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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (14) Show 14 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001175

Secondary Accession Numbers

HMDB01175

Metabolite Identification

Common Name

Malonyl-CoA

Description

Malonyl-CoA 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. Thus, malonyl-CoA is considered to be a fatty ester lipid molecule. Malonyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Within humans, malonyl-CoA participates in a number of enzymatic reactions. In particular, malonyl-CoA can be biosynthesized from acetyl-CoA; which is mediated by the enzyme acetyl-CoA carboxylase 1. In addition, malonyl-CoA can be converted into malonic acid and coenzyme A; which is catalyzed by the enzyme fatty acid synthase. Outside of the human body, malonyl-CoA has been detected, but not quantified in, several different foods, such as rapes, mamey sapotes, jew's ears, pepper (C. chinense), and Alaska wild rhubarbs. This could make malonyl-CoA a potential biomarker for the consumption of these foods. Malonyl-CoA is a coenzyme A derivative that plays a key role in fatty acid synthesis in the cytoplasmic and microsomal systems.

Structure

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


  Mrv1652304222019352D          

 54 56  0  0  1  0            999 V2000
   25.7220   -1.6505    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.0546   -1.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4671   -2.4351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3871   -1.6505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.6421   -2.4351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.9520   -3.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9763   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7191   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2618   -6.1040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5474   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8329   -6.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -4.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5474   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -3.6290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8613   -3.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5757   -3.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0047   -2.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8777   -1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -1.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7027   -1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5757   -2.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8612   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7191   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3691   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0191   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -1.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -1.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -1.9789    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -1.9789    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.6025   -1.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -3.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3321   -3.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9821   -3.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -3.9276    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -4.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5066   -1.3956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1198   -1.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8422   -0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8342   -1.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1198   -2.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6627   -0.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5487   -1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8343   -3.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5487   -2.7725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2631   -1.5350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4336   -5.6915    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.8625   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1480   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1480   -6.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5770   -6.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5770   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2914   -5.6915    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 50  1  0  0  0  0
 50 49  1  0  0  0  0
 49 53  1  0  0  0  0
 50 51  2  0  0  0  0
 53 52  2  0  0  0  0
 53 54  1  0  0  0  0
M  END

HMDB0001175
     RDKit          3D
Malonyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    3.7223   -0.7469    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.1577    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.4970    2.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.5119    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    0.3886    0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172   -0.3390    0.6290 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.8913   -0.5576    1.9707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290   -1.8084   -0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7185   -0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857   -0.1131   -1.1265 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9131   -1.4619   -1.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    0.8080   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6932   -0.3504   -0.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5400   -1.3241   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7323   -1.5547    0.3121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4550   -0.4017    0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7995   -0.7498    0.5492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6338    0.3888    0.2481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9337    0.3269   -0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4280    1.5675   -0.3353 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4464    2.4501   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3874    3.8253   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4865    4.6363   -0.5070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232    4.4125    0.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1272    3.7110    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2248    2.3562    0.5605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3431    1.6884    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9026   -1.8068   -0.5298 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0384   -2.5954   -0.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -2.6069   -0.2344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9559   -3.4943    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6348   -5.0941    0.3538 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.0175   -5.9731    1.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6506   -5.4845   -0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166   -5.3437   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660    1.4336   -0.2458 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4513    2.1575    0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7643    2.2696   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565    3.3551    0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.9042   -0.6844 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    2.8091   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3564    2.2803   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    0.9890   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1343    0.5531    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8335    0.2458   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2167   -1.0121   -0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3863   -1.6282   -1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323   -0.5477   -1.2869 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4736   -0.3783    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9495   -0.9479    1.2982 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6575    0.4730    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0750    0.5146    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4139   -0.1446    2.8589 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710    1.2676    2.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -0.4580    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -0.8440   -0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308   -1.7820    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    0.1488    2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9927   -0.0257    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6373    1.5852    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -1.4482    0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1087   -0.7165   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -2.5721    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    1.4764   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827   -2.2491   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -0.9318   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3120   -1.8557    1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9954   -1.2044    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5176   -0.5671   -0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2429    4.2439   -1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6269    5.6072   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1848    4.1809    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8711   -1.3497   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2777   -2.9491   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2511   -3.1080   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4466   -6.3436   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6406   -4.6678   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3519    1.1817   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    3.1087    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    1.0362   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    2.8969    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    3.8162   -0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2114    2.9870   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.1888   -2.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3322    0.6330   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5149   -0.9200    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3572   -1.6857   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6368   -2.5674   -0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1291   -1.8312   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5187    0.1367   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4183    1.5052    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3971    2.1360    1.8803 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
 52 54  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
  3 59  1  0
  3 60  1  0
  4 61  1  0
  4 62  1  0
  8 63  1  0
 12 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  1
 17 68  1  1
 19 69  1  0
 23 70  1  0
 23 71  1  0
 25 72  1  0
 28 73  1  6
 29 74  1  0
 30 75  1  6
 34 76  1  0
 35 77  1  0
 36 78  1  6
 37 79  1  0
 40 80  1  0
 41 81  1  0
 41 82  1  0
 42 83  1  0
 42 84  1  0
 45 85  1  0
 46 86  1  0
 46 87  1  0
 47 88  1  0
 47 89  1  0
 51 90  1  0
 51 91  1  0
 54 92  1  0
M  END


