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Showing metabocard for 2-Methylacetoacetyl-CoA (HMDB0001157)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (8) Show 8 proteinsXML
enzymes (8) Show 8 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:37:23 UTC
HMDB IDHMDB0001157
Secondary Accession Numbers
  • HMDB01157
Metabolite Identification
Common Name2-Methylacetoacetyl-CoA
Description2-Methylacetoacetyl-CoA belongs to the class of organic compounds known as 3-oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative. 2-Methylacetoacetyl-CoA is a substrate for 3-hydroxyacyl-CoA dehydrogenase type II, 3-ketoacyl-CoA thiolase (mitochondrial), peroxisomal bifunctional enzyme, trifunctional enzyme beta subunit (mitochondrial), short chain 3-hydroxyacyl-CoA dehydrogenase (mitochondrial), and 3-ketoacyl-CoA thiolase (peroxisomal).
Structure
Data?1595346701
MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001157 (2-Methylacetoacetyl-CoA)


  Mrv1652307212017472D          

 55 57  0  0  1  0            999 V2000
   25.6332   -1.4778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9658   -0.9929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3783   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2983   -1.4778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5533   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8632   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8875   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1729   -5.9313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7441   -5.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -4.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -3.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7725   -3.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -3.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9159   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7889   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6139   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -2.2187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7724   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2803   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9303   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5137   -1.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2433   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8933   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -3.7549    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -4.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4178   -1.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7534   -0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7454   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -2.5999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5739   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7455   -3.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -2.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1742   -1.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3448   -5.5188    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2027   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7738   -5.5188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7738   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 54  1  0  0  0  0
 54 52  1  0  0  0  0
 52 49  1  0  0  0  0
 50 51  2  0  0  0  0
 52 53  2  0  0  0  0
 54 55  1  1  0  0  0
M  END
Download

3D MOL for HMDB0001157 (2-Methylacetoacetyl-CoA)

Download
3D SDF for HMDB0001157 (2-Methylacetoacetyl-CoA)

  Mrv1652307212017472D          

 55 57  0  0  1  0            999 V2000
   25.6332   -1.4778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9658   -0.9929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3783   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2983   -1.4778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5533   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8632   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8875   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1729   -5.9313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7441   -5.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -4.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -3.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7725   -3.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -3.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9159   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7889   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6139   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -2.2187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7724   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2803   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9303   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5137   -1.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2433   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8933   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -3.7549    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -4.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4178   -1.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7534   -0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7454   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -2.5999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5739   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7455   -3.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -2.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1742   -1.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3448   -5.5188    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2027   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7738   -5.5188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7738   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 54  1  0  0  0  0
 54 52  1  0  0  0  0
 52 49  1  0  0  0  0
 50 51  2  0  0  0  0
 52 53  2  0  0  0  0
 54 55  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001157

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](C(C)=O)C(=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/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,15+,18+,19+,20-,24+/m0/s1

> <INCHI_KEY>
NHNODHRSCRALBF-XSSXAYJJSA-N

> <FORMULA>
C26H42N7O18P3S

> <MOLECULAR_WEIGHT>
865.63

> <EXACT_MASS>
865.151989708

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
78.03699077990501

> <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-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.30

