CHEBI:80029 - epothilone C

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ChEBI Name epothilone C
ChEBI ID CHEBI:80029
Definition An epothilone that is 1-oxacyclohexadec-13-ene-2,6-dione which is substituted by hydroxy groups at positions 4 and 9, methyl groups at positions 5, 5, 7, and 9, and by a (1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group at position 16 (the 4S,7R,8S,9S,13Z,16S stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H39NO5S
Net Charge 0
Average Mass 477.660
Monoisotopic Mass 477.25489
InChI InChI=1S/C26H39NO5S/c1-16-11-9-7-8-10-12-21(17(2)13-20-15-33-19(4)27-20)32-23(29)14-22(28)26(5,6)25(31)18(3)24(16)30/h8,10,13,15-16,18,21-22,24,28,30H,7,9,11-12,14H2,1-6H3/b10-8-,17-13+/t16-,18+,21-,22-,24-/m0/s1
InChIKey BEFZAMRWPCMWFJ-QJKGZULSSA-N
SMILES [H][C@]1(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): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via epothilone )
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ChEBI Ontology
Outgoing epothilone C (CHEBI:80029) is a epothilone (CHEBI:60831)
IUPAC Name
(4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9-tetramethyl-16-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]oxacyclohexadec-13-ene-2,6-dione
Synonym Source
epothilone C UniProt
Manual Xrefs Databases
C00028252 KNApSAcK
C15694 KEGG COMPOUND
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Registry Number Type Source
7606856 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10831849 PubMed citation Europe PMC
11302486 PubMed citation Europe PMC
12203301 PubMed citation Europe PMC
12643694 PubMed citation Europe PMC
15146525 PubMed citation Europe PMC
16430229 PubMed citation Europe PMC
19428248 PubMed citation Europe PMC
23345004 PubMed citation Europe PMC
Last Modified
03 August 2020