  Mrv1652304222019352D          

 54 56  0  0  1  0            999 V2000
   25.7220   -1.6505    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.0546   -1.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4671   -2.4351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3871   -1.6505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.6421   -2.4351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.9520   -3.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9763   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7191   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2618   -6.1040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5474   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8329   -6.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -4.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5474   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -3.6290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8613   -3.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5757   -3.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0047   -2.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8777   -1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2902   -1.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7027   -1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5757   -2.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8612   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7191   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3691   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0191   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -1.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -1.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5441   -1.9789    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941   -1.9789    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.6025   -1.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -3.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3321   -3.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9821   -3.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -3.9276    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.1571   -4.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5066   -1.3956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1198   -1.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8422   -0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8342   -1.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1198   -2.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6627   -0.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5487   -1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8343   -3.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5487   -2.7725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2631   -1.5350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4336   -5.6915    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.8625   -5.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1480   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1480   -6.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5770   -6.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5770   -6.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2914   -5.6915    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 50  1  0  0  0  0
 50 49  1  0  0  0  0
 49 53  1  0  0  0  0
 50 51  2  0  0  0  0
 53 52  2  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001175

> <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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1

> <INCHI_KEY>
LTYOQGRJFJAKNA-DVVLENMVSA-N

> <FORMULA>
C24H38N7O19P3S

> <MOLECULAR_WEIGHT>
853.58

> <EXACT_MASS>
853.115602295

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
75.32782020538158

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.62

> <JCHEM_LOGP>
-5.989775961268886

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.894671247515889

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.820480609980446

> <JCHEM_PKA_STRONGEST_BASIC>
4.198301701266371

> <JCHEM_POLAR_SURFACE_AREA>
400.9299999999999

> <JCHEM_REFRACTIVITY>
178.55210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
malonyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001175
     RDKit          3D
Malonyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    3.7223   -0.7469    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.1577    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.4970    2.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.5119    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    0.3886    0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172   -0.3390    0.6290 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.8913   -0.5576    1.9707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290   -1.8084   -0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7185   -0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857   -0.1131   -1.1265 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9131   -1.4619   -1.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    0.8080   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6932   -0.3504   -0.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5400   -1.3241   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7323   -1.5547    0.3121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4550   -0.4017    0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7995   -0.7498    0.5492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6338    0.3888    0.2481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9337    0.3269   -0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4280    1.5675   -0.3353 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4464    2.4501   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3874    3.8253   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4865    4.6363   -0.5070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232    4.4125    0.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1272    3.7110    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2248    2.3562    0.5605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3431    1.6884    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9026   -1.8068   -0.5298 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0384   -2.5954   -0.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -2.6069   -0.2344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9559   -3.4943    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6348   -5.0941    0.3538 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.0175   -5.9731    1.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6506   -5.4845   -0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166   -5.3437   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660    1.4336   -0.2458 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4513    2.1575    0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7643    2.2696   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565    3.3551    0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.9042   -0.6844 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    2.8091   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3564    2.2803   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    0.9890   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1343    0.5531    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8335    0.2458   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2167   -1.0121   -0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3863   -1.6282   -1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323   -0.5477   -1.2869 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4736   -0.3783    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9495   -0.9479    1.2982 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6575    0.4730    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0750    0.5146    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4139   -0.1446    2.8589 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710    1.2676    2.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -0.4580    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -0.8440   -0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308   -1.7820    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    0.1488    2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9927   -0.0257    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6373    1.5852    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -1.4482    0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1087   -0.7165   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -2.5721    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    1.4764   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827   -2.2491   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -0.9318   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3120   -1.8557    1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9954   -1.2044    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5176   -0.5671   -0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2429    4.2439   -1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6269    5.6072   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1848    4.1809    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8711   -1.3497   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2777   -2.9491   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2511   -3.1080   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4466   -6.3436   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6406   -4.6678   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3519    1.1817   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    3.1087    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    1.0362   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    2.8969    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    3.8162   -0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2114    2.9870   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.1888   -2.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3322    0.6330   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5149   -0.9200    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3572   -1.6857   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6368   -2.5674   -0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1291   -1.8312   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5187    0.1367   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4183    1.5052    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3971    2.1360    1.8803 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
 52 54  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
  3 59  1  0
  3 60  1  0
  4 61  1  0
  4 62  1  0
  8 63  1  0
 12 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  1
 17 68  1  1
 19 69  1  0
 23 70  1  0
 23 71  1  0
 25 72  1  0
 28 73  1  6
 29 74  1  0
 30 75  1  6
 34 76  1  0
 35 77  1  0
 36 78  1  6
 37 79  1  0
 40 80  1  0
 41 81  1  0
 41 82  1  0
 42 83  1  0
 42 84  1  0
 45 85  1  0
 46 86  1  0
 46 87  1  0
 47 88  1  0
 47 89  1  0
 51 90  1  0
 51 91  1  0
 54 92  1  0
M  END

HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  C   UNK     0      48.014  -3.081   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      46.769  -2.176   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      47.539  -4.546   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      45.523  -3.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.999  -4.546   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      48.444  -5.792   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      35.422 -10.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.809 -11.394   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      34.089 -11.394   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      32.755 -10.624   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      31.421 -11.394   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      34.142  -8.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.755  -9.084   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      34.142  -6.774   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      31.474  -6.774   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      32.808  -6.004   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.475  -4.464   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.372  -2.360   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.142  -3.694   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.912  -2.360   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.808  -4.464   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      31.474  -3.694   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      36.809  -3.694   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      39.889  -3.694   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      42.969  -3.694   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      38.349  -2.154   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      38.349  -5.234   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      41.429  -2.154   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      41.429  -5.234   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      38.349  -3.694   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      41.429  -3.694   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      44.058  -2.605   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      45.093  -5.792   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      43.553  -7.332   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      46.633  -7.332   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      45.093  -7.332   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      45.093  -8.872   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      49.479  -2.605   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      50.624  -3.636   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      50.105  -1.198   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      51.957  -2.866   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      50.624  -5.176   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      51.637  -1.359   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      53.291  -3.635   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      51.957  -5.945   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      53.291  -5.175   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      54.624  -2.865   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      38.143 -10.624   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      40.810 -10.624   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.476 -11.394   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      39.476 -12.934   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      42.144 -12.934   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      42.144 -11.394   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      43.477 -10.624   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   50                                                       
CONECT   49   50   53                                                       
CONECT   50   48   49   51                                                  
CONECT   51   50                                                            
CONECT   52   53                                                            
CONECT   53   49   52   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

