propionyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Transporters