Ginkgolid A (BioDeep_00000895864)
Main id: BioDeep_00000230149
PANOMIX_OTCML-2023
代谢物信息卡片
(1R,3R,8S,10R,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
化学式: C20H24O9 (408.142)
中文名称: 银杏内酯 A
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C123C[C@@]4([H])[C@](O)([C@]([H])(C)C(O4)=O)[C@]41C(O[C@]2([H])C[C@@]([H])(C(C)(C)C)C13[C@@H](O)C(O[C@H]1O4)=O)=O
InChI: InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17?,18?,19-,20-/m1/s1
描述信息
Ginkgolide A (BN-52020) is an extract from in Ginkgo biloba and a g-aminobutyric acid (GABA) antagonist.
Ginkgolide A (BN-52020) is an extract from in Ginkgo biloba and a g-aminobutyric acid (GABA) antagonist.
Ginkgolide A (BN-52020) is an extract from in Ginkgo biloba and a g-aminobutyric acid (GABA) antagonist.
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:5355
- KEGG: C07601
- PubChem: 21725806
- PubChem: 441293
- ChEMBL: CHEMBL2112174
- LipidMAPS: LMPR0104540001
- CAS: 15291-75-5
- ChEBI: CHEBI:181554
- PubChem: 9803
- KNApSAcK: C00003429
- 3DMET: B05250
- NIKKAJI: J37.103C
- medchemexpress: HY-B0355
- KNApSAcK: 181554
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Chun-Yan Yin, Yuan-Pei Lian, Jian-Da Xu, Chan-Ming Liu, Jia-Li Cai, Li Zhu, Di-Jun Wang, Li-Bo Luo, Xiao-Jing Yan. Study on network pharmacology of Ginkgo biloba extract against ischaemic stroke mechanism and establishment of UPLC-MS/MS methods for simultaneous determination of 19 main active components.
Phytochemical analysis : PCA.
2023 Sep; ?(?):. doi:
10.1002/pca.3286. [PMID: 37758241] - Martin Hébert, Gabriel Bellavance, Louis Barriault. Total Synthesis of Ginkgolide C and Formal Syntheses of Ginkgolides A and B.
Journal of the American Chemical Society.
2022 10; 144(39):17792-17796. doi:
10.1021/jacs.2c08351. [PMID: 36150149] - Zhonglin Liu, Yan Yang. Ginkgolide A Participates in LPS-Induced PMVEC Injury by Regulating miR-224 and Inhibiting p21 in a Targeted Manner.
Contrast media & molecular imaging.
2022; 2022(?):6384334. doi:
10.1155/2022/6384334. [PMID: 36134118] - Jianzhong Li, Jian Chen, Yucheng Yang, Rui Ding, Meili Wang, Zhenhua Gu. Ginkgolide A attenuates sepsis-associated kidney damage via upregulating microRNA-25 with NADPH oxidase 4 as the target.
International immunopharmacology.
2021 Jun; 95(?):107514. doi:
10.1016/j.intimp.2021.107514. [PMID: 33677255] - Chandan Sarkar, Cristina Quispe, Sarmin Jamaddar, Rajib Hossain, Pranta Ray, Milon Mondal, Zeinab Abdulwanis Mohamed, Mohammed Sani Jaafaru, Bahare Salehi, Muhammad Torequl Islam, Ahmad Faizal Abdull Razis, Miquel Martorell, Edgar Pastene-Navarrete, Javad Sharifi-Rad. Therapeutic promises of ginkgolide A: A literature-based review.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2020 Dec; 132(?):110908. doi:
10.1016/j.biopha.2020.110908. [PMID: 33254431] - Yu Wang, Yan-Jiao Chen, Cheng Xiang, Guang-Wei Jiang, Yu-Dong Xu, Lei-Miao Yin, Dong-Dong Zhou, Yan-Yan Liu, Yong-Qing Yang. Discovery of potential asthma targets based on the clinical efficacy of Traditional Chinese Medicine formulas.
Journal of ethnopharmacology.
2020 Apr; 252(?):112635. doi:
10.1016/j.jep.2020.112635. [PMID: 32004629] - Sundhar Mohandas, Balasubramaniyan Vairappan. Pregnane X receptor activation by its natural ligand Ginkgolide-A improves tight junction proteins expression and attenuates bacterial translocation in cirrhosis.
Chemico-biological interactions.
2020 Jan; 315(?):108891. doi:
10.1016/j.cbi.2019.108891. [PMID: 31697926] - Kazuko Iwamoto, Hirokazu Kawamoto, Fumiaki Takeshita, Shinichi Matsumura, Ikuto Ayaki, Tatsuya Moriyama, Nobuhiro Zaima. Mixing Ginkgo biloba Extract with Sesame Extract and Turmeric Oil Increases Bioavailability of Ginkgolide A in Mice Brain.
