(2S)-5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 157738
• Molecular Formular: C15H12O4
• Molecular Mass: 256.25338
• Monoisotopic Mass: 256.07355886
• SMILES: c1ccc(cc1)[C@@H]1CC(=O)c2c(cc(cc2O1)O)O
• Canonical SMILES: Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccccc1
• InChI: InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1
• InChIKey: URFCJEUYXNAHFI-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: pinocembrin
• Synonyms: Pinocembrin; 5,7-Dihydroxyflavanone; 松属素

Database IDs

• CAS Number: 480-39-7
• MDL Number: MFCD06858345
• PubChem SID: 162251875
• PubChem CID: 68071

CALCULATED PROPERTIES

• Acid pKa: 7.8668118
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.1368246
• LogD (pH = 7.4): 3.011352
• Log P: 3.1386733
• Molar Refractivity: 69.3089 cm^3
• Polarizability: 26.660234 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder; solid
• Melting Point: 194-195 °C(lit.)

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95% (TLC); 98.5
• Description: -(S) enantiomer
• Empirical Formula (Hill Notation): C15H12O4
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - P5239

Caution
Protect from light.
General description
Anti-inflammatory.