Ginkgolide J

Names

[ Name ]:
Ginkgolide J

[Synonym ]:
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,10-trihydroxy-5-methyl-, (1R,3aR,4aR,4bR,5S,7aS,8aS,9S,10R,11S,11aS)-
(1R,3R,6R,7S,8S,9R,10S,11S,13S,16S,17R)-6,9,17-Trihydroxy-16-methyl-8-(2-methyl-2-propanyl)-2,4,14,19-tetraoxahexacyclo[8.7.2.0.0.0.0]nonadecane-5,15,18-trione
GinkgolideJ
(1R,3R,6R,7S,8S,9R,10S,11S,13S,16S,17R)-8-tert-Butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0.0.0.0]nonadecane-5,15,18-trione
Ginkgolid J
7beta-hydroxyginkgolide a

Biological Activity

[Description]:

Ginkgolide J is a main constituent of the non-flavone fraction of Ginkgo biloba with an IC50 range of 12-54 µM, has neuroprotective and anti neuronal apoptotic ability[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

[In Vivo]

Ginkgolide J (100 μM) treatment reduces the apoptotic damage induced by serum deprivation (24h) or treatment with Staurosporine (200 nM, 24h) in cultured chick embryonic neurons[1].

[References]

[1]. Ahlemeyer B, et al. Pharmacological studies supporting the therapeutic use of Ginkgo biloba extract for Alzheimer's disease. Pharmacopsychiatry. 2003 Jun; 36 Suppl 1:S8-14.

[2]. Sylvia Pietri, et al. Synthesis and Biological Studies of a New Ginkgolide C Derivative: Evidence That the Cardioprotective Effect of Ginkgolides Is Unrelated to PAF Inhibition. DRUG DEVELOPMENT RESEARCH. 2001.54:191-201.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
760.4±60.0 °C at 760 mmHg

[ Melting Point ]:
41-42 °C

[ Molecular Formula ]:
C₂₀H₂₄O₁₀

[ Molecular Weight ]:
424.399

[ Flash Point ]:
273.6±26.4 °C

[ Exact Mass ]:
424.136932

[ PSA ]:
148.82000

[ LogP ]:
-0.68

[ Vapour Pressure ]:
0.0±5.8 mmHg at 25°C

[ Index of Refraction ]:
1.651

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3.0

Articles

Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba.

Magn. Reson. Chem. 50(8) , 569-75, (2012)

The complete and unambiguous (1)H NMR assignments of ten marker constituents of Ginkgo biloba are described. The comprehensive (1)H NMR profiles (fingerprints) of ginkgolide A, ginkgolide B, ginkgolid...

Rapid analysis of terpene lactones in extract of Ginkgo biloba L. by high performance liquid chromatography.

Se Pu 18(5) , 394-7, (2000)

A new rapid analytical method was developed for the quantification of terpene lactones (bilobalide(BB) and ginkgolide A, B, C, J) in extract of Ginkgo biloba L. (EGb) using a liquid-liquid solvent ext...

Protection against beta-amyloid induced abnormal synaptic function and cell death by Ginkgolide J.

Neurobiol. Aging 30(2) , 257-65, (2009)

A new Ginkgo biloba extract P8A (TTL), 70% enriched with terpene trilactones, prevents A beta(1-42) induced inhibition of long-term potentiation in the CA1 region of mouse hippocampal slices. This neu...