Ginkgolide (BioDeep_00000230235)

   

PANOMIX_OTCML-2023


代谢物信息卡片


9H-1,7A-(EPOXYMETHANO)-1H,6AH-CYCLOPENTA(C)FURO(2,3-B)FURO(3,2:3,4)CYCLOPENTA(1,2-D)FURAN-5,9,12(4H)-TRIONE, 3-(1,1-DIMETHYLETHYL)HEXAHYDRO-2,4,7B,11-TETRAHYDROXY-8-METHYL-, (1S,2R,3S,3AS,4R,6AR,7AR,7BR,8S,10AS,11R,11AR)-

化学式: C20H24O11 (440.13185539999995)
中文名称: 白果苦内酯 C, 银杏内酯 C, 银杏内酯C
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 52.94%

分子结构信息

SMILES: CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5O)C(C)(C)C)C(C(=O)OC6O4)O)O
InChI: InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11+,15+,17+,18-,19-,20-/m1/s1

描述信息

ginkgolide-C is a natural product found in Ginkgo biloba with data available.
See also: Ginkgo (part of).
Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.
Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.
Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.
Ginkgolide C is a flavone isolated from Ginkgo biloba leaves, possessing multiple biological functions, such as decreasing platelet aggregation and ameliorating Alzheimer disease.

同义名列表

16 个代谢物同义名

9H-1,7A-(EPOXYMETHANO)-1H,6AH-CYCLOPENTA(C)FURO(2,3-B)FURO(3,2:3,4)CYCLOPENTA(1,2-D)FURAN-5,9,12(4H)-TRIONE, 3-(1,1-DIMETHYLETHYL)HEXAHYDRO-2,4,7B,11-TETRAHYDROXY-8-METHYL-, (1S,2R,3S,3AS,4R,6AR,7AR,7BR,8S,10AS,11R,11AR)-; Ginkgolide A, 1,7-dihydroxy-, (1alpha,7beta)-; (1.ALPHA.,7.BETA.)-1,7-DIHYDROXYGINKGOLIDE A; GINKGOLIDE C (CONSTITUENT OF GINKGO) [DSC]; (1alpha,7beta)-1,7-DIHYDROXYGINKGOLIDE A; GINKGOLIDE C (CONSTITUENT OF GINKGO); 1alpha,7beta-Dihydroxyginkgolide A; 7-hydroxy-ginkgolide B; GINKGOLIDE C [WHO-DD]; GINKGOLIDE C [MI]; UNII-32ZQ957R4A; ginkgolide-C; Ginkgolide C; 32ZQ957R4A; Ginkgolide; BN-52022



数据库引用编号

9 个数据库交叉引用编号

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)