> <JCHEM_LOGP>
-5.116778866198603

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207344168236

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813072502

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053226252164

> <JCHEM_POLAR_SURFACE_AREA>
380.6999999999999

> <JCHEM_REFRACTIVITY>
186.6777

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for HMDB0001157 (2-Methylacetoacetyl-CoA)
https://cactus.nci.nih.gov/chemical/structure/C%5BC@@H%5D(C(C)=O)C(=O)SCCNC(=...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:96})
 97 99  0  0  0  0  0  0  0  0999 V2000
  -15.9554    2.3833   -1.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0717    3.2019   -0.6001 C   0  0  1  0  0  0  0  0  0  0  0  0
  -14.7522    4.1150   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8534    3.5571    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7406    4.7752    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7687    2.8657    1.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8616    2.3906   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6542    2.1267    0.9511 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7795    1.8413   -1.4224 S   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5785    0.9626   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4831    0.3685   -1.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110   -0.3428   -0.4459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4513   -0.9503   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3024   -0.9083   -2.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4513   -1.6819   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3559   -2.2760   -1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3838   -2.9872   -0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -3.5948   -0.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240   -3.6328   -1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2635   -4.2267    0.0832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0502   -5.2320   -0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -4.2966    1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889   -3.3824    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -3.4296   -1.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3191   -1.9345    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634   -3.9389    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271   -3.1504    0.9618 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -3.4509    1.8733 P   0  0  1  0  0  0  0  0  0  0  0  0
    1.1469   -3.2277    3.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9543   -4.8505    1.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -2.4520    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102   -2.4753    1.6563 P   0  0  1  0  0  0  0  0  0  0  0  0
    4.6672   -2.1218    3.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8283   -3.8220    1.3273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872   -1.3870    0.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018   -1.2368    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026   -0.1191   -0.4542 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1885   -0.3159   -1.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752    1.1445    0.0816 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2087    2.1398   -0.3902 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9921    2.4097   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5806    1.4257   -0.2886 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9632    1.4617    0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5201    1.9937   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2217   -0.0274   -0.6964 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7518   -0.7422   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5297   -0.2510   -2.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5476   -1.3955   -2.5700 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.5542   -1.4467   -4.1792 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0301   -1.0628   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1143   -2.7062   -2.0364 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1760    3.3260    0.4689 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7678    3.3696    1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8701    4.5836    2.2263 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3491    5.3938    1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562    4.5957    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0291    5.1593   -0.9927 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3007    6.4467   -1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224    7.2367    0.0165 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575    6.7624    1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4737    7.5981    2.2551 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2749    1.4703   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8307    2.9701   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3900    2.1264   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6884    5.2688   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7691    4.4744    0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4062    5.4636    1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1325    1.6577    0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0816    0.1615    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9290   -0.3267   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9800    1.1696   -1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6300   -0.3764    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054   -0.9867    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9544   -2.4830    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8018   -2.9712   -1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528   -1.4749   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028   -3.0209    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9378   -3.4364    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076   -2.9622   -2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4610   -2.8929   -1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467   -4.4672   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -1.9009    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4110   -1.3330    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497   -1.5380   -0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -3.9054    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282   -4.9705    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531   -2.3303    3.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.2514    3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8346   -0.9842    1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8338   -2.1712    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7081    2.9288   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1469   -2.1153   -4.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3790   -0.2162   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4117    2.5218    2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6839    6.8729   -1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6848    8.5420    2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1337    7.2399    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 62  1  0  0  0  0
  1 63  1  0  0  0  0
  1 64  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5 65  1  0  0  0  0
  5 66  1  0  0  0  0
  5 67  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 68  1  0  0  0  0
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 11 12  1  0  0  0  0
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 12 13  1  0  0  0  0
 12 72  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 16 76  1  0  0  0  0
 17 18  1  0  0  0  0
 17 77  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 78  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 24 79  1  0  0  0  0
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 24 81  1  0  0  0  0
 25 82  1  0  0  0  0
 25 83  1  0  0  0  0
 25 84  1  0  0  0  0
 26 27  1  0  0  0  0
 26 85  1  0  0  0  0
 26 86  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  6  0  0  0
 28 31  1  0  0  0  0
 29 87  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  6  0  0  0
 32 35  1  0  0  0  0
 33 88  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 89  1  0  0  0  0
 36 90  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 37 45  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 40 52  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 44 91  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 48 51  2  0  0  0  0
 49 92  1  0  0  0  0
 50 93  1  0  0  0  0
 52 53  1  0  0  0  0
 52 56  1  0  0  0  0
 53 54  2  0  0  0  0
 53 94  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 60  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 58 95  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 96  1  0  0  0  0
 61 97  1  0  0  0  0
M  END
$$$$

