GinkgolideA,1-hydroxy-, (1β)-
ginkgolide B from ginkgo leaves
CAS: 15291-77-7
Molecular Formula: C20H24O10
GinkgolideA,1-hydroxy-, (1β)- - Names and Identifiers
| Name | ginkgolide B from ginkgo leaves |
| Synonyms | BN 52021 BGinkgolid GINKGOLIDE B Ginkgolide B (1b)-1-Hydroxyginkgolide A GinkgolideA,1-hydroxy-, (1β)- ginkgolide B from ginkgo leaves Ginkgolide B, froM Ginkgo biloba ginkgolide b from ginkgo biloba leaves |
| CAS | 15291-77-7 |
| EINECS | 604-876-0 |
| 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-MMQTXUMRSA-N |
GinkgolideA,1-hydroxy-, (1β)- - Physico-chemical Properties
| Molecular Formula | C20H24O10 |
| Molar Mass | 424.4 |
| Density | 1?+-.0.1 g/cm3(Predicted) |
| Melting Point | 280°C (dec.) |
| Boling Point | 762.4±60.0 °C(Predicted) |
| Specific Rotation(α) | D24 -52.6° (c = 1 in ethanol) |
| Flash Point | 274.3°C |
| Water Solubility | Soluble in DMSO. Slightly soluble in water and ethanol |
| Solubility | Dissolved in solvents such as ethyl acetate, methanol, ethanol, dimethyl sulfoxide, etc. |
| Vapor Presure | 7.81E-27mmHg at 25°C |
| Appearance | White crystal |
| Color | White |
| BRN | 4727611 |
| pKa | pKa1 7.14; pKa2 8.60; pKa3 11.89(at 25℃) |
| Storage Condition | Sealed in dry,Store in freezer, under -20°C |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months |
| Refractive Index | 1.65 |
| MDL | MFCD05662347 |
| Physical and Chemical Properties | Ginkgo biloba extract from the family Ginkgo biloba Ginkgo bilobba Leaf P.E |
| In vitro study | Ginkgolide B inhibits the platelet-activating factor (PAF) receptor. Treatment of neutrophils (0.5 μm -12 μm) with ginkgolide B resulted in rapid but small production of reactive oxygen species as measured by chemiluminescence. Ginkgolide B can enhance the luminescence reaction by f methionine-leucine phenylalanine and zymosan. Ginkgolide B induces cell differentiation and activates the Ras/MAPK signaling pathway. Ginkgolide B promotes cell proliferation and endothelial gene expression, and significantly improves vascular endothelial growth factor-induced migration and the ability of endothelial progenitor cells to enter the vascular network. Ginkgolide B can protect endothelial progenitor cells in H 2 O 2-induced apoptosis. Ginkgolide B induces phosphorylation of eNOS, Akt and p38, which in turn promotes cell proliferation and function. |
| In vivo study | Ginkgolide B significantly inhibited renal cyst formation in a dose-dependent manner, and 2 μm ginkgolide B could inhibit renal cyst formation by 69%. Ginkgolide B also significantly inhibited cyst enlargement in the MDCK cyst model, the mouse embryonic renal cyst model, and the PKD mouse model. Ginkgolide B(50 mg/kg) applied to hyperglycemic rats before ischemia significantly reduced nerve damage. Pretreatment of a mouse model of focal cerebral ischemia with ginkgolide B(100 mg/kg, subcutaneously) for 30 min reduced myocardial infarct size. In primary cultures of hippocampal neurons and astrocytes from neonatal rats, ginkgolide B(1 μm) antagonized neuronal damage induced by glutamate. Ginkgolide B(100 μm) reduced apoptotic damage by staurosporine. Ginkgolide B(1 mg/kg I. V. Or 10 mg/kg gavage) inhibits bronchoconstriction, increases erythrocyte, reduces platelet and leukocyte activation induced by platelet activating factor-acyl ether (33 ng/kg-100 ng/kg). Ginkgolide B at a dose of 3 mg/kg reduced the bronchoconstriction induced by platelet activating factor-acyl ether mist. At a dose of 300 μm, ginkgolide B inhibited the superoxidation products of alveolar macrophages stimulated by platelet-activating factor-acyl ether. Ginkgolide B blocks thrombus formation after pulmonary perfusion with platelet-activating factor-ether (100NG). Pretreatment of parenchymal lung strips with ginkgolide B(100 μm) partially inhibited