COMPND    HMDB0001175
HETATM    1  C1  UNL     1       3.722  -0.747   0.133  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.622   0.158   0.555  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.778   0.497   2.044  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.266  -0.512   0.392  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.292   0.389   0.803  1.00  0.00           O  
HETATM    6  P1  UNL     1      -1.217  -0.339   0.629  1.00  0.00           P  
HETATM    7  O2  UNL     1      -1.891  -0.558   1.971  1.00  0.00           O  
HETATM    8  O3  UNL     1      -1.029  -1.808  -0.170  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.187   0.719  -0.267  1.00  0.00           O  
HETATM   10  P2  UNL     1      -3.386  -0.113  -1.126  1.00  0.00           P  
HETATM   11  O5  UNL     1      -2.913  -1.462  -1.593  1.00  0.00           O  
HETATM   12  O6  UNL     1      -3.816   0.808  -2.480  1.00  0.00           O  
HETATM   13  O7  UNL     1      -4.693  -0.350  -0.088  1.00  0.00           O  
HETATM   14  C5  UNL     1      -5.540  -1.324  -0.615  1.00  0.00           C  
HETATM   15  C6  UNL     1      -6.732  -1.555   0.312  1.00  0.00           C  
HETATM   16  O8  UNL     1      -7.455  -0.402   0.475  1.00  0.00           O  
HETATM   17  C7  UNL     1      -8.799  -0.750   0.549  1.00  0.00           C  
HETATM   18  N1  UNL     1      -9.634   0.389   0.248  1.00  0.00           N  
HETATM   19  C8  UNL     1     -10.934   0.327  -0.128  1.00  0.00           C  
HETATM   20  N2  UNL     1     -11.428   1.568  -0.335  1.00  0.00           N  
HETATM   21  C9  UNL     1     -10.446   2.450  -0.093  1.00  0.00           C  
HETATM   22  C10 UNL     1     -10.387   3.825  -0.145  1.00  0.00           C  
HETATM   23  N3  UNL     1     -11.486   4.636  -0.507  1.00  0.00           N  
HETATM   24  N4  UNL     1      -9.223   4.412   0.165  1.00  0.00           N  
HETATM   25  C11 UNL     1      -8.127   3.711   0.521  1.00  0.00           C  
HETATM   26  N5  UNL     1      -8.225   2.356   0.561  1.00  0.00           N  
HETATM   27  C12 UNL     1      -9.343   1.688   0.268  1.00  0.00           C  
HETATM   28  C13 UNL     1      -8.903  -1.807  -0.530  1.00  0.00           C  
HETATM   29  O9  UNL     1     -10.038  -2.595  -0.378  1.00  0.00           O  
HETATM   30  C14 UNL     1      -7.648  -2.607  -0.234  1.00  0.00           C  
HETATM   31  O10 UNL     1      -7.956  -3.494   0.785  1.00  0.00           O  
HETATM   32  P3  UNL     1      -7.635  -5.094   0.354  1.00  0.00           P  
HETATM   33  O11 UNL     1      -8.018  -5.973   1.522  1.00  0.00           O  
HETATM   34  O12 UNL     1      -8.651  -5.484  -0.940  1.00  0.00           O  
HETATM   35  O13 UNL     1      -6.017  -5.344  -0.015  1.00  0.00           O  
HETATM   36  C15 UNL     1       2.566   1.434  -0.246  1.00  0.00           C  
HETATM   37  O14 UNL     1       1.451   2.157   0.276  1.00  0.00           O  
HETATM   38  C16 UNL     1       3.764   2.270  -0.113  1.00  0.00           C  
HETATM   39  O15 UNL     1       3.657   3.355   0.539  1.00  0.00           O  
HETATM   40  N6  UNL     1       5.000   1.904  -0.684  1.00  0.00           N  
HETATM   41  C17 UNL     1       6.136   2.809  -0.514  1.00  0.00           C  
HETATM   42  C18 UNL     1       7.356   2.280  -1.198  1.00  0.00           C  
HETATM   43  C19 UNL     1       7.754   0.989  -0.607  1.00  0.00           C  
HETATM   44  O16 UNL     1       7.134   0.553   0.383  1.00  0.00           O  
HETATM   45  N7  UNL     1       8.833   0.246  -1.158  1.00  0.00           N  
HETATM   46  C20 UNL     1       9.217  -1.012  -0.578  1.00  0.00           C  
HETATM   47  C21 UNL     1      10.386  -1.628  -1.324  1.00  0.00           C  
HETATM   48  S1  UNL     1      11.832  -0.548  -1.287  1.00  0.00           S  
HETATM   49  C22 UNL     1      12.474  -0.378   0.370  1.00  0.00           C  
HETATM   50  O17 UNL     1      11.950  -0.948   1.298  1.00  0.00           O  
HETATM   51  C23 UNL     1      13.658   0.473   0.576  1.00  0.00           C  
HETATM   52  C24 UNL     1      14.075   0.515   2.008  1.00  0.00           C  
HETATM   53  O18 UNL     1      13.414  -0.145   2.859  1.00  0.00           O  
HETATM   54  O19 UNL     1      15.171   1.268   2.381  1.00  0.00           O  
HETATM   55  H1  UNL     1       4.669  -0.458   0.580  1.00  0.00           H  
HETATM   56  H2  UNL     1       3.754  -0.844  -0.975  1.00  0.00           H  
HETATM   57  H3  UNL     1       3.431  -1.782   0.493  1.00  0.00           H  
HETATM   58  H4  UNL     1       3.764   0.149   2.384  1.00  0.00           H  
HETATM   59  H5  UNL     1       1.993  -0.026   2.648  1.00  0.00           H  
HETATM   60  H6  UNL     1       2.637   1.585   2.157  1.00  0.00           H  
HETATM   61  H7  UNL     1       1.261  -1.448   0.974  1.00  0.00           H  
HETATM   62  H8  UNL     1       1.109  -0.716  -0.693  1.00  0.00           H  
HETATM   63  H9  UNL     1      -1.076  -2.572   0.468  1.00  0.00           H  
HETATM   64  H10 UNL     1      -3.097   1.476  -2.702  1.00  0.00           H  
HETATM   65  H11 UNL     1      -4.983  -2.249  -0.784  1.00  0.00           H  
HETATM   66  H12 UNL     1      -5.890  -0.932  -1.598  1.00  0.00           H  
HETATM   67  H13 UNL     1      -6.312  -1.856   1.292  1.00  0.00           H  
HETATM   68  H14 UNL     1      -8.995  -1.204   1.521  1.00  0.00           H  
HETATM   69  H15 UNL     1     -11.518  -0.567  -0.254  1.00  0.00           H  
HETATM   70  H16 UNL     1     -12.243   4.244  -1.142  1.00  0.00           H  
HETATM   71  H17 UNL     1     -11.627   5.607  -0.201  1.00  0.00           H  
HETATM   72  H18 UNL     1      -7.185   4.181   0.772  1.00  0.00           H  
HETATM   73  H19 UNL     1      -8.871  -1.350  -1.549  1.00  0.00           H  
HETATM   74  H20 UNL     1     -10.278  -2.949  -1.274  1.00  0.00           H  
HETATM   75  H21 UNL     1      -7.251  -3.108  -1.138  1.00  0.00           H  
HETATM   76  H22 UNL     1      -8.447  -6.344  -1.354  1.00  0.00           H  
HETATM   77  H23 UNL     1      -5.641  -4.668  -0.605  1.00  0.00           H  
HETATM   78  H24 UNL     1       2.352   1.182  -1.299  1.00  0.00           H  
HETATM   79  H25 UNL     1       1.684   3.109   0.225  1.00  0.00           H  
HETATM   80  H26 UNL     1       5.152   1.036  -1.220  1.00  0.00           H  
HETATM   81  H27 UNL     1       6.322   2.897   0.581  1.00  0.00           H  
HETATM   82  H28 UNL     1       5.867   3.816  -0.912  1.00  0.00           H  
HETATM   83  H29 UNL     1       8.211   2.987  -1.095  1.00  0.00           H  
HETATM   84  H30 UNL     1       7.151   2.189  -2.291  1.00  0.00           H  
HETATM   85  H31 UNL     1       9.332   0.633  -1.983  1.00  0.00           H  
HETATM   86  H32 UNL     1       9.515  -0.920   0.487  1.00  0.00           H  
HETATM   87  H33 UNL     1       8.357  -1.686  -0.628  1.00  0.00           H  
HETATM   88  H34 UNL     1      10.637  -2.567  -0.815  1.00  0.00           H  
HETATM   89  H35 UNL     1      10.129  -1.831  -2.374  1.00  0.00           H  
HETATM   90  H36 UNL     1      14.519   0.137  -0.053  1.00  0.00           H  
HETATM   91  H37 UNL     1      13.418   1.505   0.239  1.00  0.00           H  
HETATM   92  H38 UNL     1      15.397   2.136   1.880  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3    4   36
CONECT    3   58   59   60
CONECT    4    5   61   62
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   63
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   64
CONECT   13   14
CONECT   14   15   65   66
CONECT   15   16   30   67
CONECT   16   17
CONECT   17   18   28   68
CONECT   18   19   27
CONECT   19   20   20   69
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   70   71
CONECT   24   25   25
CONECT   25   26   72
CONECT   26   27   27
CONECT   28   29   30   73
CONECT   29   74
CONECT   30   31   75
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   76
CONECT   35   77
CONECT   36   37   38   78
CONECT   37   79
CONECT   38   39   39   40
CONECT   40   41   80
CONECT   41   42   81   82
CONECT   42   43   83   84
CONECT   43   44   44   45
CONECT   45   46   85
CONECT   46   47   86   87
CONECT   47   48   88   89
CONECT   48   49
CONECT   49   50   50   51
CONECT   51   52   90   91
CONECT   52   53   53   54
CONECT   54   92
END