Download
PDB for HMDB0001157 (2-Methylacetoacetyl-CoA)
HEADER    PROTEIN                                 21-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-20         0                                  
HETATM    1  C   UNK     0      47.849  -2.759   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      46.603  -1.853   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      47.373  -4.223   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      45.357  -2.759   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.833  -4.223   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      48.278  -5.469   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      35.257 -10.302   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.643 -11.072   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      33.923 -11.072   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      32.589 -10.302   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      31.256 -11.072   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      33.976  -7.992   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.589  -8.762   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      33.976  -6.452   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      31.309  -6.452   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      32.642  -5.682   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.310  -4.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.206  -2.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.976  -3.372   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.746  -2.038   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.642  -4.142   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      31.308  -3.372   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      36.643  -3.372   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      39.723  -3.372   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      42.803  -3.372   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      38.183  -1.832   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      38.183  -4.912   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      41.263  -1.832   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      41.263  -4.912   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      38.183  -3.372   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      41.263  -3.372   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      43.892  -2.283   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      44.927  -5.469   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      43.387  -7.009   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      46.467  -7.009   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      44.927  -7.009   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      44.927  -8.549   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      49.313  -2.283   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      50.458  -3.313   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      49.940  -0.876   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      51.791  -2.543   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      50.458  -4.853   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      51.471  -1.037   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      53.125  -3.313   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      51.792  -5.623   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      53.125  -4.853   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      54.459  -2.543   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      37.977 -10.302   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      43.312 -10.302   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.311 -11.072   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      39.311 -12.612   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      41.978 -11.072   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      41.978 -12.612   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      40.644 -10.302   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      40.644  -8.762   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   52                                                            
CONECT   50   48   54   51                                                  
CONECT   51   50                                                            
CONECT   52   54   49   53                                                  
CONECT   53   52                                                            
CONECT   54   50   52   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

