(7S,8S,9R)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

• ChemBase ID: 171479
• Molecular Formular: C24H30O7
• Molecular Mass: 430.4908
• Monoisotopic Mass: 430.1991533
• SMILES: c1(ccc(cc1OC)[C@@H]1c2c(C[C@@H]([C@H]1COC)COC)cc(c1c2OCO1)OC)OC
• Canonical SMILES: COC[C@H]1Cc2cc(OC)c3c(c2[C@H]([C@@H]1COC)c1ccc(c(c1)OC)OC)OCO3
• InChI: InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20(29-5)23-24(31-13-30-23)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3/t16-,17-,21+/m1/s1
• InChIKey: LBJCUHLNHSKZBW-LZJOCLMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7S,8S,9R)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole
• IUPAC Traditional name: (7S,8S,9R)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole
• Synonyms: (7R,8R,9S)-rel-9-(3,4-Dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)naphtho[1,2-d]-1,3-dioxole; (7α,8β,9α)-9-(3,4-Dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)-Naphtho[1,2-d]-1,3-dioxole; (+/-)-Hypophyllanthin

Database IDs

• CAS Number: 78215-54-0
• PubChem SID: 164227389
• PubChem CID: 71749431

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 3.1393843
• LogD (pH = 7.4): 3.1393843
• Log P: 3.1393843
• Molar Refractivity: 115.6433 cm^3
• Polarizability: 45.198784 Å^3
• Polar Surface Area: 64.61 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H998450

An aryltetralin lignan. Other lignans are: Nirtetralin, Phyltetralin and Lintetralin.

REFERENCES

• Ganeshpure, P.A., et al.: Tetrahedron Lett., 22, 393 (1981)