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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H15NO4
Molecular Weight 285.2946
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-BENZOYL-3-PHENYLISOSERINE, (2R,3S)-

SMILES

O[C@H]([C@@H](NC(=O)C1=CC=CC=C1)C2=CC=CC=C2)C(O)=O

InChI

InChIKey=HYJVYOWKYPNSTK-UONOGXRCSA-N
InChI=1S/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H15NO4
Molecular Weight 285.2946
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

(2R,3S)-N-Benzoyl-3-phenylisoserine (also known as the “taxol side chain”) is a structural component of the antimicrotubular drug paclitaxel.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Effect of antiproliferative agents on vascular function in normal and in vitro balloon-injured porcine coronary arteries.
2003 Nov 14
Characterization of an abeo-taxane: brevifoliol and derivatives.
2004 May
Cytotoxic, antiviral (in-vitro and in-vivo), immunomodulatory activity and influence on mitotic divisions of three taxol derivatives: 10-deacetyl-baccatin III, methyl (N-benzoyl-(2'R,3'S)-3'-phenylisoserinate) and N-benzoyl-(2'R,3'S)-3'-phenylisoserine.
2005 Jun
Clinical trials and progress with paclitaxel in ovarian cancer.
2010 Nov 19
Design, Synthesis, and Antiplasmodial Activity of Hybrid Compounds Based on (2R,3S)-N-Benzoyl-3-phenylisoserine.
2013 Jul 11
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:26:02 GMT 2023
Edited
by admin
on Fri Dec 15 16:26:02 GMT 2023
Record UNII
D998Q2WJCM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-BENZOYL-3-PHENYLISOSERINE, (2R,3S)-
Systematic Name English
(2R,3S)-N-BENZOYL-3-PHENYLISOSERINE
Systematic Name English
BENZENEPROPANOIC ACID, .BETA.-(BENZOYLAMINO)-.ALPHA.-HYDROXY-, (.ALPHA.R,.BETA.S)-
Common Name English
Code System Code Type Description
CAS
132201-33-3
Created by admin on Fri Dec 15 16:26:02 GMT 2023 , Edited by admin on Fri Dec 15 16:26:02 GMT 2023
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PUBCHEM
2762289
Created by admin on Fri Dec 15 16:26:02 GMT 2023 , Edited by admin on Fri Dec 15 16:26:02 GMT 2023
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FDA UNII
D998Q2WJCM
Created by admin on Fri Dec 15 16:26:02 GMT 2023 , Edited by admin on Fri Dec 15 16:26:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID10157433
Created by admin on Fri Dec 15 16:26:02 GMT 2023 , Edited by admin on Fri Dec 15 16:26:02 GMT 2023
PRIMARY