Download
3D PDB for HMDB0001157 (2-Methylacetoacetyl-CoA)
COMPND    https://cactus.nci.nih.gov/chemical/structure/C%5BC@@H%5D(C(C)=O)C(=O)SCCNC(=... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1     -15.955   2.383  -1.543  1.00  0.00           C  
HETATM    2  C   UNL     1     -15.072   3.202  -0.600  1.00  0.00           C  
HETATM    3  H   UNL     1     -14.752   4.115  -1.102  1.00  0.00           H  
HETATM    4  C   UNL     1     -15.853   3.557   0.638  1.00  0.00           C  
HETATM    5  C   UNL     1     -16.741   4.775   0.646  1.00  0.00           C  
HETATM    6  O   UNL     1     -15.769   2.866   1.625  1.00  0.00           O  
HETATM    7  C   UNL     1     -13.862   2.391  -0.215  1.00  0.00           C  
HETATM    8  O   UNL     1     -13.654   2.127   0.951  1.00  0.00           O  
HETATM    9  S   UNL     1     -12.780   1.841  -1.422  1.00  0.00           S  
HETATM   10  C   UNL     1     -11.579   0.963  -0.392  1.00  0.00           C  
HETATM   11  C   UNL     1     -10.483   0.368  -1.280  1.00  0.00           C  
HETATM   12  N   UNL     1      -9.511  -0.343  -0.446  1.00  0.00           N  
HETATM   13  C   UNL     1      -8.451  -0.950  -1.016  1.00  0.00           C  
HETATM   14  O   UNL     1      -8.302  -0.908  -2.218  1.00  0.00           O  
HETATM   15  C   UNL     1      -7.451  -1.682  -0.158  1.00  0.00           C  
HETATM   16  C   UNL     1      -6.356  -2.276  -1.045  1.00  0.00           C  
HETATM   17  N   UNL     1      -5.384  -2.987  -0.211  1.00  0.00           N  
HETATM   18  C   UNL     1      -4.324  -3.595  -0.781  1.00  0.00           C  
HETATM   19  O   UNL     1      -4.224  -3.633  -1.989  1.00  0.00           O  
HETATM   20  C   UNL     1      -3.264  -4.227   0.083  1.00  0.00           C  
HETATM   21  H   UNL     1      -3.050  -5.232  -0.280  1.00  0.00           H  
HETATM   22  O   UNL     1      -3.728  -4.297   1.433  1.00  0.00           O  
HETATM   23  C   UNL     1      -1.989  -3.382   0.026  1.00  0.00           C  
HETATM   24  C   UNL     1      -1.409  -3.430  -1.389  1.00  0.00           C  
HETATM   25  C   UNL     1      -2.319  -1.935   0.394  1.00  0.00           C  
HETATM   26  C   UNL     1      -0.963  -3.939   1.016  1.00  0.00           C  
HETATM   27  O   UNL     1       0.227  -3.150   0.962  1.00  0.00           O  
HETATM   28  P   UNL     1       1.520  -3.451   1.873  1.00  0.00           P  
HETATM   29  O   UNL     1       1.147  -3.228   3.424  1.00  0.00           O  
HETATM   30  O   UNL     1       1.954  -4.851   1.667  1.00  0.00           O  
HETATM   31  O   UNL     1       2.712  -2.452   1.459  1.00  0.00           O  
HETATM   32  P   UNL     1       4.310  -2.475   1.656  1.00  0.00           P  
HETATM   33  O   UNL     1       4.667  -2.122   3.186  1.00  0.00           O  
HETATM   34  O   UNL     1       4.828  -3.822   1.327  1.00  0.00           O  
HETATM   35  O   UNL     1       4.987  -1.387   0.682  1.00  0.00           O  
HETATM   36  C   UNL     1       6.402  -1.237   0.547  1.00  0.00           C  
HETATM   37  C   UNL     1       6.703  -0.119  -0.454  1.00  0.00           C  
HETATM   38  H   UNL     1       6.189  -0.316  -1.395  1.00  0.00           H  
HETATM   39  O   UNL     1       6.275   1.145   0.082  1.00  0.00           O  
HETATM   40  C   UNL     1       7.209   2.140  -0.390  1.00  0.00           C  
HETATM   41  H   UNL     1       6.992   2.410  -1.424  1.00  0.00           H  
HETATM   42  C   UNL     1       8.581   1.426  -0.289  1.00  0.00           C  
HETATM   43  H   UNL     1       8.963   1.462   0.731  1.00  0.00           H  
HETATM   44  O   UNL     1       9.520   1.994  -1.203  1.00  0.00           O  
HETATM   45  C   UNL     1       8.222  -0.027  -0.696  1.00  0.00           C  
HETATM   46  H   UNL     1       8.752  -0.742  -0.067  1.00  0.00           H  
HETATM   47  O   UNL     1       8.530  -0.251  -2.074  1.00  0.00           O  
HETATM   48  P   UNL     1       9.548  -1.395  -2.570  1.00  0.00           P  
HETATM   49  O   UNL     1       9.554  -1.447  -4.179  1.00  0.00           O  
HETATM   50  O   UNL     1      11.030  -1.063  -2.038  1.00  0.00           O  
HETATM   51  O   UNL     1       9.114  -2.706  -2.036  1.00  0.00           O  
HETATM   52  N   UNL     1       7.176   3.326   0.469  1.00  0.00           N  
HETATM   53  C   UNL     1       6.768   3.370   1.769  1.00  0.00           C  
HETATM   54  N   UNL     1       6.870   4.584   2.226  1.00  0.00           N  
HETATM   55  C   UNL     1       7.349   5.394   1.252  1.00  0.00           C  
HETATM   56  C   UNL     1       7.556   4.596   0.115  1.00  0.00           C  
HETATM   57  N   UNL     1       8.029   5.159  -0.993  1.00  0.00           N  
HETATM   58  C   UNL     1       8.301   6.447  -1.027  1.00  0.00           C  
HETATM   59  N   UNL     1       8.122   7.237   0.017  1.00  0.00           N  
HETATM   60  C   UNL     1       7.657   6.762   1.167  1.00  0.00           C  
HETATM   61  N   UNL     1       7.474   7.598   2.255  1.00  0.00           N  
HETATM   62  H   UNL     1     -16.275   1.470  -1.041  1.00  0.00           H  
HETATM   63  H   UNL     1     -16.831   2.970  -1.822  1.00  0.00           H  
HETATM   64  H   UNL     1     -15.390   2.126  -2.439  1.00  0.00           H  
HETATM   65  H   UNL     1     -16.688   5.269  -0.325  1.00  0.00           H  
HETATM   66  H   UNL     1     -17.769   4.474   0.846  1.00  0.00           H  
HETATM   67  H   UNL     1     -16.406   5.464   1.422  1.00  0.00           H  
HETATM   68  H   UNL     1     -11.133   1.658   0.319  1.00  0.00           H  
HETATM   69  H   UNL     1     -12.082   0.162   0.149  1.00  0.00           H  
HETATM   70  H   UNL     1     -10.929  -0.327  -1.991  1.00  0.00           H  
HETATM   71  H   UNL     1      -9.980   1.170  -1.821  1.00  0.00           H  
HETATM   72  H   UNL     1      -9.630  -0.376   0.516  1.00  0.00           H  
HETATM   73  H   UNL     1      -7.005  -0.987   0.554  1.00  0.00           H  
HETATM   74  H   UNL     1      -7.954  -2.483   0.384  1.00  0.00           H  
HETATM   75  H   UNL     1      -6.802  -2.971  -1.757  1.00  0.00           H  
HETATM   76  H   UNL     1      -5.853  -1.475  -1.587  1.00  0.00           H  
HETATM   77  H   UNL     1      -5.503  -3.021   0.751  1.00  0.00           H  
HETATM   78  H   UNL     1      -3.938  -3.436   1.822  1.00  0.00           H  
HETATM   79  H   UNL     1      -2.108  -2.962  -2.084  1.00  0.00           H  
HETATM   80  H   UNL     1      -0.461  -2.893  -1.412  1.00  0.00           H  
HETATM   81  H   UNL     1      -1.247  -4.467  -1.681  1.00  0.00           H  
HETATM   82  H   UNL     1      -2.732  -1.901   1.402  1.00  0.00           H  
HETATM   83  H   UNL     1      -1.411  -1.333   0.353  1.00  0.00           H  
HETATM   84  H   UNL     1      -3.050  -1.538  -0.312  1.00  0.00           H  
HETATM   85  H   UNL     1      -1.376  -3.905   2.024  1.00  0.00           H  
HETATM   86  H   UNL     1      -0.728  -4.971   0.753  1.00  0.00           H  
HETATM   87  H   UNL     1       0.853  -2.330   3.632  1.00  0.00           H  
HETATM   88  H   UNL     1       4.357  -1.251   3.471  1.00  0.00           H  
HETATM   89  H   UNL     1       6.835  -0.984   1.514  1.00  0.00           H  
HETATM   90  H   UNL     1       6.834  -2.171   0.188  1.00  0.00           H  
HETATM   91  H   UNL     1       9.708   2.929  -1.044  1.00  0.00           H  
HETATM   92  H   UNL     1      10.147  -2.115  -4.549  1.00  0.00           H  
