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CHEBI:31550 - epothilone B

ChEBI IDCHEBI:31550
ChEBI Nameepothilone B
Stars
DefinitionAn epithilone that is epithilone D in which the double bond in the macrocyclic ring has been oxidised to the corresponding epoxide (the S,S stereoisomer).
Secondary ChEBI IDCHEBI:42432
Last Modified12 October 2015
DownloadsMolfile
FormulaC27H41NO6S
Net Charge0
Average Mass507.693
Monoisotopic Mass507.26546
SMILES[H][C@@]1(/C(C)=C/c2csc(C)n2)C[C@]2([H])O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1
InChIInChI=1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
InChIKeyQXRSDHAAWVKZLJ-PVYNADRNSA-N
Roles Classification
Biological Roles:
microtubule-stabilising agent  Any substance that interacts with tubulin to promote polymerisation of microtubules.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
epothilone B (CHEBI:31550) has role antineoplastic agent (CHEBI:35610)
epothilone B (CHEBI:31550) has role apoptosis inducer (CHEBI:68495)
epothilone B (CHEBI:31550) has role microtubule-stabilising agent (CHEBI:61950)
epothilone B (CHEBI:31550) is a epothilone (CHEBI:60831)
epothilone B (CHEBI:31550) is a epoxide (CHEBI:32955)
IUPAC Name 
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
INNs  Source
patupiloneWHO MedNet
patupilonaWHO MedNet
patupilonumWHO MedNet
patupiloneWHO MedNet
Synonyms  Source
(−)-epothilone BChemIDplus
EPO 906ChemIDplus
EpoBChemIDplus
Epo BChemIDplus
UniProt Name  Source
epothilone BUniProt
Manual XrefsDatabases
C12154KEGG COMPOUND
EPBPDBeChem
LMPK04000041LIPID MAPS
C00044747KNApSAcK
DB03010DrugBank
Registry NumbersSources
Reaxys:7556514Reaxys
CAS:152044-54-7KEGG COMPOUND
CAS:152044-54-7ChemIDplus
Citations