N-benzoyl-(2R, 3S)-3-phenylisoserinemethylester - 10mM in DMSO , CAS No.32981-85-4

CAS: 32981-85-4 Cat. No.: N580452 Molecular Weight: 299.32 EC Number: 608-809-6

GRADE & PURITY 10mM in DMSO

Synonyms

32981-85-4|Bz-RS-iSer(3-Ph)-OMe|(2R,3S)-Methyl 3-benzamido-2-hydroxy-3-phenylpropanoate|methyl (2r,3s)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate|methyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate|Benzenepropanoic acid, b-(benzoylamino)-a-hydroxy-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Description

Bz-RS-iSer(3-Ph)-OMe (compound 2), a Taxol derivative, inhibits HSV replication cycle at low cytotoxicity, blocks mitotic divisions of Vero cells, influences M-MSV induced tumor size and affects immune response by inhibiting PHA-induced T lymphocyte proliferation.

Specifications

Synonyms

32981-85-4 | Bz-RS-iSer(3-Ph)-OMe | (2R, 3S)-Methyl 3-benzamido-2-hydroxy-3-phenylpropanoate | methyl (2r, 3s)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate | methyl (2R, 3S)-3-benzamido-2-hydroxy-3-phenylpropanoate | Benzenepropanoic acid, b-(benzoylamino)-a-hydroxy-

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: COC(=O)C(C(C1=CC=CC=C1)NC(=O)C2=CC=CC=C2)O
• IUPAC Name: methyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate
• InChIKey: UYJLJICUXJPKTB-LSDHHAIUSA-N
• INCHI: 1S/C17H17NO4/c1-22-17(21)15(19)14(12-8-4-2-5-9-12)18-16(20)13-10-6-3-7-11-13/h2-11,14-15,19H,1H3,(H,18,20)/t14-,15+/m0/s1
• Isomeric SMILES: COC(=O)[C@@H]([C@H](C1=CC=CC=C1)NC(=O)C2=CC=CC=C2)O
• Molecular Weight: 299.32
• Reaxy-Rn: 4514732
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4514732&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Benzamides
          • Level6 N-benzylbenzamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Benzamides
• Direct Parent: N-benzylbenzamides
• Alternative Parents: Beta amino acids and derivatives Benzoyl derivatives Fatty acid esters Monosaccharides Methyl esters Secondary carboxylic acid amides Secondary alcohols Monocarboxylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-benzylbenzamide - Beta amino acid or derivatives - Benzoyl - Fatty acid ester - Monosaccharide - Fatty acyl - Methyl ester - Carboxamide group - Carboxylic acid ester - Secondary alcohol - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organonitrogen compound - Organic oxide - Organopnictogen compound - Alcohol - Carbonyl group - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-benzylbenzamides. These are compounds containing a benzamide moiety that is N-linked to a benzyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Melt Point(°C): 178-183℃
• Molecular Weight: 299.320 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 299.116 Da
• Monoisotopic Mass: 299.116 Da
• Topological Polar Surface Area: 75.600 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 373.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1