EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:63605 - ixabepilone

ChEBI IDCHEBI:63605
ChEBI Nameixabepilone
Stars
DefinitionA macrocycle that is a lactam analogue of epothilone B. Binds directly to beta-tubulin subunits on microtubules, leading to suppression of microtubule dynamics.
Last Modified22 February 2017
DownloadsMolfile
FormulaC27H42N2O5S
Net Charge0
Average Mass506.709
Monoisotopic Mass506.28144
SMILES[H][C@]12C[C@@H](/C(C)=C/c3csc(C)n3)NC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC[C@@]1(C)O2
InChIInChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
InChIKeyFABUFPQFXZVHFB-PVYNADRNSA-N
Wikipedia
Roles Classification
Biological Role:
microtubule-destabilising agent  Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
ixabepilone (CHEBI:63605) has role antineoplastic agent (CHEBI:35610)
ixabepilone (CHEBI:63605) has role microtubule-destabilising agent (CHEBI:61951)
ixabepilone (CHEBI:63605) is a 1,3-thiazoles (CHEBI:38418)
ixabepilone (CHEBI:63605) is a epoxide (CHEBI:32955)
ixabepilone (CHEBI:63605) is a lactam (CHEBI:24995)
ixabepilone (CHEBI:63605) is a macrocycle (CHEBI:51026)
ixabepilone (CHEBI:63605) is a β-hydroxy ketone (CHEBI:55380)
INN  Source
ixabepiloneKEGG DRUG
Synonyms  Source
BMS-247550DrugBank
Azaepothilone BDrugBank
Aza-epothilone BDrugBank
Manual XrefsDatabases
D04645KEGG DRUG
DB04845DrugBank
IxabepiloneWikipedia
1517DrugCentral
Registry NumbersSources
Reaxys:8811748Reaxys
CAS:219989-84-1KEGG DRUG
CAS:219989-84-1ChemIDplus
Citations