HMDB0001175
     RDKit          3D
Malonyl-CoA
 92 94  0  0  0  0  0  0  0  0999 V2000
    3.7223   -0.7469    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.1577    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.4970    2.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -0.5119    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    0.3886    0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172   -0.3390    0.6290 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.8913   -0.5576    1.9707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290   -1.8084   -0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7185   -0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857   -0.1131   -1.1265 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9131   -1.4619   -1.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    0.8080   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6932   -0.3504   -0.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5400   -1.3241   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7323   -1.5547    0.3121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4550   -0.4017    0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7995   -0.7498    0.5492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6338    0.3888    0.2481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9337    0.3269   -0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4280    1.5675   -0.3353 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4464    2.4501   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3874    3.8253   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4865    4.6363   -0.5070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232    4.4125    0.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1272    3.7110    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2248    2.3562    0.5605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3431    1.6884    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9026   -1.8068   -0.5298 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0384   -2.5954   -0.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -2.6069   -0.2344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9559   -3.4943    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6348   -5.0941    0.3538 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.0175   -5.9731    1.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6506   -5.4845   -0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0166   -5.3437   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5660    1.4336   -0.2458 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4513    2.1575    0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7643    2.2696   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6565    3.3551    0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.9042   -0.6844 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    2.8091   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3564    2.2803   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    0.9890   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1343    0.5531    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8335    0.2458   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2167   -1.0121   -0.5781 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3863   -1.6282   -1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323   -0.5477   -1.2869 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4736   -0.3783    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9495   -0.9479    1.2982 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6575    0.4730    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0750    0.5146    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4139   -0.1446    2.8589 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710    1.2676    2.3813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693   -0.4580    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -0.8440   -0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308   -1.7820    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    0.1488    2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9927   -0.0257    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6373    1.5852    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -1.4482    0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1087   -0.7165   -0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -2.5721    0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    1.4764   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827   -2.2491   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -0.9318   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3120   -1.8557    1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9954   -1.2044    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5176   -0.5671   -0.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2429    4.2439   -1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6269    5.6072   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1848    4.1809    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8711   -1.3497   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2777   -2.9491   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2511   -3.1080   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4466   -6.3436   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6406   -4.6678   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3519    1.1817   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    3.1087    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    1.0362   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    2.8969    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    3.8162   -0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2114    2.9870   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.1888   -2.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3322    0.6330   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5149   -0.9200    0.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3572   -1.6857   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6368   -2.5674   -0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1291   -1.8312   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5187    0.1367   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4183    1.5052    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3971    2.1360    1.8803 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
 52 54  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  3 58  1  0
  3 59  1  0
  3 60  1  0
  4 61  1  0
  4 62  1  0
  8 63  1  0
 12 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  1
 17 68  1  1
 19 69  1  0
 23 70  1  0
 23 71  1  0
 25 72  1  0
 28 73  1  6
 29 74  1  0
 30 75  1  6
 34 76  1  0
 35 77  1  0
 36 78  1  6
 37 79  1  0
 40 80  1  0
 41 81  1  0
 41 82  1  0
 42 83  1  0
 42 84  1  0
 45 85  1  0
 46 86  1  0
 46 87  1  0
 47 88  1  0
 47 89  1  0
 51 90  1  0
 51 91  1  0
 54 92  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
coenzyme A, S-(Hydrogen propanedioate)	ChEBI
Malonyl coenzyme A	ChEBI
S-(Hydrogen malonyl)coenzyme A	ChEBI
coenzyme A, S-(Hydrogen propanedioic acid)	Generator
CoA, Malonyl	MeSH
coenzyme A, Malonyl	MeSH
Malonyl CoA	MeSH

