(2S)-2-amino-2-(3,4-dihydroxyphenyl)acetic acid

• ChemBase ID: 127046
• Molecular Formular: C8H9NO4
• Molecular Mass: 183.16136
• Monoisotopic Mass: 183.05315777
• SMILES: c1cc(c(cc1[C@@H](C(=O)O)N)O)O
• Canonical SMILES: OC(=O)[C@H](c1ccc(c(c1)O)O)N
• InChI: InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-2-5(10)6(11)3-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1
• InChIKey: ZBWTWPZGSGMRTG-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(3,4-dihydroxyphenyl)acetic acid
• IUPAC Traditional name: dihydroxyphenylglycine
• Synonyms: 3,5-dihydroxyphenylglycine; DHPe; S-DHPG; Dihydroxyphenylglycine

Database IDs

• CAS Number: 162870-29-3
• PubChem SID: 162221369
• PubChem CID: 5310986
• Chemspider ID: 11377133
• MeSH Name: 3,5-dihydroxyphenylglycine
• Wikipedia Title: Dihydroxyphenylglycine

CALCULATED PROPERTIES

• Acid pKa: 1.3852949
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0806983
• LogD (pH = 7.4): -2.1202981
• Log P: -2.080399
• Molar Refractivity: 44.3231 cm^3
• Polarizability: 17.334127 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true