CHEBI:27882 - (S)-colchicine

ChEBI IDCHEBI:27882
ChEBI Name(S)-colchicine
Stars
ASCII Name(S)-colchicine
DefinitionA colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.
Secondary ChEBI IDCHEBI:3811
Last Modified30 November 2020
DownloadsMolfile
FormulaC22H25NO6
Net Charge0
Average Mass399.443
Monoisotopic Mass399.16819
SMILESCOc1cc2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC2
InChIInChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
InChIKeyIAKHMKGGTNLKSZ-INIZCTEOSA-N
Wikipedia
Roles Classification
Biological Roles:
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
microtubule-destabilising agent  Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
gout suppressant  A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.
ChEBI Ontology
Outgoing Relation(s)
(S)-colchicine (CHEBI:27882) has role anti-inflammatory agent (CHEBI:67079)
(S)-colchicine (CHEBI:27882) has role gout suppressant (CHEBI:35845)
(S)-colchicine (CHEBI:27882) has role mutagen (CHEBI:25435)
(S)-colchicine (CHEBI:27882) is a alkaloid (CHEBI:22315)
(S)-colchicine (CHEBI:27882) is a colchicine (CHEBI:23359)
(S)-colchicine (CHEBI:27882) is enantiomer of (R)-colchicine (CHEBI:51074)
Incoming Relation(s)
(R)-colchicine (CHEBI:51074) is enantiomer of (S)-colchicine (CHEBI:27882)
IUPAC Name 
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
Synonyms  Source
ColchicineKEGG COMPOUND
H-colchicineNIST Chemistry WebBook
(S)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamideNIST Chemistry WebBook
colchicinaDrugBank
colchicinumDrugBank
ColchicinChemIDplus
Brand Names  Source
ColchisolChemIDplus
ColcinChemIDplus
KolkicinChemIDplus
GoutnilChemIDplus
CondylonChemIDplus
MitigareChemIDplus
Manual XrefsDatabases
C07592KEGG COMPOUND
D00570KEGG DRUG
DB01394DrugBank
ColchicineWikipedia
LOCPDBeChem
C00002327KNApSAcK
LSM-5199LINCS
726DrugCentral
CPD-9785MetaCyc
5933ChemSpider
Registry NumbersSources
Beilstein:2228813Beilstein
CAS:64-86-8KEGG COMPOUND
CAS:64-86-8NIST Chemistry WebBook
CAS:64-86-8ChemIDplus
Citations