Chemical Formula

C₂₄H₃₈N₇O₁₉P₃S

Average Molecular Weight

853.58

Monoisotopic Molecular Weight

853.115602295

IUPAC Name

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

Traditional Name

malonyl-coa

CAS Registry Number

524-14-1

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O

InChI Identifier

InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

malonyl-CoAs (CHEBI:15531 )

Ontology

Not Available

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	253.053	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.8 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-6	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.2	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	400.93 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	178.55 m³·mol⁻¹	ChemAxon
Polarizability	75.33 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]+	243.942	30932474
DeepCCS	[M-H]-	242.218	30932474
DeepCCS	[M-2H]-	276.253	30932474
DeepCCS	[M+Na]+	250.271	30932474
AllCCS	[M+H]+	252.7	32859911
AllCCS	[M+H-H2O]+	253.1	32859911
AllCCS	[M+NH4]+	252.2	32859911
AllCCS	[M+Na]+	252.1	32859911
AllCCS	[M-H]-	253.9	32859911
AllCCS	[M+Na-2H]-	257.9	32859911
AllCCS	[M+HCOO]-	262.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malonyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O	5892.7	Standard polar	33892256
Malonyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O	4275.7	Standard non polar	33892256
Malonyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O	6641.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria
Peroxisome

Biospecimen Locations

Not Available

Tissue Locations

Adipose Tissue
Fibroblasts
Liver
Pancreas
Skeletal Muscle

Pathways

Name	SMPDB/PathBank	KEGG
Pyruvate metabolism	Not Available
Propanoate metabolism	Not Available
Fatty Acid Biosynthesis		Not Available
Leigh Syndrome		Not Available
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 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

