(2S)-2-[(2S)-2-(2-aminoacetamido)-4-methylpentanamido]-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 152329
• Molecular Formular: C17H25N3O5
• Molecular Mass: 351.3975
• Monoisotopic Mass: 351.17942092
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O)NC(=O)CN
• Canonical SMILES: NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O)CC(C)C
• InChI: InChI=1S/C17H25N3O5/c1-10(2)7-13(19-15(22)9-18)16(23)20-14(17(24)25)8-11-3-5-12(21)6-4-11/h3-6,10,13-14,21H,7-9,18H2,1-2H3,(H,19,22)(H,20,23)(H,24,25)/t13-,14-/m0/s1
• InChIKey: AFWYPMDMDYCKMD-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-(2-aminoacetamido)-4-methylpentanamido]-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-aminoacetamido)-4-methylpentanamido]-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: Glycyl-L-leucyl-L-tyrosine; Gly-Leu-Tyr; 甘氨酰-L-亮氨酰-L-酪氨酸

Database IDs

• CAS Number: 4306-24-5
• EC Number: 224-319-1
• MDL Number: MFCD00043036
• Beilstein Number: 2179546
• PubChem SID: 162246474; 24873040
• PubChem CID: 96817

CALCULATED PROPERTIES

• Acid pKa: 3.5862014
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.8780935
• LogD (pH = 7.4): -2.0017285
• Log P: -1.8792349
• Molar Refractivity: 90.8717 cm^3
• Polarizability: 35.707424 Å^3
• Polar Surface Area: 141.75 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -40±3°, c = 1% in 1 M HCl

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C17H25N3O5

DETAILS

Sigma Aldrich - 50340

Packaging
250 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 50340.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.