ginkgolic acid 15:1
6-(8Z-pentadecenyl)salicylic acid
 
Notes:
Constit. of Ginkgo biloba (ginkgo) and minor constit. of cashew nut shell
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      Product(s):
      22910-60-7 Ginkgolic Acid (C15:1) >98%
      Ginkgolic Acid is a natural compound with suspected cytotoxic, allergenic, mutagenic and carcinogenic properties.
       
       
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CAS Number: 22910-60-7Picture of molecule3D/inchi
Nikkaji Web: J15.322B
MDL: MFCD03093717
XlogP3-AA: 8.50 (est)
Molecular Weight: 346.51058000
Formula: C22 H34 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 492.00 to  493.00 °C. @ 760.00 mm Hg (est)
Flash Point: 510.00 °F. TCC ( 265.50 °C. ) (est)
logP (o/w): 9.269 (est)
Soluble in:
 water, 0.0009282 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Ginkgolic acid 15:1 98%
BOC Sciences
For experimental / research use only.
Ginkgolic Acid (C15:1) >98%
Odor: characteristic
Use: Ginkgolic Acid is a natural compound with suspected cytotoxic, allergenic, mutagenic and carcinogenic properties.
Coompo
For experimental / research use only.
Ginkgolic Acid C15:1 from Plants ≥98%
Odor: characteristic
Use: Possesses antitubercular activity.
EMD Millipore
For experimental / research use only.
Ginkgolic Acid (15:1)
Nacalai USA
For experimental / research use only.
Ginkgolic Acid 15:1
Santa Cruz Biotechnology
For experimental / research use only.
Ginkgolic acid C15:1 ≥98%
Sigma-Aldrich
For experimental / research use only.
Ginkgolic acid C15:1
analytical standard
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Safety Information:
Preferred SDS: View
 
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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for ginkgolic acid 15:1 usage levels up to:
 not for fragrance use.
 