DB04524

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Malonyl-CoA

METLIN ID

Not Available

PubChem Compound

644066

PDB ID

Not Available

ChEBI ID

15531

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hulsmann, W. C. Synthesis of malonyl coenzyme A from acetyl coenzyme A and oxalosuccinate in mitochondria. Biochimica et Biophysica Acta (1963), 77(3), 502-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Roepstorff C, Halberg N, Hillig T, Saha AK, Ruderman NB, Wojtaszewski JF, Richter EA, Kiens B: Malonyl-CoA and carnitine in regulation of fat oxidation in human skeletal muscle during exercise. Am J Physiol Endocrinol Metab. 2005 Jan;288(1):E133-42. Epub 2004 Sep 21. [PubMed:15383373 ]
Napal L, Dai J, Treber M, Haro D, Marrero PF, Woldegiorgis G: A single amino acid change (substitution of the conserved Glu-590 with alanine) in the C-terminal domain of rat liver carnitine palmitoyltransferase I increases its malonyl-CoA sensitivity close to that observed with the muscle isoform of the enzyme. J Biol Chem. 2003 Sep 5;278(36):34084-9. Epub 2003 Jun 25. [PubMed:12826662 ]
Kuhl JE, Ruderman NB, Musi N, Goodyear LJ, Patti ME, Crunkhorn S, Dronamraju D, Thorell A, Nygren J, Ljungkvist O, Degerblad M, Stahle A, Brismar TB, Andersen KL, Saha AK, Efendic S, Bavenholm PN: Exercise training decreases the concentration of malonyl-CoA and increases the expression and activity of malonyl-CoA decarboxylase in human muscle. Am J Physiol Endocrinol Metab. 2006 Jun;290(6):E1296-303. Epub 2006 Jan 24. [PubMed:16434556 ]
Odland LM, Howlett RA, Heigenhauser GJ, Hultman E, Spriet LL: Skeletal muscle malonyl-CoA content at the onset of exercise at varying power outputs in humans. Am J Physiol. 1998 Jun;274(6 Pt 1):E1080-5. [PubMed:9611159 ]
Bandyopadhyay GK, Yu JG, Ofrecio J, Olefsky JM: Increased malonyl-CoA levels in muscle from obese and type 2 diabetic subjects lead to decreased fatty acid oxidation and increased lipogenesis; thiazolidinedione treatment reverses these defects. Diabetes. 2006 Aug;55(8):2277-85. [PubMed:16873691 ]
Pender C, Trentadue AR, Pories WJ, Dohm GL, Houmard JA, Youngren JF: Expression of genes regulating malonyl-CoA in human skeletal muscle. J Cell Biochem. 2006 Oct 15;99(3):860-7. [PubMed:16721829 ]
Prentki M, Corkey BE: Are the beta-cell signaling molecules malonyl-CoA and cystolic long-chain acyl-CoA implicated in multiple tissue defects of obesity and NIDDM? Diabetes. 1996 Mar;45(3):273-83. [PubMed:8593930 ]
Bavenholm PN, Pigon J, Saha AK, Ruderman NB, Efendic S: Fatty acid oxidation and the regulation of malonyl-CoA in human muscle. Diabetes. 2000 Jul;49(7):1078-83. [PubMed:10909961 ]
Ruderman NB, Saha AK, Vavvas D, Witters LA: Malonyl-CoA, fuel sensing, and insulin resistance. Am J Physiol. 1999 Jan;276(1 Pt 1):E1-E18. [PubMed:9886945 ]
Saha AK, Ruderman NB: Malonyl-CoA and AMP-activated protein kinase: an expanding partnership. Mol Cell Biochem. 2003 Nov;253(1-2):65-70. [PubMed:14619957 ]
Morillas M, Gomez-Puertas P, Bentebibel A, Selles E, Casals N, Valencia A, Hegardt FG, Asins G, Serra D: Identification of conserved amino acid residues in rat liver carnitine palmitoyltransferase I critical for malonyl-CoA inhibition. Mutation of methionine 593 abolishes malonyl-CoA inhibition. J Biol Chem. 2003 Mar 14;278(11):9058-63. Epub 2002 Dec 23. [PubMed:12499375 ]
Odland LM, Heigenhauser GJ, Lopaschuk GD, Spriet LL: Human skeletal muscle malonyl-CoA at rest and during prolonged submaximal exercise. Am J Physiol. 1996 Mar;270(3 Pt 1):E541-4. [PubMed:8638703 ]
Trevisan CP, Angelini C, Fiorellini LA, Isaya G, Zacchello G: Malonyl-CoA abnormal inhibition of residual enzyme activity in carnitine palmitoyltransferase deficiency. Eur Neurol. 1986;25(4):309-16. [PubMed:3720808 ]

Only showing the first 10 proteins. There are 14 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

Reactions

Malonyl-CoA → Acetyl-CoA + CO(2)	details
Malonyl-CoA → Acetyl-CoA + Carbon dioxide	details

Enzyme Details

2. Acetyl-CoA carboxylase 2

General function:: Involved in acetyl-CoA carboxylase activity
Specific function:: ACC-beta may be involved in the provision of malonyl-CoA or in the regulation of fatty acid oxidation, rather than fatty acid biosynthesis. Carries out three functions: biotin carboxyl carrier protein, biotin carboxylase and carboxyltransferase.
Gene Name:: ACACB
Uniprot ID:: O00763
Molecular weight:: 276538.575

Reactions

Adenosine triphosphate + Acetyl-CoA + Hydrogen carbonate → ADP + Phosphate + Malonyl-CoA	details
Acetyl-CoA + Carboxybiotin-carboxyl-carrier protein → Malonyl-CoA + Holo-[carboxylase]	details

Enzyme Details

3. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Reactions

Malonyl-CoA + [acyl-carrier-protein] → Coenzyme A + malonyl-[acyl-carrier-protein]	details
Malonyl-CoA + Acyl-carrier protein → Coenzyme A + Malonyl-[acyl-carrier protein]	details

Enzyme Details

4. Acetyl-CoA carboxylase 1

General function:: Involved in acetyl-CoA carboxylase activity
Specific function:: Catalyzes the rate-limiting reaction in the biogenesis of long-chain fatty acids. Carries out three functions: biotin carboxyl carrier protein, biotin carboxylase and carboxyltransferase.
Gene Name:: ACACA
Uniprot ID:: Q13085
Molecular weight:: 269997.01

