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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

Supplier Sponsors

CAS Number: 15291-76-6Picture of molecule3D/inchi
FDA UNII: 32ZQ957R4A
MDL:MFCD02094178
XlogP3-AA:-1.40 (est)
Molecular Weight:440.40248000
Formula:C20 H24 O11
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Ginkgolide C 98%
BOC Sciences
For experimental / research use only.
Ginkgolide C >98%
Odor: characteristic
Use: Ginkgolide C, extracted from the Ginkgo biloba leaves, a traditional Chinese medicine, significantly increases the formation of cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP),
ExtraSynthese
For experimental / research use only.
Ginkgolide C (HPLC) ≥98%
Nacalai USA
For experimental / research use only.
Ginkgolide C
Santa Cruz Biotechnology
For experimental / research use only.
Ginkgolide C
Sigma-Aldrich
For experimental / research use only.
Ginkgolide C
analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for ginkgolide C usage levels up to:
 not for fragrance use.
 
Recommendation for ginkgolide C flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :161120
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0015291766
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):161120
Pubchem (sid):135116848
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C07603
HMDB (The Human Metabolome Database):HMDB36860
FooDB:FDB015814
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 ginkgo biloba
Search Trop Picture
 
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
 

Articles:

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.
 
Notes:
ginkolide; inactive to paf receptor. Bitter principle from Ginkgo biloba (ginkgo)
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