U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H42N2O5S
Molecular Weight 506.698
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of IXABEPILONE

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\C3=CSC(C)=N3

InChI

InChIKey=FABUFPQFXZVHFB-PVYNADRNSA-N
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

HIDE SMILES / InChI
Molecular Formula C27H42N2O5S
Molecular Weight 506.698
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:20:19 UTC 2023
Edited
by admin
on Sat Dec 16 16:20:19 UTC 2023
Record UNII
K27005NP0A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IXABEPILONE
DASH   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
IXABEPILONE [MART.]
Common Name English
IXABEPILONE [MI]
Common Name English
1S,3S,7S,10R,11S,12S,16R)-7,11-DIHYDROXY-8,8,10,12,16-PENTAMETHYL-3-((1E)-1-METHYL-2-(2-METHYLTHIAZOL-4-YL)ETHENYL)-17-OXA-4-AZABICYCLO(14.1.0)HEPTADECANE-5,9-DIONE
Common Name English
ixabepilone [INN]
Common Name English
AZAEPOTHILONE B
Common Name English
NSC-747973
Code English
BMS-247550
Code English
IXABEPILONE [USP-RS]
Common Name English
(1R,5S,6S,7R,10S,14S,16S)-6,10-DIHYDROXY-1,5,7,9,9-PENTAMETHYL-14-((E)-1-(2-METHYL-1,3-THIAZOL-4-YL)PROP-1-EN-2-YL)-17-OXA-13-AZABICYCLO(14.1.0)HEPTADECANE-8,12-DIONE
Systematic Name English
IXABEPILONE [USAN]
Common Name English
IXABEPILONE [ORANGE BOOK]
Common Name English
IXABEPILONE [HSDB]
Common Name English
IXABEPILONE [VANDF]
Common Name English
BMS-247550-01
Code English
Ixabepilone [WHO-DD]
Common Name English
IXEMPRA KIT
Brand Name English
IXABEPILONE [JAN]
Common Name English
IXEMPRA
Brand Name English
IXABEPILONE [USP MONOGRAPH]
Common Name English
BMS 247550-01
Code English
17-OXA-4-AZABICYCLO(14.1.0)HEPTADECANE-5,9-DIONE, 7,11-DIHYDROXY-8,8,10,12,16-PENTAMETHYL-3-((1E)-1-METHYL-2-(2-METHYL-4-THIAZOLYL)ETHENYL)-, (1S,3S,7S,10R,11S,12S,16R)-
Common Name English
Classification Tree Code System Code
LIVERTOX NBK547985
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
NCI_THESAURUS C2584
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
NDF-RT N0000175085
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
WHO-VATC QL01DC04
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
NDF-RT N0000175592
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
WHO-ATC L01DC04
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
Code System Code Type Description
NSC
747973
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
RXCUI
337523
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY RxNorm
DRUG BANK
DB04845
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
DAILYMED
K27005NP0A
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
EVMPD
SUB33513
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
FDA UNII
K27005NP0A
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
EPA CompTox
DTXSID70870252
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
USAN
OO-38
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
SMS_ID
100000127487
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
PUBCHEM
6445540
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
CAS
219989-84-1
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
IUPHAR
6824
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
ChEMBL
CHEMBL1201752
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
CHEBI
63605
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
DRUG CENTRAL
1517
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
RS_ITEM_NUM
1354400
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
MESH
C430592
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
MERCK INDEX
m6567
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY Merck Index
HSDB
7738
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
NCI_THESAURUS
C37452
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
WIKIPEDIA
IXABEPILONE
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
INN
8390
Created by admin on Sat Dec 16 16:20:20 UTC 2023 , Edited by admin on Sat Dec 16 16:20:20 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
The percentages ixabepilone bound to proteins at concentrations of 50, 500 and 5000 ng/mL were 76.6%, 72.0% and 67.1%, respectively. The protein binding of ixabepilone was not concentration dependent from 50 ng/mL to 5000 ng/mL.
BINDING
Structure of IXABEPILONE
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
Structure of PATUPILONE
PARENT -> DERIVATIVE
Structure of IXABEPILONE
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
Structure of BMS-249798
METABOLITE -> PARENT
PLASMA
Structure of 11-HYDROXY IXABEPILONE
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of BMS-249798
METABOLITE -> PARENT
FECAL
Structure of IXABEPILONE DIOL
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of BMS-249798
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of IXABEPILONE DIOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (Z)-IXABEPILONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of BMS-249798
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of IXABEPILONE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966