Chemical Component Summary

NameCOENZYME A
Identifiers[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butoxy]phosphoryl] hydrogen phosphate
FormulaC21 H36 N7 O16 P3 S
Molecular Weight767.534
TypeNON-POLYMER
Isomeric SMILESCC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
InChIInChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1
InChIKeyRGJOEKWQDUBAIZ-IBOSZNHHSA-N

Chemical Details

Formal Charge0
Atom Count84
Chiral Atom Count7
Bond Count86
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB01992 
NameCoenzyme A
Groups
  • nutraceutical
  • investigational
DescriptionCoenzyme A (CoA, CoASH, or HSCoA) is a coenzyme, well known for it's role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. All genomes sequenced to date encode enzymes that use coenzyme A as a substrate, and around 4% of cellular enzymes use it, or a thioester form of it, as a substrate. It is used as a supplement for the hypothetical treatment of acne.
Synonyms
  • 3'-phosphoadenosine-(5')diphospho(4')pantatheine
  • CoA
  • CoA-SH
  • Coenzyme A
  • CoASH
Categories
  • Adenine Nucleotides
  • Coenzyme A, biosynthesis
  • Coenzymes
  • Enzymes and Coenzymes
  • Heterocyclic Compounds, Fused-Ring
CAS number85-61-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Galactoside O-acetyltransferaseMNMPMTERIRAGKLFTDMCEGLPEKRLRGKTLMYEFNHSHPSEVEKRESL...unknown
3-hydroxy-3-methylglutaryl-coenzyme A reductaseMLSRLFRMHGLFVASHPWEVIVGTVTLTICMMSMNMFTGNNKICGWNYEC...unknown
Fatty acid metabolism regulator proteinMVIKAQSPAGFAEEYIIESIWNNRFPPGTILPAERELSELIGVTRTTLRE...unknown
Histone acetyltransferase KAT5MAEVGEIIEGCRLPVLRRNQDNEDEWPLAEILSVKDISGRKLFYVHYIDF...unknown
2,3,4,5-tetrahydropyridine-2,6-dicarboxylate N-succinyltransferaseMQQLQNVIESAFERRADITPANVDTVTREAVNQVIGLLDSGALRVAEKID...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL1213327
PubChem 87642
ChEMBL CHEMBL1213327
ChEBI CHEBI:15346