(3R,4R)-3,4-bis[(3-hydroxyphenyl)methyl]oxolan-2-one

• ChemBase ID: 127261
• Molecular Formular: C18H18O4
• Molecular Mass: 298.33312
• Monoisotopic Mass: 298.12050906
• SMILES: C1[C@@H]([C@H](C(=O)O1)Cc1cc(ccc1)O)Cc1cc(ccc1)O
• Canonical SMILES: Oc1cccc(c1)C[C@H]1C(=O)OC[C@@H]1Cc1cccc(c1)O
• InChI: InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m0/s1
• InChIKey: HVDGDHBAMCBBLR-WMLDXEAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3,4-bis[(3-hydroxyphenyl)methyl]oxolan-2-one
• IUPAC Traditional name: enterolactone
• Synonyms: (-)-Enterolactone; Enterolactone

Database IDs

• CAS Number: 78473-71-9
• PubChem SID: 162221582
• PubChem CID: 10685477
• Wikipedia Title: Enterolactone

CALCULATED PROPERTIES

• Acid pKa: 9.163039
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.6070313
• LogD (pH = 7.4): 3.5997064
• Log P: 3.607125
• Molar Refractivity: 82.708 cm^3
• Polarizability: 32.213398 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true