Recommendation for ginkgolic acid 15:1 flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5281858
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid
Chemidplus: 0022910607
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References:
 2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281858
Pubchem (sid): 135116860
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C10794
HMDB (The Human Metabolome Database): HMDB33897
FooDB: FDB012092
MedlinePlusSupp: View
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 bupleurum scorzonerifolium
Search Trop  Picture
 cashew
Search Trop  Picture
 coix lacryma-jobi seed
Search Trop  Picture
 ginkgo biloba
Search Trop  Picture
 persoonia elliptica
Search Trop  Picture
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Synonyms:
 benzoic acid, 2-hydroxy-6-(8-pentadecenyl)-, (Z)-
 ginkgolic acid C15:1
 ginkgolic acid I
(Z)-2-hydroxy-6-(8-pentadecenyl) benzoic acid
(Z)-2-hydroxy-6-(8-pentadecenyl)benzoic acid
2-hydroxy-6-[(8Z)-pentadec-8-en-1-yl]benzoic acid
2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid
6-[8(Z)-pentadecatrienyl]salicylic acid
6-(8Z-pentadecenyl)salicylic acid
 romanicardic acid
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Articles:
PubMed: Ginkgo biloba extracts: a review of the pharmacokinetics of the active ingredients.
PubMed: Novel chemical synthesis of ginkgolic acid (13:0) and evaluation of its tyrosinase inhibitory activity.
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: Interaction of Natural Dietary and Herbal Anionic Compounds and Flavonoids with Human Organic Anion Transporters 1 (SLC22A6), 3 (SLC22A8), and 4 (SLC22A11).
PubMed: Two new nonacosanetriols from Ginkgo biloba sarcotesta.
PubMed: [Advance in study of ginkgolic acid contained in Ginkgo biloba preparations].
PubMed: Inhibition of fatty acid synthase by ginkgolic acids from the leaves of Ginkgo biloba and their cytotoxic activity.
PubMed: Efficacy of ginkgolic acids against Cryptosporidium andersoni in cell culture.
PubMed: [Studies on dynamic change of total ginkgolic acids in Ginkgo biloba leaves of different aged trees and different collecting seasons].
PubMed: [Determination of ginkgolic acids in Ginkgo biloba leaves by gas chromatography with on-line pyrolytic methylation].
PubMed: Multifaceted therapeutic benefits of Ginkgo biloba L.: chemistry, efficacy, safety, and uses.
PubMed: [Study on molluscicidal effect of the extracts from sarcotesta of Ginkgo biloba].
PubMed: [Study on anti-bacterium activity of ginkgolic acids and their momomers].
PubMed: [Isolation and HPLC analysis of ginkgolic acid].
PubMed: [Studies on supercritical CO2 fluid extraction for ginkgolic acids in the epicarp of Ginkgo biloba].
PubMed: A simple HPLC-UV method for the assay of ginkgolic acids in Ginkgo biloba extracts.
PubMed: Anxiolytic activity of ginkgolic acid conjugates from Indian Ginkgo biloba.
PubMed: Chemistry and biology of alkylphenols from Ginkgo biloba L.
PubMed: Thermal stability of ginkgolic acids from Ginkgo biloba and the effects of ginkgol C17:1 on the apoptosis and migration of SMMC7721 cells.
PubMed: Non-specific SIRT inhibition as a mechanism for the cytotoxicity of ginkgolic acids and urushiols.
PubMed: SUMOylation determines turnover and localization of nephrin at the plasma membrane.
PubMed: Efficient purification of ginkgolic acids from Ginkgo biloba leaves by selective adsorption on Fe3O4 magnetic nanoparticles.
PubMed: Ginkgolic acids and Ginkgo biloba extract inhibit Escherichia coli O157:H7 and Staphylococcus aureus biofilm formation.
PubMed: Spectomycin B1 as a novel SUMOylation inhibitor that directly binds to SUMO E2.
PubMed: Direct observation of bulk and surface chemical morphologies of Ginkgo biloba leaves by Fourier transform mid- and near-infrared microspectroscopic imaging.
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: Interaction of Natural Dietary and Herbal Anionic Compounds and Flavonoids with Human Organic Anion Transporters 1 (SLC22A6), 3 (SLC22A8), and 4 (SLC22A11).
PubMed: Activation of a retinoic acid receptor pathway by thiazolidinediones induces production of vascular endothelial growth factor/vascular permeability factor in OP9 adipocytes.
PubMed: Simultaneous quantification of flavonol glycosides, terpene lactones, biflavones, proanthocyanidins, and ginkgolic acids in Ginkgo biloba leaves from fruit cultivars by ultrahigh-performance liquid chromatography coupled with triple quadrupole mass spectrometry.
PubMed: Two new nonacosanetriols from Ginkgo biloba sarcotesta.
PubMed: Inhibition of fatty acid synthase by ginkgolic acids from the leaves of Ginkgo biloba and their cytotoxic activity.
PubMed: Efficacy of ginkgolic acids against Cryptosporidium andersoni in cell culture.
PubMed: Antitumor effects of ginkgolic acid in human cancer cell occur via cell cycle arrest and decrease the Bcl-2/Bax ratio to induce apoptosis.
PubMed: Development of high performance liquid chromatography/electrospray ionization mass spectrometry for assay of ginkgolic acid (15:1) in rat plasma and its application to pharmacokinetics study.
PubMed: Production of gamma-linolenic acid in Pichia pastoris by Expression of a delta-6 desaturase gene from Cunninghamella echinulata.
PubMed: [Studies on dynamic change of total ginkgolic acids in Ginkgo biloba leaves of different aged trees and different collecting seasons].
PubMed: Structural elucidation of metabolites of ginkgolic acid in rat liver microsomes by ultra-performance liquid chromatography/electrospray ionization tandem mass spectrometry and hydrogen/deuterium exchange.
PubMed: [Determination of ginkgolic acids in Ginkgo biloba leaves by gas chromatography with on-line pyrolytic methylation].
PubMed: Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate.
PubMed: Multifaceted therapeutic benefits of Ginkgo biloba L.: chemistry, efficacy, safety, and uses.
PubMed: Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals.
PubMed: [Study on molluscicidal effect of the extracts from sarcotesta of Ginkgo biloba].
PubMed: Acaricidal activity against Panonychus citri of a ginkgolic acid from the external seed coat of Ginkgo biloba.
PubMed: [Studies on the quality standard of "Lü Kang Yin Xing Ye Pian"].
PubMed: Detection of fortification of ginkgo products using nanoelectrospray ionization mass spectrometry.
PubMed: [Study on anti-bacterium activity of ginkgolic acids and their momomers].
PubMed: Quantitative analysis of ginkgolic acids from Ginkgo leaves and products using 1H-NMR.
PubMed: Enzymatic formation of long-chain polyketide pyrones by plant type III polyketide synthases.
PubMed: [Study on antitumor activities of ginkgolic acids from Ginkgo sarcotestas in vitro].
PubMed: Production of monoclonal antibody against ginkgolic acids in Ginkgo biloba Linn.
PubMed: [Determination of ginkgolic acids in Ginkgo biloba extract and its preparations by high performance liquid chromatography].
PubMed: [Studies on supercritical CO2 fluid extraction for ginkgolic acids in the epicarp of Ginkgo biloba].
PubMed: A simple HPLC-UV method for the assay of ginkgolic acids in Ginkgo biloba extracts.
PubMed: [Separation and quantitative analysis of ginkgolic acids from Ginkgo biloba leaves by reverse phase argentation high performance liquid chromatography].
PubMed: Determination of ginkgolic acids from Ginkgo biloba leaves by reversed-phase argentation high performance liquid chromatography.
PubMed: [Study on the antibacterial activity of ginkgolic acids].
PubMed: In vitro evaluation of the cytotoxic potential of alkylphenols from Ginkgo biloba L.
PubMed: Pharmaceutical quality of different Ginkgo biloba brands.
PubMed: Reversed-phase argentation high-performance liquid chromatography in phytochemical analysis of ginkgolic acids in leaves from Ginkgo biloba L.
PubMed: Ginkgolic acids induce neuronal death and activate protein phosphatase type-2C.
PubMed: Preparative isolation and dual column high-performance liquid chromatography of ginkgolic acids from Ginkgo biloba.
PubMed: Evidence for toxic effects of alkylphenols from Ginkgo biloba in the hen's egg test (HET).
PubMed: Induction of DNA strand-breaks in primary rat hepatocytes by ginkgolic acids.
PubMed: Determination of trace amounts of ginkgolic acids in Ginkgo biloba L. leaf extracts and phytopharmaceuticals by liquid chromatography-electrospray mass spectrometry.
PubMed: High-performance liquid chromatography-electrospray ionization-mass spectrometry study of ginkgolic acid in the leaves and fruits of the ginkgo tree (Ginkgo biloba).
PubMed: Cytotoxicity of alkylphenols from Ginkgo biloba.
PubMed: Chemistry and biology of alkylphenols from Ginkgo biloba L.
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