HETATM   93  H   UNL     1      11.379  -0.216  -2.349  1.00  0.00           H  
HETATM   94  H   UNL     1       6.412   2.522   2.335  1.00  0.00           H  
HETATM   95  H   UNL     1       8.684   6.873  -1.942  1.00  0.00           H  
HETATM   96  H   UNL     1       7.685   8.542   2.183  1.00  0.00           H  
HETATM   97  H   UNL     1       7.134   7.240   3.090  1.00  0.00           H  
CONECT    1    2   62   63   64                                       
CONECT    2    1    3    4    7                                       
CONECT    3    2                                                      
CONECT    4    2    5    6    6                                       
CONECT    5    4   65   66   67                                       
CONECT    6    4    4                                                 
CONECT    7    2    8    8    9                                       
CONECT    8    7    7                                                 
CONECT    9    7   10                                                 
CONECT   10    9   11   68   69                                       
CONECT   11   10   12   70   71                                       
CONECT   12   11   13   72                                            
CONECT   13   12   14   14   15                                       
CONECT   14   13   13                                                 
CONECT   15   13   16   73   74                                       
CONECT   16   15   17   75   76                                       
CONECT   17   16   18   77                                            
CONECT   18   17   19   19   20                                       
CONECT   19   18   18                                                 
CONECT   20   18   21   22   23                                       
CONECT   21   20                                                      
CONECT   22   20   78                                                 
CONECT   23   20   24   25   26                                       
CONECT   24   23   79   80   81                                       
CONECT   25   23   82   83   84                                       
CONECT   26   23   27   85   86                                       
CONECT   27   26   28                                                 
CONECT   28   27   29   30   30                                       
CONECT   28   31                                                      
CONECT   29   28   87                                                 
CONECT   30   28   28                                                 
CONECT   31   28   32                                                 
CONECT   32   31   33   34   34                                       
CONECT   32   35                                                      
CONECT   33   32   88                                                 
CONECT   34   32   32                                                 
CONECT   35   32   36                                                 
CONECT   36   35   37   89   90                                       
CONECT   37   36   38   39   45                                       
CONECT   38   37                                                      
CONECT   39   37   40                                                 
CONECT   40   39   41   42   52                                       
CONECT   41   40                                                      
CONECT   42   40   43   44   45                                       
CONECT   43   42                                                      
CONECT   44   42   91                                                 
CONECT   45   42   46   37   47                                       
CONECT   46   45                                                      
CONECT   47   45   48                                                 
CONECT   48   47   49   50   51                                       
CONECT   48   51                                                      
CONECT   49   48   92                                                 
CONECT   50   48   93                                                 
CONECT   51   48   48                                                 
CONECT   52   40   53   56                                            
CONECT   53   52   54   54   94                                       
CONECT   54   53   53   55                                            
CONECT   55   54   56   56   60                                       
CONECT   56   55   55   52   57                                       
CONECT   57   56   58   58                                            
CONECT   58   57   57   59   95                                       
CONECT   59   58   60   60                                            
CONECT   60   59   59   55   61                                       
CONECT   61   60   96   97                                            
CONECT   62    1                                                      
CONECT   63    1                                                      
CONECT   64    1                                                      
CONECT   65    5                                                      
CONECT   66    5                                                      
CONECT   67    5                                                      
CONECT   68   10                                                      
CONECT   69   10                                                      
CONECT   70   11                                                      
CONECT   71   11                                                      
CONECT   72   12                                                      
CONECT   73   15                                                      
CONECT   74   15                                                      
CONECT   75   16                                                      
CONECT   76   16                                                      
CONECT   77   17                                                      
CONECT   78   22                                                      
CONECT   79   24                                                      
CONECT   80   24                                                      
CONECT   81   24                                                      
CONECT   82   25                                                      
CONECT   83   25                                                      
CONECT   84   25                                                      
CONECT   85   26                                                      
CONECT   86   26                                                      
CONECT   87   29                                                      
CONECT   88   33                                                      
CONECT   89   36                                                      
CONECT   90   36                                                      
CONECT   91   44                                                      
CONECT   92   49                                                      
CONECT   93   50                                                      
CONECT   94   53                                                      
CONECT   95   58                                                      
CONECT   96   61                                                      
CONECT   97   61                                                      
MASTER        0    0    0    0    0    0    0    0   97    0   97    0
END

