CAS 15291-76-6|Ginkgolide C
Introduction：Basic information about CAS 15291-76-6|Ginkgolide C, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| 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 | ChineseUSA | Flash Point | 291.4±27.8 °C |
Names
| Name | Ginkgolide C |
|---|---|
| Synonym | More Synonyms |
Ginkgolide C BiologicalActivity
| 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 | Research Areas >>Metabolic DiseaseResearch Areas >>Neurological DiseaseNatural Products >>Terpenoids and Glycosides |
| 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 |
| InChIKey | AMOGMTLMADGEOQ-UHFFFAOYSA-N |
| SMILES | CC1C(=O)OC2C(O)C34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O)C12O |
| 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 |
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 |
