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> Main
CHEBI:63605 - ixabepilone
Main
ChEBI Ontology
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ChEBI Name
ixabepilone
ChEBI ID
CHEBI:63605
Definition
A macrocycle that is a lactam analogue of epothilone B. Binds directly to beta-tubulin subunits on microtubules, leading to suppression of microtubule dynamics.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Anonymous
Supplier Information
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Molfile
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SDF
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Wikipedia
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Read full article at Wikipedia
Formula
C27H42N2O5S
Net Charge
0
Average Mass
506.69800
Monoisotopic Mass
506.28144
InChI
InChI=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
InChIKey
FABUFPQFXZVHFB-PVYNADRNSA-N
SMILES
[H]
[C@]
12C[C@H]
(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)
C(\C)
=C\c1csc(C)
n1
Roles Classification
Biological Role
(s):
microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
ixabepilone (
CHEBI:63605
)
has role
antineoplastic agent (
CHEBI:35610
)
ixabepilone (
CHEBI:63605
)
has role
microtubule-destabilising agent (
CHEBI:61951
)
ixabepilone (
CHEBI:63605
)
is a
β-hydroxy ketone (
CHEBI:55380
)
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
)
INN
Source
ixabepilone
KEGG DRUG
Synonyms
Sources
Aza-epothilone B
DrugBank
Azaepothilone B
DrugBank
BMS-247550
DrugBank
Manual Xrefs
Databases
1517
DrugCentral
D04645
KEGG DRUG
DB04845
DrugBank
Ixabepilone
Wikipedia
View more database links
Registry Numbers
Types
Sources
219989-84-1
CAS Registry Number
KEGG DRUG
219989-84-1
CAS Registry Number
ChemIDplus
8811748
Reaxys Registry Number
Reaxys
Citations
Types
Sources
20215481
PubMed citation
Europe PMC
20978949
PubMed citation
Europe PMC
21128114
PubMed citation
Europe PMC
21262849
PubMed citation
Europe PMC
21463144
PubMed citation
Europe PMC
21494397
PubMed citation
Europe PMC
21554041
PubMed citation
Europe PMC
21585248
PubMed citation
Europe PMC
21598243
PubMed citation
Europe PMC
21665133
PubMed citation
Europe PMC
21789152
PubMed citation
Europe PMC
21937232
PubMed citation
Europe PMC
22098334
PubMed citation
Europe PMC
22115851
PubMed citation
Europe PMC
22133291
PubMed citation
Europe PMC
Last Modified
22 February 2017