Download
SMILES for HMDB0001157 (2-Methylacetoacetyl-CoA)
C[C@@H](C(C)=O)C(=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
Download
INCHI for HMDB0001157 (2-Methylacetoacetyl-CoA)
InChI=1S/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,15+,18+,19+,20-,24+/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidateGenerator
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidateGenerator
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acidGenerator
2-Methyl-3-acetoacetyl-CoAHMDB
2-Methyl-3-acetoacetyl-coenzyme AHMDB
2-Methylacetoacetyl coenzyme AHMDB
2-Methylacetoacetyl-CoAHMDB
2-Methylacetoacetyl-coenzyme AHMDB
Chemical FormulaC26H42N7O18P3S
Average Molecular Weight865.63
Monoisotopic Molecular Weight865.151989708
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-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry Number6712-01-2
SMILES
C[C@@H](C(C)=O)C(=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/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,15+,18+,19+,20-,24+/m0/s1
InChI KeyNHNODHRSCRALBF-XSSXAYJJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl thioesters  
Direct Parent3-oxo-acyl CoAs  
Alternative Parents
Substituents
  • Coenzyme a or derivatives
    • 

  • Purine ribonucleoside diphosphate
    • 

  • Purine ribonucleoside bisphosphate
    • 

  • Purine ribonucleoside 3',5'-bisphosphate
    • 

  • Ribonucleoside 3'-phosphate
    • 

  • Pentose-5-phosphate
    • 

  • Pentose phosphate
    • 

  • N-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Pentose monosaccharide
    • 

