CHEBI:31550 - epothilone B

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ChEBI Name epothilone B
ChEBI ID CHEBI:31550
Definition An 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).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42432
Supplier Information
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Formula C27H41NO6S
Net Charge 0
Average Mass 507.685
Monoisotopic Mass 507.26546
InChI InChI=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
InChIKey QXRSDHAAWVKZLJ-PVYNADRNSA-N
SMILES C1[C@](OC(C[C@@H](C(C([C@@H]([C@H]([C@H](CCC[C@@]2([C@]1(O2)[H])C)C)O)C)=O)(C)C)O)=O)(/C(=C/C=3N=C(SC3)C)/C)[H]
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
(via epothilone )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
patupilona WHO MedNet
patupilone WHO MedNet
patupilone WHO MedNet
patupilonum WHO MedNet
Synonyms Sources
(−)-epothilone B ChemIDplus
EPO 906 ChemIDplus
Epo B ChemIDplus
EpoB ChemIDplus
epothilone B UniProt
Manual Xrefs Databases
C00044747 KNApSAcK
C12154 KEGG COMPOUND
DB03010 DrugBank
EPB PDBeChem
LMPK04000041 LIPID MAPS
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Registry Numbers Types Sources
152044-54-7 CAS Registry Number ChemIDplus
7556514 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
12 October 2015