ginkgolide C

6,9,12,17-tetrahydroxy-16-methyl-8-(2-methyl-2-propanyl)-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione

CAS: 15291-76-6 C20 H24 O11 MW: 440.40248000

Identification

Nameginkgolide C
CAS Number15291-76-6
FDA UNII32ZQ957R4A
Molecular FormulaC20 H24 O11
Molecular Weight440.40248000
MDL NumberMFCD02094178

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 813.76 °C. @ 760.00 mm Hg (est)
Flash Point 556.00 °F. TCC ( 291.40 °C. ) (est)
logP (o/w) 1.719 (est)
Soluble in water, 2.331e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for ginkgolide C usage levels up tonot for fragrance use.
Recommendation for ginkgolide C flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

ginkgo biloba

Synonyms

6,9,12,17- tetrahydroxy-16-methyl-8-(2-methyl-2-propanyl)-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione PubMed: Transport of ginkgolides with different lipophilicities based on an hCMEC/D3 cell monolayer as a blood-brain barrier cell model. PubMed: Interactions of pharmacokinetic profile of different parts from Ginkgo biloba extract in rats. PubMed: UPLC-PDA-TOF/MS coupled with multivariate statistical analysis to rapidly analyze and evaluate Ginkgo biloba leaves from different origin. PubMed: Toxicology and carcinogenesis studies of Ginkgo biloba extract (CAS No. 90045-36-6) in F344/N rats and B6C3F1/N mice (Gavage studies). PubMed: Evaluation of Ginkgo biloba extract as an activator of human glucocorticoid receptor. PubMed: Two new nonacosanetriols from Ginkgo biloba sarcotesta. PubMed: Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba. PubMed: Selective agonism of human pregnane X receptor by individual ginkgolides. PubMed: Isoform-selective activation of human constitutive androstane receptor by Ginkgo biloba extract: functional analysis of the SV23, SV24, and SV25 splice variants. PubMed: Human pregnane X receptor agonism by Ginkgo biloba extract: assessment of the role of individual ginkgolides. PubMed: Optimization of extraction technique and validation of developed RP-HPLC-ELSD method for determination of terpene trilactones in Ginkgo biloba leaves. PubMed: Column liquid chromatography/electrospray ionization-time of flight-mass spectrometry and ultraperformance column liquid chromatography/mass spectrometry methods for the determination of ginkgolides and bilobalide in the leaves of Ginkgo biloba and dietary supplements. PubMed: Validation of capillary gas chromatographic method for determination of bilobalide and ginkgolides A, B, C in Ginkgo biloba dry and liquid extracts. PubMed: 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. PubMed: Effect of Ginkgo biloba extract on oxidative metabolism of valproic acid in hepatic microsomes from donors with the CYP2C9*1/*1 genotype. PubMed: Ginkgolide C inhibits platelet aggregation in cAMP- and cGMP-dependent manner by activating MMP-9. PubMed: Restoration of impaired phosphorylation of cyclic AMP response element-binding protein (CREB) by EGb 761 and its constituents in Abeta-expressing neuroblastoma cells. PubMed: Spectroscopic investigation of Ginkgo biloba terpene trilactones and their interaction with amyloid peptide Abeta(25-35). PubMed: 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. PubMed: Ginkgolide A contributes to the potentiation of acetaminophen toxicity by Ginkgo biloba extract in primary cultures of rat hepatocytes. PubMed: Ginkgo biloba leaf extract reverses amyloid beta-peptide-induced isoprostane production in rat brain in vitro. PubMed: [Quantitative determination of ginkgolides by liquid chromatography-electrospray mass spectrometry]. PubMed: LC-MS characterization of terpene lactones in plasma of experimental animals treated with Ginkgo biloba extracts Correlation with pharmacological activity. PubMed: Distinct role of bilobalide