Journal of oleo science.
2019 Sep; 68(9):923-930. doi:
10.5650/jos.ess19135. [PMID: 31413248] - Li-Chen Kuo, Yan-Qing Song, Chien-An Yao, Irene H Cheng, Chiang-Ting Chien, Guan-Chiun Lee, Wen-Chin Yang, Yenshou Lin. Ginkgolide A Prevents the Amyloid-β-Induced Depolarization of Cortical Neurons.
Journal of agricultural and food chemistry.
2019 Jan; 67(1):81-89. doi:
10.1021/acs.jafc.8b04514. [PMID: 30541279] - Lixiang Aa, Fei Fei, Zhaoyi Tan, Jiye Aa, Guangji Wang, Changxiao Liu. The pharmacokinetics study of ginkgolide A, B and the effect of food on bioavailability after oral administration of ginkgolide extracts in beagle dogs.
Biomedical chromatography : BMC.
2018 Jun; 32(6):e4212. doi:
10.1002/bmc.4212. [PMID: 29516538] - Fang-Fang Xu, Yu-An Bi, Wen-Zhe Huang, Zhen-Zhong Wang, Wei Xiao. Applying risk management to analytical methods for the desorbing process of ginkgo diterpene lactone meglumine injection.
Chinese journal of natural medicines.
2018 May; 16(5):366-374. doi:
10.1016/s1875-5364(18)30069-4. [PMID: 29860998] - Shu-Yao Wang, Ji-Ye A, Fei Fei, Jian-Liang Geng, Ying Peng, Bing-Chen Ouyang, Pei Wang, Xiao-Liang Jin, Yu-Qing Zhao, Jian-Kun Wang, Ting Geng, Yan-Jing Li, Wen-Zhe Huang, Zhen-Zhong Wang, Wei Xiao, Guang-Ji Wang. Pharmacokinetics of the prototype and hydrolyzed carboxylic forms of ginkgolides A, B, and K administered as a ginkgo diterpene lactones meglumine injection in beagle dogs.
Chinese journal of natural medicines.
2017 Oct; 15(10):775-784. doi:
10.1016/s1875-5364(17)30109-7. [PMID: 29103463] - Hyeon-Soo Jeong, Kang-Hoon Kim, In-Seung Lee, Ji Young Park, Yumi Kim, Ki-Suk Kim, Hyeung-Jin Jang. Ginkgolide A ameliorates non-alcoholic fatty liver diseases on high fat diet mice.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2017 Apr; 88(?):625-634. doi:
10.1016/j.biopha.2017.01.114. [PMID: 28142119] - Shuyao Wang, Bingchen Ouyang, Jiye Aa, Jianliang Geng, Fei Fei, Pei Wang, Jiankun Wang, Ying Peng, Ting Geng, Yanjing Li, Wenzhe Huang, Zhenzhong Wang, Wei Xiao, Guangji Wang. Pharmacokinetics and tissue distribution of ginkgolide A, ginkgolide B, and ginkgolide K after intravenous infusion of ginkgo diterpene lactones in a rat model.
Journal of pharmaceutical and biomedical analysis.
2016 Jul; 126(?):109-16. doi:
10.1016/j.jpba.2016.04.035. [PMID: 27182682] - Xue-Jing Li, Kui Yang, Gang Du, Liang Xu, Ke Lan. Understanding the regioselective hydrolysis of ginkgolide B under physiological environment based on generation, detection, identification, and semi-quantification of the hydrolyzed products.
Analytical and bioanalytical chemistry.
2015 Oct; 407(26):7945-56. doi:
10.1007/s00216-015-8963-0. [PMID: 26302962] - Hai-hong Si, Ting Geng, Xiao-ping Sun, Jie Zhao, Jia Xue. [Absolute bioavailability of ginkgolide compounds in rats].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2015 Jul; 40(14):2882-6. doi:
NULL. [PMID: 26666044] - Wenping Wang, Qian Kang, Na Liu, Qing Zhang, Yewen Zhang, Hui Li, Bochen Zhao, Yanyan Chen, Yi Lan, Qiang Ma, Qing Wu. Enhanced dissolution rate and oral bioavailability of Ginkgo biloba extract by preparing solid dispersion via hot-melt extrusion.
Fitoterapia.
2015 Apr; 102(?):189-97. doi:
10.1016/j.fitote.2014.10.004. [PMID: 25446043] - Xiao-wen Zhou, Zheng Ma, Ting Geng, Zhen-zhong Wang, Gang Ding, Bi Yu-an, Wei Xiao. Evaluation of in vitro inhibition and induction of cytochrome P450 activities by hydrolyzed ginkgolides.
