15291-75-5

Basic information

• Product Name: Ginkgolide A
• Synonyms: PRIMULIC ACID 1;BN-52020;GINKGOLIDE A;GINKGOLIDE A, GINKGO BILOBA L;1,7-DIDEOXYGINKGOLIDE C;GINKGOLIDE A FROM GINKGO LEAVES;(1R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11aS)-3-(1,1-Dimethylethyl)hexahydro-4,7b-dihydroxy-8-methyl-9H-1,7a-(epoxymethano)-1H,6aH-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-5,9,12(4H)-trione;BN 5202
• CAS NO: 15291-75-5
• Molecular Formula: C₂₀H₂₄O₉
• Molecular Weight: 408.4
• EINECS: 604-873-4
• Product Categories: Saponins;Intermediates & Fine Chemicals;Pharmaceuticals;GNutrition Research;Alphabetic;Biochemicals Found in Plants;Isoprenoid/terpenoid;EstersChemical Class;Herbal DrugsAnalytical Standards;Heterocyclics;KetonesChromatography;Oxygen containing;Analytical Standards;Chemical Class;Life Sciences Standards;Natural Compounds;Natural CompoundsChemical Class;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 15291-75-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 280°C (dec.)
• Boiling Point: 813.8 °C at 760 mmHg
• Flash Point: 291.4 °C
• Appearance: crystalline solid
• Density: 1.72 g/cm³
• Vapor Pressure: 2.69E-23mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• Solubility: Soluble in DMSO
• PKA: 11.45±0.70(Predicted)
• CAS DataBase Reference: Ginkgolide A(CAS DataBase Reference)
• NIST Chemistry Reference: Ginkgolide A(15291-75-5)
• EPA Substance Registry System: Ginkgolide A(15291-75-5)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: KC9943000
• F: 10
• Hazardous Substances Data: 15291-75-5(Hazardous Substances Data)

Usage

Description

Ginkgolide A is a crystalline solid belonging to the family of bioactive terpenes. It is a natural compound derived from the Ginkgo biloba tree and has been widely recognized for its various therapeutic properties.

Uses

Used in Pharmaceutical Industry:
Ginkgolide A is used as a cardiovascular and cerebrovascular disease treatment agent due to its ability to act as a specific platelet activating factor (PAF) antagonist. This property helps in preventing blood clot formation and improving blood flow, which is beneficial for patients suffering from these conditions.
Used in Antimicrobial Applications:
Ginkgolide A is used as an antibacterial agent, demonstrating effectiveness against certain bacterial strains. Its antimicrobial properties make it a potential candidate for the development of new antibiotics or as a supplement to existing treatments.
Used in Platelet-Activating Factor (PAF) Antagonism:
Ginkgolide A is used as a PAF antagonist, which plays a crucial role in various physiological processes, including inflammation and immune response. By blocking PAF, Ginkgolide A can help in reducing inflammation and improving overall health.

InChI:InChI=1/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17?,18?,19-,20?/m1/s1

Upstream product

• 15291-75-5 10-epi(+/-)ginkgolide A 
• 286015-36-9 (2R,3R,10R,14S)-2,3-dihydroxy-10-methoxymethoxyginkolide-15-acid methyl ester 
• 286015-34-7 3-acetoxy-2,3-epoxy-10-methoxymethoxy-14,15,16-trinorginkgolide 
• 193689-83-7 3-Acetoxy-2,3-didehydro-10-methoxymethoxy-14,15,16-trinorginkgolide 
• 190850-33-0 10-Methoxymethoxy-3-oxo-14,15,16-trinorginkgolide 
• 286015-38-1 (2R,3R,10R,14S)-2-mesyl-3-hydroxy-10-methoxymethoxyginkolide-15-acid methyl ester 
• 119483-78-2 C₂₄H₂₆N₂O₈S 
• 112574-07-9 C₂₀H₂₄O₈ 
• 119483-79-3 C₂₀H₂₄O₇ 
• 15291-77-7 (+/-)-ginkgolide 
• 119483-81-7 C₃₀H₃₄O₁₁S₂ 
• 119460-50-3 C₂₂H₂₈O₁₁ 
• 119460-51-4 C₂₂H₂₈O₁₀ 

Downstream Products

• 15291-75-5 ginkgolide A 
• 148637-23-4 (10R)-3,14-didehydro-10-hydroxy-ginkgolide 
• 38741-05-8 10-O-acetyl-ginkgolide A 

Related news

Ginkgolide A (cas 15291-75-5) ameliorates non-alcoholic fatty liver diseases on high fat diet mice08/10/2019

Non-alcoholic fatty liver disease (NAFLD) is one of the most common diseases worldwide and has continuously increased. NAFLD refers to a spectrum of diseases ranging from fatty liver to steatohepatitis, cirrhosis, and even to hepatocyte carcinoma. Excessive fatty acid enters the cell and the mit...detailed

Characterizations of the hydrolyzed products of Ginkgolide A (cas 15291-75-5) and ginkgolide B by liquid chromatography coupled with mass spectrometry08/05/2019

Ginkgolides are diterpenoid trilactones responsible for the neuromodulatory properties of Ginkgo biloba extracts. They are to be hydrolyzed in aqueous solutions as mixed carboxylate forms potentially including three monocarboxylates, three dicarboxylates and one tricarboxylate. Characterizations...detailed

Relevant articles and documents

Chemistry of the ginkgolides. Part 10: Access to 14C-labelled ginkgolide A

In four reaction steps, ginkgolide A (1) was synthesized from the enol- acetate 3, which is available in six steps from 1. The key step was the react on of the α-epoxy-acetate 4 with the lithium enolate of methyl propionate to give the compounds 5 and 6. 14C-Labelled ginkgolide A, which is of interest for pharmacological studies, can be synthesized using the 14C-labelled methyl propionate. (C) 2000 Elsevier Science Ltd.