(1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione

• ChemBase ID: 105370
• Molecular Formular: C20H24O10
• Molecular Mass: 424.39856
• Monoisotopic Mass: 424.13694697
• SMILES: O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@]13[C@]4([C@H]2O)[C@H](OC1=O)C[C@H]([C@@]14[C@H](O3)OC(=O)[C@@H]1O)C(C)(C)C
• Canonical SMILES: O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4([C@H]2O)[C@H](OC3=O)C[C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C
• InChI: InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17+,18+,19-,20-/m1/s1
• InChIKey: SQOJOAFXDQDRGF-MMQTXUMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
• IUPAC Traditional name: ginkgolide-B
• Synonyms: BN 52021; GINKGOLIDE B

Database IDs

• CAS Number: 15291-77-7
• PubChem SID: 162092809
• PubChem CID: 6324617

CALCULATED PROPERTIES

• Acid pKa: 11.709941
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.5822128
• LogD (pH = 7.4): -0.5822338
• Log P: -0.58221257
• Molar Refractivity: 91.382 cm^3
• Polarizability: 38.405952 Å^3
• Polar Surface Area: 148.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 90%

DETAILS

MP Biomedicals - 02159928

From Ginkgo Leaves
Purity: 90%
Most potent PAF antagonist of the ginkgolide family. Inhibits both platelet aggregation and PMNL chemotaxis induced by PAF.

REFERENCES

• Nunez, D., et al., Eur. J. Pharmacol. , 123 : 197, (1986).
• Tamura, N., et al., Biochem. Biophys. Res. Commun. , 142 : 638, (1987).