and ginkgolide A in the modulation of rat CYP2B1 and CYP3A23 gene expression by Ginkgo biloba extract in cultured hepatocytes. PubMed: [Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts]. PubMed: Comparative Electropharmacological Actions of Some Constituents from Ginkgo biloba Extract in Guinea-pig Ventricular Cardiomyocytes. PubMed: Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts. PubMed: Preparation of a tritiated ginkgolide. PubMed: A method for extraction and quantification of Ginkgo terpene trilactones. PubMed: Ginkgolides, diterpene trilactones of Ginkgo biloba, as antagonists at recombinant alpha1beta2gamma2L GABAA receptors. PubMed: [Determination of GA, GB and GC in total lactone of ginkgo (TLG) raw material]. PubMed: Effect of Ginkgo biloba extract on rat hepatic microsomal CYP1A activity: role of ginkgolides, bilobalide, and flavonols. PubMed: Ginkgolides and glycine receptors: a structure-activity relationship study. PubMed: An anxiolytic-like effect of Ginkgo biloba extract and its constituent, ginkgolide-A, in mice. PubMed: [Analysis and structure identification of trace constituent in the total ginkgolide by using LC/DAD/ESI/MS]. PubMed: Quantitative analysis of bilobalide and ginkgolides from Ginkgo biloba leaves and Ginkgo products using (1)H-NMR. PubMed: Preparation of 7-substituted ginkgolide derivatives: potent platelet activating factor (PAF) receptor antagonists. PubMed: Rapid analysis of terpene lactones in extract of Ginkgo biloba L. by high performance liquid chromatography. PubMed: Identification and the retention index of bilobalide and ginkgolides using capillary gas chromatography. PubMed: Anti-apoptotic properties of Ginkgo biloba extract EGb 761 in differentiated PC12 cells. PubMed: Ginkgolide derivatives for photolabeling studies: preparation and pharmacological evaluation. PubMed: Simultaneous determination of terpene lactones and flavonoid aglycones in Ginkgo biloba by high-performance liquid chromatography with evaporative light scattering detection. PubMed: Ginkgolides: selective acetylations, translactonization, and biological evaluation. PubMed: Effects of extract of Ginkgo biloba leaves and its constituents on carcinogen-metabolizing enzyme activities and glutathione levels in mouse liver. PubMed: Three ginkgolide hydrates from Ginkgo biloba L.: ginkgolide A monohydrate, ginkgolide C sesquihydrate and ginkgolide J dihydrate, all determined at 120 K. PubMed: Liquid chromatography/electrospray mass spectrometry of bioactive terpenoids in Ginkgo biloba L. PubMed: Inhibitory effect of the leaf extract of Ginkgo biloba L. on oxidative stress-induced platelet aggregation. PubMed: Ginkgo biloba. PubMed: Antioxidative activity of ginkgolides against superoxide in an aprotic environment. PubMed: [Assay of terpenes in the leaves of Ginkgo biloba extract and its preparations by in situ fluorometric TLC]. PubMed: [Chemical constituents of the leaves of Ginkgo biloba]. PubMed: Ontogenic Aspects of Ginkgolide Production in Ginkgo biloba. PubMed: Effects of PAF antagonists on renal vascular escape and tachyphylaxis in perfused rabbit kidney. PubMed: [Evaluation of extracts of Ginkgo biloba and its constituents on the fibrillogenesis and on the stability of collagen fibrils in vitro]. PubMed: [The antiphlogistic effect of the ginkgolide BN 52 021 in the chemically burned rabbit eye]. PubMed: [Platelet-activating factor (PAF) antagonists]. PubMed: Lipophilicity force field profile: an expressive visualization of the lipophilicity molecular potential gradient. PubMed: Ginkgolides and platelet-activating factor binding sites. PubMed: PAF-receptor. 1. 'Cache-oreilles' effect of selected high-potency platelet-activating factor (PAF) antagonists. PubMed: Comparison of three paf-acether receptor antagonist ginkgolides.