CHEBI:29579 - epothilone D

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name epothilone D
ChEBI ID CHEBI:29579
Definition An 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that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42294
Supplier Information
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Formula C27H41NO5S
Net Charge 0
Average Mass 491.690
Monoisotopic Mass 491.27054
InChI InChI=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
InChIKey XOZIUKBZLSUILX-GIQCAXHBSA-N
SMILES [H][C@]1(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)C(\C)=C\C1=CSC(C)=N1
Roles Classification
Biological Role(s): 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(−)-desoxyepothilone B ChemIDplus
(−)-epothilone D ChemIDplus
12,13-deoxyepothilone B ChemIDplus
12,13-desoxyepothilone B ChemIDplus
Epo D ChEBI
epothilone D UniProt
KOS 862 ChemIDplus
KOS-862 ChemIDplus
NSC 703147 ChemIDplus
NSC-703147 ChEBI
Manual Xrefs Databases
C00028253 KNApSAcK
C12039 KEGG COMPOUND
DB01873 DrugBank
EPD PDBeChem
LMPK04000001 LIPID MAPS
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Registry Numbers Types Sources
189453-10-9 CAS Registry Number ChemIDplus
7754058 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
03 August 2020