Reactions

Adenosine triphosphate + Acetyl-CoA + Hydrogen carbonate → ADP + Phosphate + Malonyl-CoA	details
Acetyl-CoA + Carboxybiotin-carboxyl-carrier protein → Malonyl-CoA + Holo-[carboxylase]	details

Enzyme Details

5. 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

Malonic semialdehyde + Coenzyme A + NADP → Malonyl-CoA + NADPH + Hydrogen Ion	details

Enzyme Details

6. Malonyl-CoA-acyl carrier protein transacylase, mitochondrial

General function:: Involved in transferase activity
Specific function:: Catalyzes the transfer of a malonyl moiety from malonyl-CoA to the free thiol group of the phosphopantetheine arm of the mitochondrial ACP protein (NDUFAB1). This suggests the existence of the biosynthesis of fatty acids in mitochondrias.
Gene Name:: MCAT
Uniprot ID:: Q8IVS2
Molecular weight:: 19175.775

Reactions

Malonyl-CoA + [acyl-carrier-protein] → Coenzyme A + malonyl-[acyl-carrier-protein]	details
Malonyl-CoA + Acyl-carrier protein → Coenzyme A + Malonyl-[acyl-carrier protein]	details

Enzyme Details

7. Elongation of very long chain fatty acids protein 4

General function:: Involved in G-protein coupled photoreceptor activity
Specific function:: Condensing enzyme that elongates saturated and monounsaturated very long chain fatty acids (VLCFAs). Elongates C24:0 and C26:0 acyl-CoAs. Seems to represent a photoreceptor-specific component of the fatty acid elongation system residing on the endoplasmic reticulum. May be implicated in docosahexaenoic acid (DHA) biosynthesis, which requires dietary consumption of the essential alpha-linolenic acid and a subsequent series of three elongation steps. May play a critical role in early brain and skin development.
Gene Name:: ELOVL4
Uniprot ID:: Q9GZR5
Molecular weight:: 36828.905

Reactions

A very-long-chain acyl-CoA + Malonyl-CoA → Coenzyme A + a very-long-chain 3-oxoacyl-CoA + CO(2)	details
Malonyl-CoA + Acyl-CoA → 3-Oxoacyl-CoA + Coenzyme A + Carbon dioxide	details

Enzyme Details

8. Malonyl CoA:ACP acyltransferase (Mitochondrial)

General function:: Involved in transferase activity
Specific function:: Not Available
Gene Name:: MCAT
Uniprot ID:: B0QY72
Molecular weight:: 19175.8

Enzyme Details

9. Elongation of very long chain fatty acids protein 2

General function:: Involved in fatty acid biosynthetic process
Specific function:: Condensing enzyme that catalyzes the synthesis of polyunsaturated very long chain fatty acid (C20- and C22-PUFA). Acts specifically toward polyunsaturated acyl-CoA with the higher activity toward C20:4(n-6) acyl-CoA.
Gene Name:: ELOVL2
Uniprot ID:: Q9NXB9
Molecular weight:: 34584.435

Reactions

A very-long-chain acyl-CoA + Malonyl-CoA → Coenzyme A + a very-long-chain 3-oxoacyl-CoA + CO(2)	details
Malonyl-CoA + Acyl-CoA → 3-Oxoacyl-CoA + Coenzyme A + Carbon dioxide	details

Enzyme Details

10. Elongation of very long chain fatty acids protein 1

General function:: Involved in protein binding
Specific function:: Condensing enzyme that catalyzes the synthesis of both saturated and monounsaturated very long chain fatty acids. Exhibits activity toward saturated C18 to C26 acyl-CoA substrates, with the highest activity towards C22:0 acyl-CoA. Important for saturated C24:0 and monounsaturated C24:1 sphingolipid synthesis.
Gene Name:: ELOVL1
Uniprot ID:: Q9BW60
Molecular weight:: 32662.49

Reactions

A very-long-chain acyl-CoA + Malonyl-CoA → Coenzyme A + a very-long-chain 3-oxoacyl-CoA + CO(2)	details
Malonyl-CoA + Acyl-CoA → 3-Oxoacyl-CoA + Coenzyme A + Carbon dioxide	details

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for Malonyl-CoA (HMDB0001175)

MOL for HMDB0001175 (Malonyl-CoA)

3D MOL for HMDB0001175 (Malonyl-CoA)

3D SDF for HMDB0001175 (Malonyl-CoA)

3D-SDF for HMDB0001175 (Malonyl-CoA)

PDB for HMDB0001175 (Malonyl-CoA)

3D PDB for HMDB0001175 (Malonyl-CoA)

SMILES for HMDB0001175 (Malonyl-CoA)

INCHI for HMDB0001175 (Malonyl-CoA)

Structure for HMDB0001175 (Malonyl-CoA)

3D Structure for HMDB0001175 (Malonyl-CoA)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Enzymes

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