File:Coenzym_A.svg · Wikimedia Commons · See Wikimedia Commons
Coenzym A
Sign in to saveAlso known as CoA, CoASH, HSCoA, CoA-SH, HS-CoA
organische Verbindung, Biokatalysator
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.
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 · Deutsch
Coenzym A (auch Koenzym A, kurz CoA oder CoASH) ist ein Coenzym, das zur „Aktivierung“ von Alkansäuren und deren Derivaten dient und unmittelbar am Fettstoffwechsel sowie mittelbar am Zucker- und am Proteinstoffwechsel beteiligt ist. Es ist Acylgruppenüberträger in Acyltransferasen (E.C. 2.3.N.N.) und CoA-Transferasen (E.C. 2.8.3.N). Die Isolierung gelang erstmals im Jahr 1951 durch den deutschen Biochemiker und späteren Nobelpreisträger Feodor Lynen in Form von Acetyl-Coenzym A („aktivierte Essigsäure“) aus Hefezellen. Die Aufklärung der Struktur erfolgte zwei Jahre später durch James Baddiley vom britischen Lister Institute of Preventive Medicine und Fritz Albert Lipmann von der Harvard University.
Abstract from DBpedia / Wikipedia · CC BY-SA