N-Acetyl-L-tryptophan ethyl estert - ≥98% , CAS No.2382-80-1

CAS: 2382-80-1 Cat. No.: T117006 Molecular Weight: 274.3 Beilstein Registry Number: 22(3/4)6781 EC Number: 219-190-3 PubChem CID: 2724382

GRADE & PURITY ≥98%

Synonyms

ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate | Ethyl 2-(acetylamino)-3-(1H-indol-3-yl)propanoate # | N-Acetyl-L-tryptophan ethyl ester, 99% | N.ALPHA.-ACETYL-L-TRYPTOPHAN ETHYL ESTER | KQGQONPKSKUHHT-AWEZNQCLSA-N | (S)-Ethyl 2-acetamido-3-(1H-indol-

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate | Ethyl 2-(acetylamino)-3-(1H-indol-3-yl)propanoate # | N-Acetyl-L-tryptophan ethyl ester, 99% | N.ALPHA.-ACETYL-L-TRYPTOPHAN ETHYL ESTER | KQGQONPKSKUHHT-AWEZNQCLSA-N | (S)-Ethyl 2-acetamido-3-(1H-indol-

Specifications & Purity

≥98%

Storage

Protected from light, Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504760883
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760883
• Canonical Smiles: CCOC(=O)C(CC1=CNC2=CC=CC=C21)NC(=O)C
• IUPAC Name: ethyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate
• InChIKey: KQGQONPKSKUHHT-AWEZNQCLSA-N
• INCHI: 1S/C15H18N2O3/c1-3-20-15(19)14(17-10(2)18)8-11-9-16-13-7-5-4-6-12(11)13/h4-7,9,14,16H,3,8H2,1-2H3,(H,17,18)/t14-/m0/s1
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)C
• WGK Germany: 3
• PubChem CID: 2724382
• Molecular Weight: 274.3
• Beilstein: 22(3/4)6781
• Reaxy-Rn: 90807

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 N-acyl-alpha amino acids and derivatives

• 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: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Alpha amino acid esters Indolyl carboxylic acids and derivatives 3-alkylindoles Fatty acid esters Substituted pyrroles Benzenoids Acetamides Heteroaromatic compounds Secondary carboxylic acid amides Carboxylic acid esters Azacyclic compounds Monocarboxylic acids and derivatives Organic oxides Carbonyl compounds Organonitrogen compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Indolyl carboxylic acid derivative - 3-alkylindole - Indole - Indole or derivatives - Fatty acid ester - Fatty acyl - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Acetamide - Pyrrole - Carboxamide group - Carboxylic acid ester - Secondary carboxylic acid amide - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen 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

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Sensitivity: Light Sensitive,Air Sensitive
• Specific Rotation[α]: 6.5 ° (C=2, EtOH)
• Melt Point(°C): 109°C
• Molecular Weight: 274.310 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 274.132 Da
• Monoisotopic Mass: 274.132 Da
• Topological Polar Surface Area: 71.200 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 359.000
• 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. Meng Wang, Jun Xing, Yu-Tang Sun, Ling-Xiang Guo, Bao-Ping Lin, Hong Yang.  (2018)  Thiol–ene photoimmobilization of chymotrypsin on polysiloxane gels for enzymatic peptide synthesis.  RSC Advances,  8  (22): (11843-11849).  [PMID:35539381] [10.1039/C7RA13320K]