2-{2-[(2S)-2-amino-3-phenylpropanamido]acetamido}acetic acid

• ChemBase ID: 102688
• Molecular Formular: C13H17N3O4
• Molecular Mass: 279.29178
• Monoisotopic Mass: 279.12190604
• SMILES: N[C@@H](Cc1ccccc1)C(=O)NCC(=O)NCC(=O)O
• Canonical SMILES: N[C@H](C(=O)NCC(=O)NCC(=O)O)Cc1ccccc1
• InChI: InChI=1S/C13H17N3O4/c14-10(6-9-4-2-1-3-5-9)13(20)16-7-11(17)15-8-12(18)19/h1-5,10H,6-8,14H2,(H,15,17)(H,16,20)(H,18,19)/t10-/m0/s1
• InChIKey: NAXPHWZXEXNDIW-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(2S)-2-amino-3-phenylpropanamido]acetamido}acetic acid
• IUPAC Traditional name: {2-[(2S)-2-amino-3-phenylpropanamido]acetamido}acetic acid
• Synonyms: L-ALANYL GLYCYLGLYCINE; L-PHENYLALANYL GLYCYLGLYCINE; Phe-Gly-Gly

Database IDs

• CAS Number: 23576-42-3
• MDL Number: MFCD00037785
• PubChem SID: 24898416; 162088189
• PubChem CID: 152644

CALCULATED PROPERTIES

• Acid pKa: 3.4265072
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.3969758
• LogD (pH = 7.4): -3.5536144
• Log P: -3.400322
• Molar Refractivity: 70.7233 cm^3
• Polarizability: 27.740286 Å^3
• Polar Surface Area: 121.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C13H17N3O4

DETAILS

MP Biomedicals - 05210410

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102632

Crystalline

Sigma Aldrich - P3501

Amino Acid Sequence
Phe-Gly-Gly
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P3501.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.