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CHEBI:23359 - colchicine

Default Structure
ChEBI IDCHEBI:23359
ChEBI Namecolchicine
Stars
DefinitionAn alkaloid that is a carbotricyclic compound comprising 5,6,7,9-tetrahydrobenzo[a]heptalene having four methoxy substituents at the 1-, 2-, 3- and 10-positions as well as an oxo group at the 9-position and an acetamido group at the 7-position. It has been isolated from the plants belonging to genus Colchicum.
Last Modified25 February 2016
DownloadsMolfile
FormulaC22H25NO6
Net Charge0
Average Mass399.443
Monoisotopic Mass399.16819
SMILESCOc1cc2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1C(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)
InChIKeyIAKHMKGGTNLKSZ-UHFFFAOYSA-N
Roles Classification
Biological Roles:
microtubule-destabilising agent  Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
colchicine (CHEBI:23359) has role microtubule-destabilising agent (CHEBI:61951)
colchicine (CHEBI:23359) has role plant metabolite (CHEBI:76924)
colchicine (CHEBI:23359) is a acetamides (CHEBI:22160)
colchicine (CHEBI:23359) is a alkaloid (CHEBI:22315)
colchicine (CHEBI:23359) is a aromatic ether (CHEBI:35618)
colchicine (CHEBI:23359) is a carbotricyclic compound (CHEBI:38032)
Incoming Relation(s)
(R)-colchicine (CHEBI:51074) is a colchicine (CHEBI:23359)
(S)-colchicine (CHEBI:27882) is a colchicine (CHEBI:23359)
IUPAC Name 
N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
Manual XrefsDatabases
DB01394DrugBank
HMDB0015466HMDB
LSM-6449LINCS
Registry NumbersSources
Reaxys:2228812Reaxys
CAS:54192-66-4NIST Chemistry WebBook
Citations