O-Benzyl-L-serine - Moligand™, ≥99% , Inhibitor of Alanine/serine/cysteine transporter 2, CAS No.4726-96-9, Inhibitor of Alanine/serine/cysteine transporter 2

CAS: 4726-96-9 Cat. No.: B105978 Molecular Weight: 195.22 Beilstein Registry Number: 2114846 EC Number: 225-220-6

GRADE & PURITY Moligand™, ≥99%

Synonyms

H-Ser(Bzl)-OH | AMY22660 | J-300251 | M06132 | HY-W008308 | Racemic O-(phenylmethyl)serine | B0861 | Z-O-benzyl-L-serine | O-Benzyl-L-serine, >=99.0% (NT) | (S)-2-Amino-3-(benzyloxy)propanoic acid | AM82233 | benzylserine | (2S)-2-Amino-3-benzyloxypropano

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

H-Ser(Bzl)-OH | AMY22660 | J-300251 | M06132 | HY-W008308 | Racemic O-(phenylmethyl)serine | B0861 | Z-O-benzyl-L-serine | O-Benzyl-L-serine, >=99.0% (NT) | (S)-2-Amino-3-(benzyloxy)propanoic acid | AM82233 | benzylserine | (2S)-2-Amino-3-benzyloxypropano

Specifications & Purity

Moligand™, ≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Alanine/serine/cysteine transporter 2

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488185580
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185580
• Canonical Smiles: C1=CC=C(C=C1)COCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-3-phenylmethoxypropanoic acid
• InChIKey: IDGQXGPQOGUGIX-VIFPVBQESA-N
• INCHI: 1S/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H](C(=O)O)N
• WGK Germany: 3
• Alternate CAS: 4726-96-9,30916-68-8
• Molecular Weight: 195.22
• Beilstein: 2114846
• Reaxy-Rn: 1970752
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1970752&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Benzylethers Amino acids Monocarboxylic acids and derivatives Dialkyl ethers Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: L-alpha-amino acid - Benzylether - Monocyclic benzene moiety - Benzenoid - Amino acid - Carboxylic acid - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Amine - Organooxygen compound - Organonitrogen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• 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

Associated Targets(Human)

SLC1A5 Tchem Neutral amino acid transporter B(0) (1 Activities)

Discover Target: SLC1A5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Sensitivity: Air sensitive
• Specific Rotation[α]: 7.3 ° (C=2, 1mol/L HCl)
• Melt Point(°C): 227°C
• Molecular Weight: 195.210 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 195.09 Da
• Monoisotopic Mass: 195.09 Da
• Topological Polar Surface Area: 72.600 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 178.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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

References

1. Yang Chen, Wenzhe Xu, Hao Jin, Mengsi Zhang, Shuwei Liu, Yi Liu, Hao Zhang.  (2024)  Nutritional Glutamine-Modified Iron-Delivery System with Enhanced Endocytosis for Ferroptosis Therapy of Pancreatic Tumors.  ACS Nano,      [PMID:39512234] [10.1021/acsnano.4c08083]

2. Zhang Qiang, Chen Wanyi, Qin Ming, Wang Yuhao, Pu Zhongji, Ding Keyan, Liu Yuyue, Zhang Qunfeng, Li Dongfang, Li Xinjia, Zhao Yu, Yao Jianhua, Huang Lei, Wu Jianping, Yang Lirong, Chen Huajun, Yu Haoran.  (2025)  Integrating protein language models and automatic biofoundry for enhanced protein evolution.  Nature Communications,  16  (1): (1-16).  [PMID:39934638] [10.1038/s41467-025-56751-8]