the contraction and concomitant thromboxane release induced by platelet-activating factor-acyl ether (0.1 μm). Ginkgolide B inhibits mature ischemic injury. Ginkgolide B treatment significantly reduced infarct volume, cerebral edema and neurological deficits, and also inhibited ischemia/reperfusion (I/R) induced by NF-κB, microglial activation and pro-inflammatory cytokine production. Ginkgolide B decreases Bax protein levels and increases Bcl-2 protein levels in ischemic brain tissue. Ginkgolide B inhibits platelet aggregation and inhibits phosphatidylinositol 3-kinase (PI3K) and Akt phosphorylation in thrombin-and collagen-activated platelets. In ApoE |
GinkgolideA,1-hydroxy-, (1β)- - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21 |
| HS Code | 29322090 |
GinkgolideA,1-hydroxy-, (1β)- - Reference
| Reference Show more | 1. Wang Li, Shi Qinghai, Liu Liming, et al. Intervention effect of ginkgolide B on anxiety-like behavior of rats after acute hypoxia [J]. South China Journal of National Defense Medicine, 2018. 2. Sun Xiaojing, Zhou Li, Sun Li. Study on differentiation of cholinergic precursor cells by ginkgolide B and pilose antler polypeptide [J]. Stroke and Neurological Diseases, 2012, 29(007):602-605. 3. Long Siqin, Yu Xiufeng, Ge Yuli, et al. Ginkgolide B improves liver steatosis and inflammation in mice induced by high-fat diet. World Journal of Chinese Digestion. 4. Feng Ru, Li Zehong, Yuan Honghui, et al. Effects of Different Stress Treatments on Terpene Lactone Content in Ginkgo Leaves [J]. Journal of Wuhan Institute of Technology 2017 036(001):34-38 53. 5. Li, w., Qinghai, s., kai, l., xue, m., lili, n., jihua, r., Zhengxiang, l., Xiaoling, l., di, g., qi, y., Mengyun, d., & Jianfeng, F. (2019). Oral administration of Ginkgolide B alleviates hypoxia-induced neuronal damage in rat hippocampus by inhibiting ox 6. Wang, Li, et al. "Ginkgolide B Maintains Calcium Homeostasis in Hypoxic Hippocampal Neurons by Inhibiting Calcium Influx and Intracellular Calcium Release." Frontiers in Cellular Neuroscience 14 (2020).https://dx.doi.org/10.3389/fncel.2020.627846 7. 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 8. [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 9. [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 10. [IF = 6.558] Qingqing Song et al. "Binary code, A flexible tool for diagnostic metabolite sequencing of medicinal plants." Anal Chim Acta. 2019 Dec;1088:89 11. [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 12. [IF = 5.279] Jiaming Liu et al. "Protective Effect of Ginkgolide B against Cognitive Impairment in Mice via Regulation of Gut Microbiota." J Agr Food Chem. 2021;XXXX(XXX):XXX-XXX 13. [IF = 4.36] Xiao-Xue Fan et al. "Diterpene Ginkgolides Meglumine Injection inhibits apoptosis induced by optic nerve crush injury via modulating MAPKs signaling pathways in retinal ganglion cells." J Ethnopharmacol. 2021 Oct;279:114371 14. [IF = 2.447] Miaoxuan Sun et al." Ginkgolide B alleviates the inflammatory response and attenuates the activation of LPS‑induced BV2 cells in vitro and in vivo."Exp Ther Med. 2021 Jun;21(6):1-8 15. [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 16. [IF=5.34] Dong Shao et al."Identification of the active compounds and functional mechanisms of Jinshui Huanxian formula in pulmonary fibrosis by integrating serum pharmacochemistry with network pharmacology."PHYTOMEDICINE. 2022 Jul;102:154177 |
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Product Name: Ginkgolide Impurity 5 (Ginkgolide B) Visit Supplier Webpage Request for quotationCAS: 15291-77-7
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Ginkgolide B Visit Supplier Webpage Request for quotationCAS: 15291-77-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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