Name | Ginkgolide C |
Synonyms | bn52022 CGinkgolid Gingkolide C GINKGOLIDE C Ginkgolide C 1,7-DIHYDROXY-GINKGOLIDE A GinkgolideA,1,7-dihydroxy-, (1α,7β)- |
CAS | 15291-76-6 |
InChI | InChI=1/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8?,9?,10-,11+,15+,17?,18?,19-,20+/m1/s1 |
Molecular Formula | C20H24O11 |
Molar Mass | 440.4 |
Density | 1.72±0.1 g/cm3(Predicted) |
Melting Point | >3000 (dec) |
Boling Point | 813.8±65.0 °C(Predicted) |
Specific Rotation(α) | D24 -14.7° (c = 1 in ethanol) |
Flash Point | 291.4°C |
Solubility | Dissolved in solvents such as ethyl acetate, methanol, ethanol, dimethyl sulfoxide, etc. |
Vapor Presure | 1.15E-30mmHg at 25°C |
Appearance | White crystal |
Color | White to Off-White |
pKa | 10.88±0.70(Predicted) |
Storage Condition | Sealed in dry,Store in freezer, under -20°C |
Refractive Index | 1.671 |
MDL | MFCD02094178 |
Physical and Chemical Properties | Storage Conditions:? 20℃ WGK Germany:3 |
In vitro study | 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. 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. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 10-21 |
HS Code | 29322090 |
Reference Show more | 1. Feng Ru, Li Zehong, Yuan Honghui, et al. Effects of Different Stress Treatments on Terpene Lactone Content in Ginkgo Biloba Leaves [J]. Journal of Wuhan Institute of Technology 2017 036(001):34-38 53. 2. Jiang Meifang, Gao Qi, Wang Dandan. Determination of Integrated Dissolution of Terpene Lactone and Flavonoid Glycosides in Ginkgo Ketone Ester Tablets [J]. Chinese patent medicine, 2020,42(10):2716-2719. 3. Zhang, Wen, et al. "Diterpene ginkgolides protect against cerebral ischemia/reperfusion damage in rats by activating Nrf2 and CREB through PI3K/Akt signaling." Acta Pharmacologica Sinica 39.8 (2018): 1259-1272.https:// doi.org/10.1038/aps.2017.149 4. [IF = 5.064] Zhang Wen et al. "Diterpene ginkgolides protect against cerebral ischemia/reperfusion damage in rats by activating Nrf2 and CREB through PI3K/Akt signaling." Acta Pharmacol Sin. 2018 Mar;39(8): 1259-1272 5. [IF = 3.935] Xingliang Niu et al. "Hydrogen/deuterium exchange, a unique and effective method for MS fragmentation behavior elucidation of ginkgolides and its application to systematic research in Ginkgo biloba." J Pharmaceut Biomed.2017 Feb;134:181 6. [IF = 5.645] Ying Guo et al. "Spatial prediction and delineation of Ginkgo biloba production areas under current and future climatic conditions." Ind Crop Prod. 2021 Aug;166:113444 7. [IF = 3.935] Yongyi Li et al. "Integrated molecular networking strategy enhance the accuracy and visualization of components identification: A case study of Ginkgo biloba leaf extract." J Pharmaceut Biomed. 2022 Feb;209:114523 |