(2S)-2-amino-2-(4-hydroxyphenyl)acetic acid

• ChemBase ID: 2329
• Molecular Formular: C8H9NO3
• Molecular Mass: 167.16196
• Monoisotopic Mass: 167.05824315
• SMILES: N[C@H](C(=O)O)c1ccc(O)cc1
• Canonical SMILES: OC(=O)[C@H](c1ccc(cc1)O)N
• InChI: InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
• InChIKey: LJCWONGJFPCTTL-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(4-hydroxyphenyl)acetic acid
• IUPAC Traditional name: oxfenicine
• Synonyms: (S)-Amino-(4-hydroxyphenyl)acetic acid; 4-Hydroxyphenylglycine; (2s)-Amino(4-Hydroxyphenyl)Acetic Acid; (2r)-Amino(4-Hydroxyphenyl)Acetic Acid; (2R)-2-Amino-2-(4-hydroxyphenyl)ethanoic acid; (R)-Amino(4-hydroxyphenyl)acetic acid; 4-Hydroxy-D-phenylglycine; 4-Hydroxy-L-phenylglycine; (S)-2-AMino-2-(4-hydroxyphenyl)acetic acid; L-(+)-对羟基苯甘氨酸

Database IDs

• CAS Number: 22818-40-2; 938-97-6; 32462-30-9
• EC Number: 251-061-7
• MDL Number: MFCD00065932; MFCD00004262
• Beilstein Number: 3589845
• PubChem SID: 46507906; 46508228; 46506018; 160965781; 24879955
• PubChem CID: 36143

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7398199
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.7768811
• LogD (pH = 7.4): -1.7950249
• Log P: -1.7768551
• Molar Refractivity: 42.3422 cm^3
• Polarizability: 16.676826 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.44
• LOG S: -1.35
• Solubility (Water): 7.44e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 240(dec.)°C
• Optical Rotation: [α]20/D +158±3°, c = 1% in 1 M HCl

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (NT); 95+%; 98%
• Empirical Formula (Hill Notation): C8H9NO3

DETAILS

DrugBank - DB02601

Drug information: experimental

DrugBank - DB04291

Drug information: experimental

DrugBank - DB04308

Drug information: experimental

Sigma Aldrich - 56160

Packaging
10, 50 g in poly bottle