(2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

• ChemBase ID: 119440
• Molecular Formular: C11H12N2O3
• Molecular Mass: 220.22458
• Monoisotopic Mass: 220.08479225
• SMILES: c1(c2c([nH]c1)ccc(c2)O)C[C@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@@H](Cc1c[nH]c2c1cc(O)cc2)N
• InChI: InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)
• InChIKey: LDCYZAJDBXYCGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: hydroxytryptophan
• Synonyms: (S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

Database IDs

• PubChem SID: 162107595
• PubChem CID: 439280

CALCULATED PROPERTIES

• Acid pKa: 2.152664
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.3896201
• LogD (pH = 7.4): -1.3962954
• Log P: -1.3896985
• Molar Refractivity: 58.1837 cm^3
• Polarizability: 23.689636 Å^3
• Polar Surface Area: 99.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true