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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:31550 - epothilone B
Main
ChEBI Ontology
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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
Download
Molfile
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Molfile
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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
(1
S
,3
S
,7
S
,10
R
,11
S
,12
S
,16
R
)-
7,11-
dihydroxy-
8,8,10,12,16-
pentamethyl-
3-
[(1
E
)-
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
View more database links
Registry Numbers
Types
Sources
152044-54-7
CAS Registry Number
ChemIDplus
7556514
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10831849
PubMed citation
Europe PMC
21743064
PubMed citation
Europe PMC
22234539
PubMed citation
Europe PMC
22688083
PubMed citation
Europe PMC
22918719
PubMed citation
Europe PMC
23205945
PubMed citation
Europe PMC
23214997
PubMed citation
Europe PMC
23801302
PubMed citation
Europe PMC
24374386
PubMed citation
Europe PMC
24470546
PubMed citation
Europe PMC
24583341
PubMed citation
Europe PMC
24913659
PubMed citation
Europe PMC
25694444
PubMed citation
Europe PMC
25721485
PubMed citation
Europe PMC
25765066
PubMed citation
Europe PMC
25919223
PubMed citation
Europe PMC
26081685
PubMed citation
Europe PMC
26308485
PubMed citation
Europe PMC
26316786
PubMed citation
Europe PMC
Last Modified
12 October 2015