InChI=1/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

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Inherent Properties, Identifiers and References

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ChemSpider ID:	21105603
Empirical Formula:	C₂₀H₂₄O₁₀
Molecular Weight:	424.3986
Nominal Mass:	424 Da
Average Mass:	424.3986 Da
Monoisotopic Mass:	424.136947 Da

Systematic Name:

SMILES:

CC(C)(C)[C@@H]1C[C@H]4OC(=O)[C@@]53O[C@@H]6OC(=O)[C@H](O)[C@@]16[C@@]45[C@@H](O)[C@@H]2OC(=O)[C@@H](C)[C@@]23O

InChI:

InChI=1/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-MMQTXUMRBS

Original Reference(s)

Data Source	External ID(s)
Antony_Williams	N/A

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Supplemental Information

Description

Ginkgolide B, the major active component of Ginkgo biloba extracts, can stimulate and inhibit apoptotic signalling. Studies have demonstrated that Ginkgo biloba extract has modest effects in the improvement of memory and cognitive function of Alzheimer's disease patients.

Tags

Alzheimers Disease

Ginkgo Biloba

Links & References

Torsten Busch. Recent advances in the total synthesis of pharmaceutically relevant diterpenes, Nat. Prod. Rep., 2008

[DOI: 10.1039/b705652b]

A review of the recent advances in the total synthesis of pharmaceutically relevant diterpenes. The structure of Ginkgolide B has been the subject of a number of discussions on the ChemSpider Blog.

Discussions about the "Correct structure" of Ginkgolide B on the ChemSpider Blog

Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Ginkgolide B

(1R,3aR,4aR,4bR,5S,7aS,8R,8aR,11aS)-11-tert-butyl-1,4b,8-trihydroxy-5-methyltetrahydro-4bH,9H-9,4a-(epoxymethano)cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-2,6,13(1H,5H)-trione

6H-9,4a-(epoxymethano)-3aH,9H-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-2,6,13(1H)-trione, 11-(1,1-dimethylethyl)hexahydro-1,4b,8-trihydroxy-5-methyl-, (1R,3aR,4aR,4bR,5S,7aS,8R,8aR,11aS)-

Predicted Properties

LogP:	ACD/LogP: 0.52	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):	0.52	ACD/LogD (pH 7.4):	0.52
ACD/BCF (pH 5.5):		ACD/BCF (pH 7.4):
ACD/KOC (pH 5.5):		ACD/KOC (pH 7.4):
#H bond acceptors:	10	#H bond donors:	3
#Freely Rotating Bonds:	4	Polar Surface Area:	148.82 Å²
Index of Refraction:	1.65	Molar Refractivity:	94.2 cm³
Molar Volume:	258 cm³	Polarizability:	37.34 10^-24cm³
Surface Tension:	79 dyne/cm	Density:	1.64 g/cm³
Flash Point:	274.3 °C	Enthalpy of Vaporization:	126.65 kJ/mol
Boiling Point:	762.4 °C at 760 mmHg	Vapour Pressure:	7.81E-27 mmHg at 25°C