(4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

• ChemBase ID: 153308
• Molecular Formular: C22H24N2O8
• Molecular Mass: 444.43456
• Monoisotopic Mass: 444.15326574
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O)CCC(=O)O)OCc1ccccc1
• InChI: InChI=1S/C22H24N2O8/c25-16-8-6-14(7-9-16)12-18(21(29)30)23-20(28)17(10-11-19(26)27)24-22(31)32-13-15-4-2-1-3-5-15/h1-9,17-18,25H,10-13H2,(H,23,28)(H,24,31)(H,26,27)(H,29,30)/t17-,18-/m0/s1
• InChIKey: XLUMOZQZGPJGTL-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• Synonyms: N-Cbz-Glu-Tyr; Z-L-glutamyl-L-tyrosine; Z-Glu-Tyr

Database IDs

• CAS Number: 988-75-0
• EC Number: 213-582-8
• MDL Number: MFCD00037189
• Beilstein Number: 3229246
• PubChem SID: 162247447
• PubChem CID: 96820

CALCULATED PROPERTIES

• Acid pKa: 3.294952
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.5959464
• LogD (pH = 7.4): -4.5462613
• Log P: 2.0469909
• Molar Refractivity: 110.865 cm^3
• Polarizability: 43.21106 Å^3
• Polar Surface Area: 162.26 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• 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): C22H24N2O8