  • Organic pyrophosphate
    • 

  • Monosaccharide phosphate
    • 

  • 6-aminopurine
    • 

  • Purine
    • 

  • Imidazopyrimidine
    • 

  • Monoalkyl phosphate
    • 

  • Aminopyrimidine
    • 

  • Imidolactam
    • 

  • Alkyl phosphate
    • 

  • 1,3-dicarbonyl compound
    • 

  • Pyrimidine
    • 

  • Phosphoric acid ester
    • 

  • Organic phosphoric acid derivative
    • 

  • N-substituted imidazole
    • 

  • Monosaccharide
    • 

  • Heteroaromatic compound
    • 

  • Tetrahydrofuran
    • 

  • Imidazole
    • 

  • Azole
    • 

  • Carbothioic s-ester
    • 

  • Thiocarboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Amino acid or derivatives
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Sulfenyl compound
    • 

  • Thiocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Carboximidic acid derivative
    • 

  • Carboximidic acid
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition
Route of exposure:
Source:
Biological location:
Process
Naturally occurring process:
Role
Biological role:
Industrial application:
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.56 g/LALOGPS
logP-0.3ALOGPS
logP-5.1ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area380.7 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity186.68 m³·mol⁻¹ChemAxon
Polarizability78.04 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Spectral Properties
Collision Cross Sections
NameAdductTypeData SourceValueReference
Retention Indices
Underivatized
Not Available
Derivatized
Not Available
Spectra
Biological Properties
Cellular Locations
  • Extracellular
    • 

  • Membrane
    • 

  • Mitochondria
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022455  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC03344  
BioCyc ID2-METHYL-ACETO-ACETYL-COA  
BiGG IDNot Available
Wikipedia Link2-Methylacetoacetyl-CoA  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID15476  
Food Biomarker OntologyNot Available
VMH ID2MAACOA  
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available
Enzymes
  Enzyme Details
1. 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-CoAdetails
  Enzyme Details
2. 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-CoAdetails
  Enzyme Details
3. 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-CoAdetails
  Enzyme Details
4. 3-hydroxyacyl-CoA dehydrogenase type-2
General function:
Involved in oxidoreductase activity
Specific function:
Functions in mitochondrial tRNA maturation. Part of mitochondrial ribonuclease P, an enzyme composed of MRPP1/TRMT10C, MRPP2/HSD17B10 and MRPP3/KIAA0391, which cleaves tRNA molecules in their 5'-ends. By interacting with intracellular amyloid-beta, it may contribute to the neuronal dysfunction associated with Alzheimer disease (AD).

Gene Name:
HSD17B10
Uniprot ID:
Q99714  
Molecular weight:
25983.695
Reactions
2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADHdetails
2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Iondetails
  Enzyme Details
5. Peroxisomal bifunctional enzyme
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
EHHADH
Uniprot ID:
Q08426  
Molecular weight:
69153.26
Reactions
2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Iondetails
  Enzyme Details
6. Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial
General function:
Involved in 3-hydroxyacyl-CoA dehydrogenase activity
Specific function:
Plays an essential role in the mitochondrial beta-oxidation of short chain fatty acids. Exerts it highest activity toward 3-hydroxybutyryl-CoA.

Gene Name:
HADH
Uniprot ID:
Q16836  
Molecular weight:
36035.11
Reactions
2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Iondetails
  Enzyme Details
7. Enoyl-CoA hydratase, mitochondrial
General function:
Involved in catalytic activity
Specific function:
Straight-chain enoyl-CoA thioesters from C4 up to at least C16 are processed, although with decreasing catalytic rate.

Gene Name:
ECHS1
Uniprot ID:
P30084  
Molecular weight:
31387.085
  Enzyme Details
8. Peroxisomal multifunctional enzyme type 2
General function:
Involved in oxidoreductase activity
Specific function:
Bifunctional enzyme acting on the peroxisomal beta-oxidation pathway for fatty acids. Catalyzes the formation of 3-ketoacyl-CoA intermediates from both straight-chain and 2-methyl-branched-chain fatty acids.

Gene Name:
HSD17B4
Uniprot ID:
P51659  
Molecular weight:
79685.715