File:Coenzym_A.svg · Wikimedia Commons · See Wikimedia Commons
OverviewAI-generated
Coenzyme A is a chemical compound with the formula C₂₁H₃₆N₇O₁₆P₃S. It has a molecular mass of 767.115209 and a weight of 767.5. The substance possesses a charge of 0 and an xlogp value of -5.8. Its structure includes 10 hydrogen bond donors and 21 hydrogen bond acceptors, with a topological polar surface area of 348.
The canonical SMILES representation for coenzyme A is CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O. An isomeric SMILES string is also available. The compound is associated with a PubMed query count of 34094 and is referenced by 640 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
In the Vinony graph
Within Vinony's link graph, Coenzima A is referenced by 640 other articles, and connects out to pantothenic acid, cofactor and acyl group.
It is catalogued under topics including Chembox image size set, Chemical articles with multiple CAS registry numbers and Chemical articles with multiple compound IDs.
Its subject is documented across 40 Wikipedia language editions.
Chemical data
- Formula
- C21H36N7O16P3S
- Molecular weight
- 767.5 g/mol
- IUPAC name
- [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate
- SMILES
- CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
- InChIKey
- RGJOEKWQDUBAIZ-IBOSZNHHSA-N
- XLogP
- -5.8
- Polar surface area
- 348 Ų
- H-bond donors
- 10
- H-bond acceptors
- 21
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- hyperlipoproteinemia, prostate cancer
via ChEMBL · EBI
Research
34,094 papers- Coenzyme A metabolism.The American journal of physiology · 1985
- Hereditary diseases of coenzyme A thioester metabolism.Biochemical Society transactions · 2019
- The two faces of coenzyme A in cellular biology.Free radical biology & medicine · 2025
- Quantification of Coenzyme A in Cells and Tissues.Journal of visualized experiments : JoVE · 2019
- Biosensors for coenzyme A thioester derivatives: Development, optimization and applications.Biotechnology advances · 2026
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 767.115209
Show 6 more facts
- Commons category
- Coenzyme A
- canonical SMILES
- CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
- chemical formula
- C₂₁H₃₆N₇O₁₆P₃S
- found in taxon
- Caenorhabditis elegans
- isomeric SMILES
- CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
- subject has role
- primary metabolite
via Wikidata · CC0
Article · Español
La coenzima A (CoA, CoASH o HSCoA) es una coenzima, notable por su papel en la biosíntesis y la oxidación de ácidos grasos, así como en la descarboxilación oxidativa del ácido pirúvico, paso previo al ciclo de Krebs. Su molécula consta de ácido pantoténico (vitamina B5), adenosín difosfato y cisteamina.
Abstract from DBpedia / Wikipedia · CC BY-SA