(2S)-2-hydroxy-3-phenylpropanoic acid

• ChemBase ID: 2226
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: O[C@H](C(=O)O)Cc1ccccc1
• Canonical SMILES: O[C@H](C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m0/s1
• InChIKey: VOXXWSYKYCBWHO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-3-phenylpropanoic acid
• IUPAC Traditional name: L-3-phenyllactic acid
• Synonyms: (S)-(-)-3-Phenyllactic acid; (S)-2-Hydroxy-3-phenylpropionic acid; L-(-)-3-Phenyllactic acid; L-β-PHENYL LACTIC ACID; (S)-2-Hydroxy-3-phenylpropanoic acid; (S)-(-)-2-Hydroxy-3-phenylpropionic acid; Alpha-Hydroxy-Beta-Phenyl-Propionic Acid; (S)-2-Hydroxy-3-phenylpropionic acid; L-2-Hydroxy-3-phenylpropanoic acid; L-3-Phenyllactic acid; L-β-PHENYLLACTIC ACID; (S)-(-)-3-苯基乳酸; (S)-2-羟基-3-苯基丙酸; L-3-苯基乳酸; L-(-)-3-苯基乳酸; L-(-)-3-苯乳酸

Database IDs

• CAS Number: 20312-36-1
• EC Number: 243-726-5
• MDL Number: MFCD00004244
• Beilstein Number: 2209792
• PubChem SID: 160965679; 24847131; 46509007
• PubChem CID: 444718

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.020981
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.30485204
• LogD (pH = 7.4): -1.9624155
• Log P: 1.1844969
• Molar Refractivity: 43.4588 cm^3
• Polarizability: 16.998539 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.84
• LOG S: -1.23
• Solubility (Water): 9.80e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 122-124 °C(lit.); 122-126°C; 123-125 °C
• Optical Rotation: [α]20/D -22.0±1°, c = 1% in H2O; [α]24/D -20.8°, c = 2 in H2O; -24 (c=1 in water)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95+%; 98%
• Grade: purum
• Linear Formula: C6H5CH2CH(OH)CO2H
• Empirical Formula (Hill Notation): C9H10O3

DETAILS

MP Biomedicals - 02151838

Crystalline
Enzyme inhibitor

MP Biomedicals - 05222306

MP Biomedicals Rare Chemical collection

DrugBank - DB02494

Drug information: experimental

Sigma Aldrich - 113069

Packaging
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 113069.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.