CHEBI:51074 - (R)-colchicine

ChEBI IDCHEBI:51074
ChEBI Name(R)-colchicine
Stars
ASCII Name(R)-colchicine
DefinitionA colchicine that has (R)-configuration.
Last Modified30 November 2020
SubmitterKirill Degtyarenko
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-/m1/s1
InChIKeyIAKHMKGGTNLKSZ-MRXNPFEDSA-N
Roles Classification
Biological Roles:
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.
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)
(R)-colchicine (CHEBI:51074) is a colchicine (CHEBI:23359)
(R)-colchicine (CHEBI:51074) is enantiomer of (S)-colchicine (CHEBI:27882)
Incoming Relation(s)
(S)-colchicine (CHEBI:27882) is enantiomer of (R)-colchicine (CHEBI:51074)
IUPAC Name 
N-[(7R)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
Synonyms  Source
(+)-colchicineChemIDplus
(R)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamideChEBI
Manual XrefsDatabases
48121ChemSpider
Registry NumbersSources
Beilstein:3226657Beilstein
CAS:75520-89-7ChemIDplus
CAS:75520-89-7NIST Chemistry WebBook
Citations