2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(4-hydroxyphenyl)propanamido}-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 134003
• Molecular Formular: C27H29N3O7
• Molecular Mass: 507.53506
• Monoisotopic Mass: 507.20055028
• SMILES: c1cc(ccc1CC(C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(Cc1ccc(cc1)O)C(=O)O)N)O
• Canonical SMILES: Oc1ccc(cc1)CC(C(=O)NC(C(=O)O)Cc1ccc(cc1)O)NC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C27H29N3O7/c28-22(13-16-1-7-19(31)8-2-16)25(34)29-23(14-17-3-9-20(32)10-4-17)26(35)30-24(27(36)37)15-18-5-11-21(33)12-6-18/h1-12,22-24,31-33H,13-15,28H2,(H,29,34)(H,30,35)(H,36,37)
• InChIKey: RMRFSFXLFWWAJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(4-hydroxyphenyl)propanamido}-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: 2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(4-hydroxyphenyl)propanamido}-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: Tyr-Tyr-Tyr

Database IDs

• CAS Number: 7390-78-5
• MDL Number: MFCD00055745
• PubChem SID: 24900005; 162228280
• PubChem CID: 4606266

CALCULATED PROPERTIES

• Acid pKa: 3.3901594
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): 0.14224221
• LogD (pH = 7.4): -0.017255548
• Log P: 0.13875577
• Molar Refractivity: 134.8918 cm^3
• Polarizability: 52.395245 Å^3
• Polar Surface Area: 182.21 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

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

DETAILS

Sigma Aldrich - T2007

Amino Acid Sequence
Tyr-Tyr-Tyr