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Ginkgolide a

CAS No.:
15291-75-5
Catalog Number:
AG003839
Molecular Formula:
C20H24O9
Molecular Weight:
408.3992
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Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%(HPLC)powder
In Stock USA
United States
$96
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25mg
99%(HPLC)powder
In Stock USA
United States
$154
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100mg
99%(HPLC)powder
In Stock USA
United States
$335
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Product Description
Catalog Number:
AG003839
Chemical Name:
Ginkgolide a
CAS Number:
15291-75-5
Molecular Formula:
C20H24O9
Molecular Weight:
408.3992
MDL Number:
MFCD07437829
IUPAC Name:
8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
InChI:
InChI=1S/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
InChI Key:
FPUXKXIZEIDQKW-UHFFFAOYSA-N
SMILES:
O=C1OC2C(C1C)(O)C13C4(C2)C(OC3=O)CC(C24C(O1)OC(=O)C2O)C(C)(C)C
EC Number:
604-873-4
NSC Number:
603665
Properties
Complexity:
893  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
408.142g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
408.403g/mol
Monoisotopic Mass:
408.142g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
129A^2
Undefined Atom Stereocenter Count:
10  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.6  
Literature
Title Journal
Effects of ginkgolide A on okadaic acid-induced tau hyperphosphorylation and the PI3K-Akt signaling pathway in N2a cells. Planta medica 20120801
Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba. Magnetic resonance in chemistry : MRC 20120801
Human pregnane X receptor agonism by Ginkgo biloba extract: assessment of the role of individual ginkgolides. The Journal of pharmacology and experimental therapeutics 20101201
Pharmacokinetics of bilobalide, ginkgolide A and B after administration of three different Ginkgo biloba L. preparations in humans. Phytotherapy research : PTR 20100301
Chemical constituents of the bark of Machilus wangchiana and their biological activities. Journal of natural products 20091201
Induction of cytochrome P450s by terpene trilactones and flavonoids of the Ginkgo biloba extract EGb 761 in rats. Xenobiotica; the fate of foreign compounds in biological systems 20080501
[Optimized preparation of ginkgolides A and B long-circulating solid lipid nanoparticles by central composite design and response surface method]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20080501
Spectroscopic investigation of Ginkgo biloba terpene trilactones and their interaction with amyloid peptide Abeta(25-35). Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080401
Simultaneous determination of ginkgolides A, B, C and bilobalide in plasma by LC-MS/MS and its application to the pharmacokinetic study of Ginkgo biloba extract in rats. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080315
Induction of cyp3a in primary cultures of human hepatocytes by ginkgolides a and B. Clinical and experimental pharmacology & physiology 20070701
Ginkgo biloba and ovarian cancer prevention: epidemiological and biological evidence. Cancer letters 20070618
Interference by leptin with Helicobacter pylori lipopolysaccharide-induced cytosolic phospholipase A2 activation in gastric mucosal cells. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20070301
Single-laboratory validation for the determination of terpene lactones in Ginkgo biloba dietary supplement crude materials and finished products by high-performance liquid chromatography with evaporative light-scattering detection. Journal of AOAC International 20070101
Validation of capillary gas chromatographic method for determination of bilobalide and ginkgolides A, B, C in Ginkgo biloba dry and liquid extracts. Acta poloniae pharmaceutica 20070101
Ginkgolide A contributes to the potentiation of acetaminophen toxicity by Ginkgo biloba extract in primary cultures of rat hepatocytes. Toxicology and applied pharmacology 20061201
Cytosolic phospholipase A2 activation in Helicobacter pylori lipopolysaccharide-induced interference with gastric mucin synthesis. IUBMB life 20060401
LC-MS characterization of terpene lactones in plasma of experimental animals treated with Ginkgo biloba extracts Correlation with pharmacological activity. Journal of pharmaceutical and biomedical analysis 20060224
Distinct role of bilobalide and ginkgolide A in the modulation of rat CYP2B1 and CYP3A23 gene expression by Ginkgo biloba extract in cultured hepatocytes. Drug metabolism and disposition: the biological fate of chemicals 20060201
[Quantitative determination of ginkgolides by liquid chromatography-electrospray mass spectrometry]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20051201
Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts. Phytochemistry 20041101
A method for extraction and quantification of Ginkgo terpene trilactones. Analytical chemistry 20040801
Microglial calcium responses to platelet-activating factor are inhibited by analogue CAS 99103-16-9 and dihydropyridine PCA 4248 but not by ginkgolide A. Basic & clinical pharmacology & toxicology 20040801
Effect of ginkgolides on beta-amyloid-suppressed acetylocholine release from rat hippocampal slices. Phytotherapy research : PTR 20040701
Ginkgolides, diterpene trilactones of Ginkgo biloba, as antagonists at recombinant alpha1beta2gamma2L GABAA receptors. European journal of pharmacology 20040628
Determination of ginkgolide A, B, and bilobalide in biloba L. extracts by microdialysis-HPLC. Analytical and bioanalytical chemistry 20040601
Determination of specific receptor sites for platelet activating factor in bovine neutrophils. American journal of veterinary research 20040501
A new geranylgeranyl diphosphate synthase gene from Ginkgo biloba, which intermediates the biosynthesis of the key precursor for ginkgolides. DNA sequence : the journal of DNA sequencing and mapping 20040401
Platelet-activating factor mediates Porphyromonas gingivalis lipopolysaccharide interference with salivary mucin synthesis via phosphatidylinositol 3-kinase-dependent constitutive nitric-oxide synthase activation. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20040301
Platelet-activating factor mediates Helicobacter pylori lipopolysaccharide interference with gastric mucin synthesis. IUBMB life 20040101
An anxiolytic-like effect of Ginkgo biloba extract and its constituent, ginkgolide-A, in mice. Journal of natural products 20031001
Homocysteine stimulates inducible nitric oxide synthase expression in macrophages: antagonizing effect of ginkgolides and bilobalide. Molecular and cellular biochemistry 20030101
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