(3S,4S)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

• ChemBase ID: 154908
• Molecular Formular: C20H22O7
• Molecular Mass: 374.38448
• Monoisotopic Mass: 374.13655304
• SMILES: COc1cc(ccc1O)C[C@H]1COC(=O)[C@@]1(Cc1ccc(c(c1)OC)O)O
• Canonical SMILES: COc1cc(ccc1O)C[C@H]1COC(=O)[C@]1(O)Cc1ccc(c(c1)OC)O
• InChI: InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3/t14-,20-/m0/s1
• InChIKey: ZITBJWXLODLDRH-XOBRGWDASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• IUPAC Traditional name: dibenzylbutyrolactone
• Synonyms: (-)-Wikstromol; (3S)-4,5-Dihydro-4β-(4-hydroxy-3-methoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)-3β-hydroxyfuran-2(3H)-one; (3S,4S)-3-Hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2-one; (3S,4S)-Dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone; NSC 271296; Pinopalustrin; (-)-Nortrachelogenin; (+/-)-Nortrachelogenin; Nortrachelogenin

Database IDs

• CAS Number: 34444-37-6
• MDL Number: MFCD01725924
• PubChem SID: 162249046
• PubChem CID: 394846

CALCULATED PROPERTIES

• Acid pKa: 9.641583
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.4299755
• LogD (pH = 7.4): 2.4275365
• Log P: 2.4300067
• Molar Refractivity: 97.0896 cm^3
• Polarizability: 37.92605 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Optical Rotation: 0

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H400
• GHS Precautionary statements: P273

Product Information

• Purity: ≥95.0% (HPLC); 97.5
• Empirical Formula (Hill Notation): C20H22O7