2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid
Ginkgolic Acid C17:1
CAS: 111047-30-4
Molecular Formula: C24H38O3
2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid - Names and Identifiers
| Name | Ginkgolic Acid C17:1 |
| Synonyms | 6-[10-(Z)-Heptadecenyl]salicylic acid (8E)-1-heptyldec-8-en-1-yl 2-hydroxybenzoate (Z)-2-(Heptadec-10-en-1-yl)-6-hydroxybenzoic acid Benzoic acid,2-(10Z)-10-heptadecen-1-yl-6-hydroxy- 2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid 2-[(10Z)-heptadec-10-en-1-yl]-6-hydroxybenzoic acid 6-[(10Z)-Heptadecenyl]salicylic acid, Ginkgolic acid II 6-[(10Z)-Heptadecenyl]salicylic acid, Ginkgolic acid II |
| CAS | 111047-30-4 |
| InChI | InChI=1/C24H38O3/c1-3-5-7-9-10-12-14-18-21(17-13-11-8-6-4-2)27-24(26)22-19-15-16-20-23(22)25/h3,5,15-16,19-21,25H,4,6-14,17-18H2,1-2H3/b5-3+ |
| InChIKey | MBYNDKVOZOAOIS-FPLPWBNLSA-N |
2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid - Physico-chemical Properties
| Molecular Formula | C24H38O3 |
| Molar Mass | 374.56 |
| Density | 1.000 |
| Melting Point | 90～92℃ |
| Boling Point | 499.1±33.0 °C(Predicted) |
| Flash Point | 177.3°C |
| Vapor Presure | 1.28E-09mmHg at 25°C |
| Appearance | Powder |
| pKa | 3.08±0.30(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
| Sensitive | Sensitive to light and air |
| Refractive Index | 1.506 |
| MDL | MFCD09752804 |
| Physical and Chemical Properties | White-like crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Ginkgo biloba. |
2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid - Reference
| Reference Show more | 1. Ma Hui, Li Bohan, Zhu Meilin, et al. Study on Extraction of Ginkgo Acid from Ginkgo biloba Extract by Alkali Extraction and Acid Deposition [J]. Journal of Bengbu Medical College, 2019, 044(009):1264-1267. 2. Yi Zhong, Shufang Wang, Bingjie Zhu, Ruoliu Wang, Yiyu Cheng,A strategy for identifying effective and risk compounds of botanical with LC-QTOF-MS and network analysis: A case study of Ginkgo biloba preparation,Journal of Pharmaceutical and Biomedic 3. [IF = 3.935] Yi Zhong et al."A strategy for identifying effective and risk compounds of botanical drugs with LC-QTOF-MS and network analysis: A case study of Ginkgo biloba preparation." J Pharmaceut Biomed. 2021 Jan;193:113759 |
2-Hydroxy-6-[(10Z)-octadec-10-en-1-yl]benzoic acid - Reference Information
| Introduction | ginkgolic acids are a class of salicylic acid derivatives with 13 to 19 carbon atoms in the side chain at the 6-position of the benzene ring, the number of side chain double bonds is 0 to 3. Among them, ginkgolic acids (C15:1,GAAz) and (C17:1,GAs) are the main chemical components, accounting for about 80% of the total amount of ginkgolic acids. Ginkgolic acid (C17:1) is considered to be the main cause of adverse reactions of ginkgo preparations, which can cause cytotoxicity, sensitization, mutagenicity, carcinogenesis, hepatotoxicity and nephrotoxicity. |
| function | with the in-depth study found that ginkgolic acid (C17:1) also has a wide range of pharmacological activities, including antibacterial, anti-inflammatory, anti-allergic, insecticidal and other effects, in vitro and in vivo on a variety of tumor cells showed different degrees of growth inhibition, HIV Virus also has a good inhibitory effect. |
| pharmacokinetics | pharmacokinetic studies showed that GA(C17:1) was rapidly absorbed and the bioavailability was 19.5%,GA(C17:1) is widely distributed in rats, with high concentration in liver and kidney, and it is difficult to penetrate the blood brain barrier. Fecal excretion is the main way of excretion. Two metabolites of GA(C17:1) were identified in feces. |
| Chemical properties | white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Ginkgo biloba. |
| Use | for content determination/identification/pharmacological experiments. standard for analysis of herbal products. |
Last Update：2024-04-09 15:16:40
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Mobile: 86+15671228036
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