ginkgolic acid 15:1
6-(8Z-pentadecenyl)salicylic acid
Identification
| Name | ginkgolic acid 15:1 |
| IUPAC | 2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid |
| CAS Number | 22910-60-7 |
| FDA UNII | Search |
| Molecular Formula | C22 H34 O3 |
| Molecular Weight | 346.51058000 |
| MDL Number | MFCD03093717 |
| Nikkaji Number | J15.322B |
Regulatory
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) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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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Potential Uses
Natural Occurrence
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
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.