Ginkgolide C

Modify Date: 2024-01-02 10:18:47

Ginkgolide C Structure
Ginkgolide C structure
Common Name Ginkgolide C
CAS Number 15291-76-6 Molecular Weight 440.398
Density 1.7±0.1 g/cm3 Boiling Point 813.8±65.0 °C at 760 mmHg
Molecular Formula C20H24O11 Melting Point >3000ºC
MSDS Chinese USA Flash Point 291.4±27.8 °C

 Use of Ginkgolide C


Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.

 Names

Name Ginkgolide C
Synonym More Synonyms

 Ginkgolide C Biological Activity

Description Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.
Related Catalog
Target

AMPK

MMP-9

Sirtuin

In Vitro Ginkgolide C (3-100 μM) has no significant effect on 3T3-L1 cell viability, but suppresses adipogenesis in 3T3-L1 cells followling 24 h treatment. Ginkgolide C (10-100 μM) significantly suppresses lipid accumulation compared with the control group and also significantly promotes glycerol release in 3T3-L1 adipocytes. Ginkgolide C suppresses PPAR-α and PPAR-γ expression and decreases C/EBPα, C/EBPβ, and SREBP-1c expression in differentiated 3T3-L1 adipocytes. In addition, Ginkgolide C (3-100 μM) suppress adipogenesis-related protein (FAS, LPL, and aP2) and mRNA expression in a dose-dependent manner in differentiated 3T3-L1 adipocytes. Ginkgolide C (3-100 μM) also significantly promotes Sirt1 production and increases phosphorylation of AMPKα and ACC-1 in a concentration-dependent manner[1]. Ginkgolide C (1, 10, 50, 100, 500 mM) significantly reduces the collagen (10 mg/mL)-stimulated rat platelet aggregation in a dose-dependent manner. Ginkgolide C (50, 100 mM) causes pro-MMP-9 (92-kDa) to form an activated MMP-9 (86-kDa) in collagen-stimulated platelets[2].
Cell Assay 3T3-L1 cells are treated with various concentrations of ginkgolide C in 96-well plates for 24 h. Cell viability is analyzed by the MTT assay. The culture medium is removed, and the cells are incubated with 100 μL MTT solution (5 mg/mL) for 4 h at 37°C. After plates are washed, isopropanol is added to dissolve formazone crystals, followed by absorbance detection with a spectrophotometer at 570 nm[1].
References

[1]. Liou CJ, et al. Ginkgolide C Suppresses Adipogenesis in 3T3-L1 Adipocytes via the AMPK Signaling Pathway. Evid Based Complement Alternat Med. 2015;2015:298635.

[2]. Ginkgolide C, et al. Ginkgolide C inhibits platelet aggregation in cAMP- and cGMP-dependent manner by activating MMP-9. Biol Pharm Bull. 2007 Dec;30(12):2340-4.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 813.8±65.0 °C at 760 mmHg
Melting Point >3000ºC
Molecular Formula C20H24O11
Molecular Weight 440.398
Flash Point 291.4±27.8 °C
Exact Mass 440.131866
PSA 169.05000
LogP 0.16
Vapour Pressure 0.0±6.6 mmHg at 25°C
Index of Refraction 1.671
Storage condition -20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

~95%

Ginkgolide C Structure

Ginkgolide C

CAS#:15291-76-6

Literature: Jaracz, Stanislav; Malik, Shahid; Nakanishi, Koji Phytochemistry, 2004 , vol. 65, # 21 SPEC. ISS. p. 2897 - 2902

 Precursor & DownStream

Precursor  1

DownStream  1

 Articles1

More Articles
Mechanistic evaluation of Ginkgo biloba leaf extract-induced genotoxicity in L5178Y cells.

Toxicol. Sci. 139(2) , 338-49, (2014)

Ginkgo biloba has been used for many thousand years as a traditional herbal remedy and its extract has been consumed for many decades as a dietary supplement. Ginkgo biloba leaf extract is a complex m...

 Synonyms

Ginkgolid C
MFCD02094178
(1R,3R,7S,8S,9R,10S,11R,13S,16S,17R)-8-tert-Butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0.0.0.0]nonadecane-5,15,18-trione
(1R,3R,7S,8S,9R,10S,11R,13S,16S,17R)-6,9,12,17-Tetrahydroxy-16-methyl-8-(2-methyl-2-propanyl)-2,4,14,19-tetraoxahexacyclo[8.7.2.0.0.0.0]nonadecane-5,15,18-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,8,10-tetrahydroxy-5-methyl-, (3aR,4aR,4bR,5S,7aS,8aR,9S,10R,11S,11aS)-
1,7-DIHYDROXY-GINKGOLIDE A
Gingkolide C
1,3,7,10-Tetrahydroxyginkgolid
GinkgolideC
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