4 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

  • Lina Jia, Yingchao Gong, Xinru Jiang, Xianan Fan, Zhenghua Ji, Tianwen Ma, Rui Li, Fangping Liu. Ginkgolide C inhibits ROS-mediated activation of NLRP3 inflammasome in chondrocytes to ameliorate osteoarthritis. Journal of ethnopharmacology. 2024 May; 325(?):117887. doi: 10.1016/j.jep.2024.117887. [PMID: 38346525]
  • Bin Li, Baoke Zhang, Zhenyu Li, Shasha Li, Jun Li, Aiwu Wang, Jinling Hou, Jiping Xu, Rui Zhang. Ginkgolide C attenuates cerebral ischemia/reperfusion-induced inflammatory impairments by suppressing CD40/NF-κB pathway. Journal of ethnopharmacology. 2023 Aug; 312(?):116537. doi: 10.1016/j.jep.2023.116537. [PMID: 37094696]
  • 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]
  • Min Hee Yang, In Jin Ha, Seok-Geun Lee, Jae-Young Um, Kwang Seok Ahn. Abrogation of STAT3 activation cascade by Ginkgolide C mitigates tumourigenesis in lung cancer preclinical model. The Journal of pharmacy and pharmacology. 2021 Dec; 73(12):1630-1642. doi: 10.1093/jpp/rgab114. [PMID: 34559878]
  • Yulin Ren, A Douglas Kinghorn. Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones. Journal of medicinal chemistry. 2020 12; 63(24):15410-15448. doi: 10.1021/acs.jmedchem.0c01449. [PMID: 33289552]
  • Suchitra K Panigrahy, Awanish Kumar, Renu Bhatt. Hedychium coronarium Rhizomes: Promising Antidiabetic and Natural Inhibitor of α-Amylase and α-Glucosidase. Journal of dietary supplements. 2020; 17(1):81-87. doi: 10.1080/19390211.2018.1483462. [PMID: 30325249]
  • 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]
  • 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]
  • L Ribonnet, A Callebaut, I Nobels, M-L Scippo, Y-J Schneider, S De Saeger, L Pussemier, Y Larondelle. Modulation of CYP1A1 activity by a Ginkgo biloba extract in the human intestinal Caco-2 cells. Toxicology letters. 2011 May; 202(3):193-202. doi: 10.1016/j.toxlet.2011.02.006. [PMID: 21329749]
  • 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]
  • Hyun-Jeong Cho, Yun-Hee Shon, Kyung-Soo Nam. Ginkgolide C inhibits platelet aggregation in cAMP- and cGMP-dependent manner by activating MMP-9. Biological & pharmaceutical bulletin. 2007 Dec; 30(12):2340-4. doi: 10.1248/bpb.30.2340. [PMID: 18057723]
  • Yanan Xu, Changhai Cui, Cheuk Pang, Yves Christen, Yuan Luo. Restoration of impaired phosphorylation of cyclic AMP response element-binding protein (CREB) by EGb 761 and its constituents in Abeta-expressing neuroblastoma cells. The European journal of neuroscience. 2007 Nov; 26(10):2931-9. doi: 10.1111/j.1460-9568.2007.05905.x. [PMID: 18001288]
  • 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]
  • 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]
  • 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]
  • Xueguo Chen, Liang Kong, Lianghong Sheng, Xin Li, Hanfa Zou. [Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts]. Se pu = Chinese journal of chromatography. 2005 Jan; 23(1):46-51. doi: . [PMID: 15881366]
  • 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]
  • I fan Kuo, Jie Chen, Thomas K H Chang. Effect of Ginkgo biloba extract on rat hepatic microsomal CYP1A activity: role of ginkgolides, bilobalide, and flavonols. Canadian journal of physiology and pharmacology. 2004 Jan; 82(1):57-64. doi: 10.1139/y03-133. [PMID: 15052306]
  • 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]
  • Young Hae Choi, Hyung-Kyoon Choi, Arno Hazekamp, Paloma Bermejo, Yvonne Schilder, Cornelis Erkelens, Robert Verpoorte. Quantitative analysis of bilobalide and ginkgolides from Ginkgo biloba leaves and Ginkgo products using (1)H-NMR. Chemical & pharmaceutical bulletin. 2003 Feb; 51(2):158-61. doi: 10.1248/cpb.51.158. [PMID: 12576648]
  • Eva Gogös. Identification and the retention index of bilobalide and ginkgolides using capillary gas chromatography. Journal of chromatographic science. 2002 Oct; 40(9):519-22. doi: 10.1093/chromsci/40.9.519. [PMID: 12433115]
  • P Mauri, B Migliazza, P Pietta. Liquid chromatography/electrospray mass spectrometry of bioactive terpenoids in Ginkgo biloba L. Journal of mass spectrometry : JMS. 1999 Dec; 34(12):1361-7. doi: 10.1002/(sici)1096-9888(199912)34:12<1361::aid-jms895>3.0.co;2-6. [PMID: 10587633]
  • S Akiba, T Kawauchi, T Oka, T Hashizume, T Sato. Inhibitory effect of the leaf extract of Ginkgo biloba L. on oxidative stress-induced platelet aggregation. Biochemistry and molecular biology international. 1998 Dec; 46(6):1243-8. doi: 10.1080/15216549800204812. [PMID: 9891858]
  • ". Ginkgo biloba. Alternative medicine review : a journal of clinical therapeutic. 1998 Feb; 3(1):54-7. doi: ". [PMID: 9600026]
  • Y Yan, P Xie, H Qian, Q Lin. [Assay of terpenes in the leaves of Ginkgo biloba extract and its preparations by in situ fluorometric TLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Mar; 22(3):159-62, 191. doi: ". [PMID: 10743185]
  • J Chi, L Xu, C Ma, A Liu. [Chemical constituents of the leaves of Ginkgo biloba]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Feb; 22(2):106-7, 128. doi: ". [PMID: 10743204]
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  • D Herbage, R Willems, F Flandin. [Evaluation of extracts of Ginkgo biloba and its constituents on the fibrillogenesis and on the stability of collagen fibrils in vitro]. Phlebologie. 1991 Nov; 44(4):873-80. doi: ". [PMID: 1666679]
  • H G Struck, H Geiser, C Taube, H U Block, H J Mest, M Tost. [The antiphlogistic effect of the ginkgolide BN 52 021 in the chemically burned rabbit eye]. Klinische Monatsblatter fur Augenheilkunde. 1991 Oct; 199(4):278-82. doi: 10.1055/s-2008-1046083. [PMID: 1762355]
  • D J Hosford, M T Domingo, P E Chabrier, P Braquet. Ginkgolides and platelet-activating factor binding sites. Methods in enzymology. 1990; 187(?):433-46. doi: 10.1016/0076-6879(90)87050-d. [PMID: 2172741]
  • G Dive, J J Godfroid, J Lamotte-Brasseur, J P Batt, F Heymans, L Dupont, P Braquet. PAF-receptor. 1. 'Cache-oreilles' effect of selected high-potency platelet-activating factor (PAF) antagonists. Journal of lipid mediators. 1989 Jul; 1(4):201-15. doi: ". [PMID: 2562434]
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  • H Perrild, F Pedersen, S L Rasmussen, H J Jürgensen, L Skovsted. Long-term alprenolol treatment affects serum T4, T3 and rT3 in euthyroid patients with ischaemic heart disease. Acta endocrinologica. 1984 Feb; 105(2):190-3. doi: 10.1530/acta.0.1050190. [PMID: 6364669]
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