Journal of ethnopharmacology.
2014 Dec; 158 Pt A(?):132-9. doi:
10.1016/j.jep.2014.10.023. [PMID: 25456428] - Ping Huang, Liang Zhang, Chuan Chai, Xiao-Cui Qian, Wen Li, Jun-Song Li, Liu-Qing Di, Bao-Chang Cai. Effects of food and gender on the pharmacokinetics of ginkgolides A, B, C and bilobalide in rats after oral dosing with ginkgo terpene lactones extract.
Journal of pharmaceutical and biomedical analysis.
2014 Nov; 100(?):138-144. doi:
10.1016/j.jpba.2014.07.030. [PMID: 25165009] - Hui Zhao, Yuhong Wang, Fang Liu, Yan Wang, Xue Gu, Chao Yan. [Microfluidic evaporative light scattering detector coupled with capillary liquid chromatography and its application to Ginkgo biloba extract analysis].
Se pu = Chinese journal of chromatography.
2013 Aug; 31(8):795-9. doi:
10.3724/sp.j.1123.2012.12043. [PMID: 24369616] - Yan Chen, Cui Wang, Meili Hu, Jian Pan, Jianhua Chen, Peilu Duan, Tianlong Zhai, Jingna Ding, Cunji Xu. Effects of ginkgolide A on okadaic acid-induced tau hyperphosphorylation and the PI3K-Akt signaling pathway in N2a cells.
Planta medica.
2012 Aug; 78(12):1337-41. doi:
10.1055/s-0032-1314965. [PMID: 22700047] - Jian-Ming Lü, Shaoyu Yan, Saha Jamaluddin, Sarah M Weakley, Zhengdong Liang, Edward B Siwak, Qizhi Yao, Changyi Chen. Ginkgolic acid inhibits HIV protease activity and HIV infection in vitro.
Medical science monitor : international medical journal of experimental and clinical research.
2012 Aug; 18(8):BR293-298. doi:
10.12659/msm.883261. [PMID: 22847190] - Miaomiao Jin, Qingming Guo, Xiaoping Sun, Xuan Zhang, Yaozhong Lv, Wei Xiao. [Pharmacokinetics of ginkgolides sustained-release tablet].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2011 Apr; 36(8):1011-4. doi:
10.4268/cjcmm20110814. [PMID: 21809574] - Aik Jiang Lau, Guixiang Yang, Ganesh Rajaraman, Christie C Baucom, Thomas K H Chang. Human pregnane X receptor agonism by Ginkgo biloba extract: assessment of the role of individual ginkgolides.
The Journal of pharmacology and experimental therapeutics.
2010 Dec; 335(3):771-80. doi:
10.1124/jpet.110.172338. [PMID: 20739453] - Karin Woelkart, Elisabeth Feizlmayr, Peter Dittrich, Eckhard Beubler, Fritz Pinl, Andy Suter, Rudolf Bauer. Pharmacokinetics of bilobalide, ginkgolide A and B after administration of three different Ginkgo biloba L. preparations in humans.
Phytotherapy research : PTR.
2010 Mar; 24(3):445-50. doi:
10.1002/ptr.3074. [PMID: 20041430] - Wei Cheng, Chenggen Zhu, Wendong Xu, Xiaona Fan, Yongchun Yang, Yan Li, Xiaoguang Chen, Wenjie Wang, Jiangong Shi. Chemical constituents of the bark of Machilus wangchiana and their biological activities.
Journal of natural products.
2009 Dec; 72(12):2145-52. doi:
10.1021/np900504a. [PMID: 19916529] - Y Deng, H-C Bi, L-Z Zhao, F He, Y-Q Liu, J-J Yu, Z-M Ou, L Ding, X Chen, Z-Y Huang, M Huang, S-F Zhou. Induction of cytochrome P450s by terpene trilactones and flavonoids of the Ginkgo biloba extract EGb 761 in rats.
Xenobiotica; the fate of foreign compounds in biological systems.
2008 May; 38(5):465-81. doi:
10.1080/00498250701883233. [PMID: 18421621] - Min Liu, Jian-hai Chen, Fu-rong Dong, Yuan Liu. [Optimized preparation of ginkgolides A and B long-circulating solid lipid nanoparticles by central composite design and response surface method].
Nan fang yi ke da xue xue bao = Journal of Southern Medical University.
