β-Asp-Phe methyl ester - ≥96% , CAS No.22839-61-8

CAS: 22839-61-8 Cat. No.: A168788 Molecular Weight: 294.3

GRADE & PURITY ≥96%

Synonyms

1-Methyl N-L-beta-aspartyl-3-phenyl-L-alaninate | b-Aspartame (H-L-Asp(1)-OH.N(1)-L-Phe-OMe) | (s)-3-n-boc-aminopyrrolidine | Aspartame, beta- | (3R)-(+)-3-(Boc-amino)pyrrolidine | Beta-L-Aspartyl-L-phenylalanine methyl ether | Beta-Aspartame | N-beta-L-A

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

1-Methyl N-L-beta-aspartyl-3-phenyl-L-alaninate | b-Aspartame (H-L-Asp(1)-OH.N(1)-L-Phe-OMe) | (s)-3-n-boc-aminopyrrolidine | Aspartame, beta- | (3R)-(+)-3-(Boc-amino)pyrrolidine | Beta-L-Aspartyl-L-phenylalanine methyl ether | Beta-Aspartame | N-beta-L-A

Specifications & Purity

≥96%

Storage

Room temperature

Shipped In

Normal

Purity

≥96%

Names and Identifiers

• Pubchem Sid: 488186575
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186575
• Canonical Smiles: COC(=O)C(CC1=CC=CC=C1)NC(=O)CC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• InChIKey: SHHIPKDJQYIJJF-QWRGUYRKSA-N
• INCHI: 1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-12(17)8-10(15)13(18)19/h2-6,10-11H,7-8,15H2,1H3,(H,16,17)(H,18,19)/t10-,11-/m0/s1
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C[C@@H](C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 294.3
• Reaxy-Rn: 13403554
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13403554&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Hybrid peptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Hybrid peptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Hybrid peptides
• Alternative Parents: Phenylalanine and derivatives Asparagine and derivatives Alpha amino acid esters N-acyl-alpha amino acids and derivatives Amphetamines and derivatives L-alpha-amino acids Fatty acid esters Dicarboxylic acids and derivatives N-acyl amines Methyl esters Amino acids Secondary carboxylic acid amides Carboxylic acids Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Hybrid peptide - Phenylalanine or derivatives - Asparagine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - L-alpha-amino acid - Fatty acid ester - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Methyl ester - Amino acid or derivatives - Secondary carboxylic acid amide - Carboxamide group - Amino acid - Carboxylic acid ester - Carboxylic acid derivative - Carboxylic acid - Organic oxide - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Primary amine - Primary aliphatic amine - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
• 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

• Molecular Weight: 294.300 g/mol
• XLogP3: -2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 294.122 Da
• Monoisotopic Mass: 294.122 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 380.000
• 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