(2S)-2-hydroxy-2-phenylpropanoic acid

• ChemBase ID: 3588
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: CC(O)(C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C(c1ccccc1)(O)C
• InChI: InChI=1S/C9H10O3/c1-9(12,8(10)11)7-5-3-2-4-6-7/h2-6,12H,1H3,(H,10,11)/t9-/m0/s1
• InChIKey: NWCHELUCVWSRRS-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-2-phenylpropanoic acid; 2-hydroxy-2-phenylpropanoic acid
• IUPAC Traditional name: (S)-α-methylmandelic acid; DL-a-methylmandelic acid; α-phenyllactate; S-atrolactic acid
• Synonyms: (S)-2-Hydroxy-2-Phenylpropionic Acid;(S)-Alpha-Methylmandelic Acid; ATROLACTIC ACID (2-PHENYL-LACTIC ACID); (±)-Atrolactic acid hemihydrate; (±)-2-Phenyllactic acid hemihydrate; (±)-2-Hydroxy-2-phenylpropionic acid hemihydrate; (R)-(-)-Atrolactic acid; (R)-(-)-2-Phenyllactic acid; (R)-(-)-2-Hydroxy-2-phenylpropionic acid; ATROLACTIC ACID; (S)-(+)-2-HYDROXY-2-PHENYLPROPIONIC ACID; (±)-2-羟基-2-苯丙酸,半水化合物 97%; (R)-(-)-2-羟基-2-苯基丙酸

Database IDs

• CAS Number: 13113-71-8; 515-30-0; 3966-30-1
• EC Number: 208-196-1
• MDL Number: MFCD00067699; MFCD00149292
• Beilstein Number: 2936598; 2208528
• Merck Index: 14873
• PubChem SID: 160967026; 99443852
• PubChem CID: 445144

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.812778
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3612535
• LogD (pH = 7.4): -1.9278667
• Log P: 1.3286015
• Molar Refractivity: 43.4171 cm^3
• Polarizability: 16.992903 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.07
• LOG S: -0.93
• Solubility (Water): 1.97e+01 g/l

PROPERTIES

Physical Property

• Melting Point: 115-117°C; 87-91°C
• Optical Rotation: -49 (c=2 in water)

Safety Information

• TSCA Listed: 否; 是

Product Information

• Purity: 97%; 98%; 98+%

DETAILS

MP Biomedicals - 05207716

MP Biomedicals Rare Chemical collection

DrugBank - DB03954

Drug information: experimental

DrugBank - DB07381

Drug information: experimental