2008 May; 28(5):700-3. doi:
". [PMID: 18504183] - Jiashu Xie, Cungang Ding, Qinghua Ge, Zhen Zhou, Xiaojin Zhi. 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.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Mar; 864(1-2):87-94. doi:
10.1016/j.jchromb.2008.01.045. [PMID: 18295555] - Jan Krzek, Janusz S Czekaj, Włodzimierz Rzeszutko, Radosław J Ekiert. Validation of capillary gas chromatographic method for determination of bilobalide and ginkgolides A, B, C in Ginkgo biloba dry and liquid extracts.
Acta poloniae pharmaceutica.
2007 Jul; 64(4):303-10. doi:
. [PMID: 18536155] - Bin Ye, Margarita Aponte, Yan Dai, Lily Li, Ming-Chih D Ho, Allison Vitonis, Dale Edwards, Tai-Nang Huang, Daniel W Cramer. Ginkgo biloba and ovarian cancer prevention: epidemiological and biological evidence.
Cancer letters.
2007 Jun; 251(1):43-52. doi:
10.1016/j.canlet.2006.10.025. [PMID: 17194528] - Pierluigi Mauri, Antonella De Palma, Francesca Pozzi, Fabrizio Basilico, Antonella Riva, Paolo Morazzoni, Ezio Bombardelli, Giuseppe Rossoni. LC-MS characterization of terpene lactones in plasma of experimental animals treated with Ginkgo biloba extracts Correlation with pharmacological activity.
Journal of pharmaceutical and biomedical analysis.
2006 Feb; 40(3):763-8. doi:
10.1016/j.jpba.2005.10.048. [PMID: 16343838] - Thomas K H Chang, Jie Chen, Xiao Wei Teng. Distinct role of bilobalide and ginkgolide A in the modulation of rat CYP2B1 and CYP3A23 gene expression by Ginkgo biloba extract in cultured hepatocytes.
Drug metabolism and disposition: the biological fate of chemicals.
2006 Feb; 34(2):234-42. doi:
10.1124/dmd.105.005751. [PMID: 16258077] - Xin Zhou, Xue-Qin Zhang, Mu Yuan, Dao-Ping Wang. [Quantitative determination of ginkgolides by liquid chromatography-electrospray mass spectrometry].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2005 Dec; 30(24):1915-8. doi:
". [PMID: 16494022] - Stanislav Jaracz, Shahid Malik, Koji Nakanishi. Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts.
Phytochemistry.
2004 Nov; 65(21):2897-902. doi:
10.1016/j.phytochem.2004.08.026. [PMID: 15501258] - Chen Ding, Erqin Chen, Weijia Zhou, Robert C Lindsay. A method for extraction and quantification of Ginkgo terpene trilactones.
Analytical chemistry.
2004 Aug; 76(15):4332-6. doi:
10.1021/ac049809a. [PMID: 15283569] - Tze-Fun Lee, Chieh-Fu Chen, Lawrence C H Wang. Effect of ginkgolides on beta-amyloid-suppressed acetylocholine release from rat hippocampal slices.
Phytotherapy research : PTR.
2004 Jul; 18(7):556-60. doi:
10.1002/ptr.1493. [PMID: 15305316] - Houn-Lin Chiu, Hui-Ya Lin, Thomas Ching-Cherng Yang. Determination of ginkgolide A, B, and bilobalide in biloba L. extracts by microdialysis-HPLC.
Analytical and bioanalytical chemistry.
2004 Jun; 379(3):445-8. doi:
10.1007/s00216-004-2606-1. [PMID: 15057504] - Zhihua Liao, Min Chen, Yifu Gong, Liang Guo, Qiumin Tan, Xiaoqi Feng, Xiaofen Sun, Feng Tan, Kexuan Tang. A new geranylgeranyl diphosphate synthase gene from Ginkgo biloba, which intermediates the biosynthesis of the key precursor for ginkgolides.
DNA sequence : the journal of DNA sequencing and mapping.
2004 Apr; 15(2):153-8. doi:
10.1080/10425170410001667348. [PMID: 15352294] - Qingfei Liu, Liling Zhou. [Determination of GA, GB and GC in total lactone of ginkgo (TLG) raw material].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2004 Jan; 27(1):19-20. doi:
. [PMID: 15179783] - Hisashi Kuribara, Susan T Weintraub, Tatsumi Yoshihama, Yuji Maruyama. An anxiolytic-like effect of Ginkgo biloba extract and its constituent, ginkgolide-A, in mice.
Journal of natural products.
2003 Oct; 66(10):1333-7. doi:
10.1021/np030122f. [PMID: 14575433] - M G Ferreira, M C Fonteles. Different classes of PAF-antagonists block norepinephrine-induced vascular escape and tachyphylaxis in the isolated rabbit kidney.
Research communications in molecular pathology and pharmacology.
1996 Nov; 94(2):147-55. doi:
NULL. [PMID: 8987112]
