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CHEBI:29579 - epothilone D

ChEBI IDCHEBI:29579
ChEBI Nameepothilone D
Stars
DefinitionAn epithilone that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group.
Secondary ChEBI IDCHEBI:42294
Last Modified3 August 2020
DownloadsMolfile
FormulaC27H41NO5S
Net Charge0
Average Mass491.694
Monoisotopic Mass491.27054
SMILES[H][C@@]1(/C(C)=C/c2csc(C)n2)C/C=C(/C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1
InChIInChI=1S/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1
InChIKeyXOZIUKBZLSUILX-GIQCAXHBSA-N
Roles Classification
Biological Roles:
microtubule-stabilising agent  Any substance that interacts with tubulin to promote polymerisation of microtubules.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
epothilone D (CHEBI:29579) has role microtubule-stabilising agent (CHEBI:61950)
epothilone D (CHEBI:29579) is a epothilone (CHEBI:60831)
IUPAC Name 
(4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]oxacyclohexadec-13-ene-2,6-dione
Synonyms  Source
(−)-desoxyepothilone BChemIDplus
KOS-862ChemIDplus
KOS 862ChemIDplus
(−)-epothilone DChemIDplus
12,13-desoxyepothilone BChemIDplus
12,13-deoxyepothilone BChemIDplus
UniProt Name  Source
epothilone DUniProt
Manual XrefsDatabases
C12039KEGG COMPOUND
EPDPDBeChem
C00028253KNApSAcK
LMPK04000001LIPID MAPS
DB01873DrugBank
Registry NumbersSources
Reaxys:7754058Reaxys
CAS:189453-10-9KEGG COMPOUND
CAS:189453-10-9ChemIDplus
Citations