(3aR,4S,9aR)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one

• ChemBase ID: 154907
• Molecular Formular: C20H20O6
• Molecular Mass: 356.3692
• Monoisotopic Mass: 356.12598836
• SMILES: COc1cc(ccc1O)[C@H]1c2cc(c(cc2C[C@@H]2[C@@H]1COC2=O)OC)O
• Canonical SMILES: COc1cc2C[C@H]3C(=O)OC[C@@H]3[C@H](c2cc1O)c1ccc(c(c1)OC)O
• InChI: InChI=1S/C20H20O6/c1-24-17-6-10(3-4-15(17)21)19-12-8-16(22)18(25-2)7-11(12)5-13-14(19)9-26-20(13)23/h3-4,6-8,13-14,19,21-22H,5,9H2,1-2H3/t13-,14+,19+/m1/s1
• InChIKey: CAYMSCGTKZIVTN-TYILLQQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,9aR)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one
• IUPAC Traditional name: (3aR,4S,9aR)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-1-one
• Synonyms: (3aR,4S,9aR)-3a,4,9,9a-Tetrahydro-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxynaphtho[2,3-c]furan-1(3H)-one; (3aR,4S,9aR)-6-Hydroxy-4-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one; NSC 4586; Tsugalactone; (-)-α-Conidendrin; Tsugaresinol; α-Conidendrin

Database IDs

• CAS Number: 518-55-8; 85699-62-3
• MDL Number: MFCD07784473
• PubChem SID: 162249045
• PubChem CID: 457194

CALCULATED PROPERTIES

• Acid pKa: 9.587003
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7393246
• LogD (pH = 7.4): 2.7365596
• Log P: 2.7393599
• Molar Refractivity: 94.22 cm^3
• Polarizability: 36.551334 Å^3
• Polar Surface Area: 85.22 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95.0% (HPLC); 97.0
• Empirical Formula (Hill Notation): C20H20O6