L-Tryptophan methyl ester hydrochloride - ≥98% , CAS No.7524-52-9

CAS: 7524-52-9 Cat. No.: T109009 Molecular Weight: 254.71 Beilstein Registry Number: 4240280 EC Number: 231-385-5

GRADE & PURITY ≥98%

Synonyms

H-Trp-OMe•HCl | methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride | Q27274122 | AC-8667 | (L)-tryptophan methyl ester hydrochloride | METHYL TRYPTOPHANATE HCL | EINECS 231-385-5 | Methyl L-Tryptophanate Hydrochloride | T1657 | MFCD00066134 | N

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Overview

L-Tryptophan Methyl Ester Hydrochloride an amino acid derivative.

Specifications

Synonyms

H-Trp-OMe•HCl | methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride | Q27274122 | AC-8667 | (L)-tryptophan methyl ester hydrochloride | METHYL TRYPTOPHANATE HCL | EINECS 231-385-5 | Methyl L-Tryptophanate Hydrochloride | T1657 | MFCD00066134 | N

Specifications & Purity

≥98%

Storage

Protected from light, Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488192682
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192682
• Canonical Smiles: COC(=O)C(CC1=CNC2=CC=CC=C21)N.Cl
• IUPAC Name: methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate;hydrochloride
• InChIKey: XNFNGGQRDXFYMM-PPHPATTJSA-N
• INCHI: 1S/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/m0./s1
• Isomeric SMILES: COC(=O)[C@H](CC1=CNC2=CC=CC=C21)N.Cl
• WGK Germany: 3
• Molecular Weight: 254.71
• Beilstein: 4240280
• Reaxy-Rn: 4035732
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4035732&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 acid esters

• 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
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Indolyl carboxylic acids and derivatives 3-alkylindoles Aralkylamines Fatty acid esters Substituted pyrroles Benzenoids Methyl esters Heteroaromatic compounds Monocarboxylic acids and derivatives Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Hydrochlorides Monoalkylamines Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - Indolyl carboxylic acid derivative - 3-alkylindole - Indole - Indole or derivatives - Fatty acid ester - Aralkylamine - Substituted pyrrole - Benzenoid - Fatty acyl - Heteroaromatic compound - Methyl ester - Pyrrole - Carboxylic acid ester - Organoheterocyclic compound - Azacycle - Monocarboxylic acid or derivatives - Hydrochloride - Organooxygen compound - Organonitrogen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Moisture sensitive.
• Specific Rotation[α]: 19.5 ° (C=5, MeOH)
• Melt Point(°C): 218-220°C
• Molecular Weight: 254.710 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.082 Da
• Monoisotopic Mass: 254.082 Da
• Topological Polar Surface Area: 68.100 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 257.000
• 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: 2

XLogP3

References

1. Yufei Zhang, Yijie Cheng, Yunjian Yu, Jie Li, Yuqing Hu, Yingchao Gao, Siyuan Huang, Wenbo Wang, Xinge Zhang.  (2022)  Virus-like-inspired nanoparticles facilitate bacterial internalization for enhanced eradication of drug-resistant pathogens.  NEW JOURNAL OF CHEMISTRY,  46  (30): (14410-14420).  [PMID:] [10.1039/D2NJ01868C]

2. Xufeng Qin, Weifeng Xu, Jiangnan Hu, Yong Dong, Renbo Ding, Shuheng Huang, Zhendong Zhao, Hong Chang, Xiaokun Wang, Shuai Dong.  (2024)  Structure-activity relationship study of Pseudellone C as anti-glioma agents by targeting TNF/TNFR signaling pathway.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:39213937] [10.1016/j.ejmech.2024.116799]

3. Lijun Yang, Tiantian Zhou, Zhiyi Zhang, Wei Qi, Mengfan Wang.  (2025)  Co-immobilization of LAAO and Pt NPs in HOFs: An enzyme-metal coupled catalysis for enhancing the one-pot synthesis of α-keto acid.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40319982] [10.1016/j.ijbiomac.2025.143899]

4. Yanyan Zhang, Huimin Zheng, Yu Zhao, Cong Du, Jian Zhang, Jinying Liu, Shengjie Jiang, Yan Wei, Chuan-Liang Feng.  (2025)  Deciphering the Distinct Roles of Molecular and Supramolecular Chirality in Osteogenic Differentiation of Mesenchymal Stem Cells in 3D Hydrogels.  ACS Nano,      [PMID:40425514] [10.1021/acsnano.5c00875]