Echinocystic acid (BioDeep_00000178608)

Main id: BioDeep_00000000021

 

human metabolite PANOMIX_OTCML-2023 blood metabolite Volatile Flavor Compounds natural product


代谢物信息卡片


5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

化学式: C30H48O4 (472.3552408)
中文名称: 刺囊酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2(C(=CC1)[C@H]1[C@@]([C@@H](C2)O)(CCC(C1)(C)C)C(=O)O)C)C)C)(C)C)O
InChI: InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)

描述信息

Echinocystic acid, also known as echinocystate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Echinocystic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Echinocystic acid can be found in sunflower, which makes echinocystic acid a potential biomarker for the consumption of this food product.
Echinocystic acid is a pentacyclic triterpene extracted from the fruit of Honey Locust. It has strong antioxidant, anti-inflammatory and anti-tumor properties.
Echinocystic acid is a pentacyclic triterpene extracted from the fruit of Honey Locust. It has strong antioxidant, anti-inflammatory and anti-tumor properties.

同义名列表

6 个代谢物同义名

5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid; 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid; 5,10-Dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid; Echinocystic acid; Echinocystate; Echinocystic acid



数据库引用编号

12 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)

69 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

  • Lianggui Xiao, Mingming Li, Yang Xiao, Lin Yu, Yu Li, Zhiwang Zhang, Guo Zhang, Yixing Li, Lei Zhou, Yunxiao Liang. Echinocystic acid prevents obesity and fatty liver via interacting with FABP1. Phytotherapy research : PTR. 2023 Apr; ?(?):. doi: 10.1002/ptr.7839. [PMID: 37092723]
  • Hailong Yu, Wei Li, Xiang Cao, Xinyue Wang, Yuanyuan Zhao, Lilong Song, Jian Chen, Sushan Wang, Beilei Chen, Yun Xu. Echinocystic acid, a natural plant extract, alleviates cerebral ischemia/reperfusion injury via inhibiting the JNK signaling pathway. European journal of pharmacology. 2019 Oct; 861(?):172610. doi: 10.1016/j.ejphar.2019.172610. [PMID: 31425684]
  • Shao-Bin Fu, Xu Feng, Qing-Feng Meng, Qing Cai, Di-An Sun. Two new echinocystic acid derivatives catalyzed by filamentous fungus Gliocladium roseum CGMCC 3.3657. Natural product research. 2019 Jul; 33(13):1842-1848. doi: 10.1080/14786419.2018.1477148. [PMID: 29842795]
  • Diana Jæger, Chi P Ndi, Christoph Crocoll, Bradley S Simpson, Bekzod Khakimov, Ruth Marian Guzman-Genuino, John D Hayball, Xiaohui Xing, Vincent Bulone, Philip Weinstein, Birger L Møller, Susan J Semple. Isolation and Structural Characterization of Echinocystic Acid Triterpenoid Saponins from the Australian Medicinal and Food Plant Acacia ligulata. Journal of natural products. 2017 10; 80(10):2692-2698. doi: 10.1021/acs.jnatprod.7b00437. [PMID: 28976773]
  • Amel Achouri, Séverine Derbré, Kamel Medjroubi, Hocine Laouer, Denis Séraphin, Salah Akkal. Two new triterpenoid saponins from the leaves of Bupleurum lancifolium (Apiaceae). Natural product research. 2017 Oct; 31(19):2286-2293. doi: 10.1080/14786419.2017.1324960. [PMID: 28475369]
  • David Pertuit, Mustafa Larshini, Malika Aitsidi Brahim, Mohamed Markouk, Anne-Claire Mitaine-Offer, Thomas Paululat, Stéphanie Delemasure, Patrick Dutartre, Marie-Aleth Lacaille-Dubois. Triterpenoid saponins from the roots of Spergularia marginata. Phytochemistry. 2017 Jul; 139(?):81-87. doi: 10.1016/j.phytochem.2017.03.007. [PMID: 28432923]
  • Qiang Wei, Zhen Qiu, Fei Xu, Qian-rong Li, Hao Yin. [Chemical Components from Leaves of Fatsia japonica and Their Antitumor Activities in vitro]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Apr; 38(4):745-50. doi: . [PMID: 26672339]
  • Ya-Ting Deng, Wen-Bo Kang, Jian-Ning Zhao, Gang Liu, Ming-Gao Zhao. Osteoprotective Effect of Echinocystic Acid, a Triterpone Component from Eclipta prostrata, in Ovariectomy-Induced Osteoporotic Rats. PloS one. 2015; 10(8):e0136572. doi: 10.1371/journal.pone.0136572. [PMID: 26317835]
  • Peng Lai, Yixin Liu. Echinocystic acid, isolated from Gleditsia sinensis fruit, protects endothelial progenitor cells from damage caused by oxLDL via the Akt/eNOS pathway. Life sciences. 2014 Oct; 114(2):62-9. doi: 10.1016/j.lfs.2014.07.026. [PMID: 25086379]
  • Eun-Ha Joh, Jin-Ju Jeong, Dong-Hyun Kim. Inhibitory effect of echinocystic acid on 12-O-tetradecanoylphorbol-13-acetate-induced dermatitis in mice. Archives of pharmacal research. 2014 Feb; 37(2):225-31. doi: 10.1007/s12272-013-0092-8. [PMID: 23515933]
  • Supriya R Hyam, Se-Eun Jang, Jin-Ju Jeong, Eun-Ha Joh, Myung Joo Han, Dong-Hyun Kim. Echinocystic acid, a metabolite of lancemaside A, inhibits TNBS-induced colitis in mice. International immunopharmacology. 2013 Feb; 15(2):433-41. doi: 10.1016/j.intimp.2012.12.017. [PMID: 23352442]
  • Il-Hoon Jung, Se-Eun Jang, Eun-Ha Joh, Jayong Chung, Myung Joo Han, Dong-Hyun Kim. Lancemaside A isolated from Codonopsis lanceolata and its metabolite echinocystic acid ameliorate scopolamine-induced memory and learning deficits in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Dec; 20(1):84-8. doi: 10.1016/j.phymed.2012.09.005. [PMID: 23079229]
  • Toshio Miyase, F R Melek, N S Ghaly, Tsutomu Warashina, M El-Kady, Marian Nabil. Echinocystic acid 3,16-O-bisglycosides from Albizia procera. Phytochemistry. 2010 Aug; 71(11-12):1375-80. doi: 10.1016/j.phytochem.2010.05.004. [PMID: 20621796]
  • Noriko Komoto, Makoto Ichikawa, Sanae Ohta, Daisuke Nakano, Takeshi Nishihama, Mitsuyasu Ushijima, Yukihiro Kodera, Minoru Hayama, Osamu Shirota, Setsuko Sekita, Masanori Kuroyanagi. Murine metabolism and absorption of lancemaside A, an active compound in the roots of Codonopsis lanceolata. Journal of natural medicines. 2010 Jul; 64(3):321-9. doi: 10.1007/s11418-010-0415-8. [PMID: 20383596]
  • Eun-Ha Joh, Dong-Hyun Kim. A sensitive liquid chromatography-electrospray tandem mass spectrometric method for lancemaside A and its metabolites in plasma and a pharmacokinetic study in mice. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jul; 878(21):1875-80. doi: 10.1016/j.jchromb.2010.05.003. [PMID: 20570220]
  • Omer Koz, Erdal Bedir, Milena Masullo, Ozgen Alankus-Caliskan, Sonia Piacente. Triterpene glycosides from Agrostemma gracilis. Phytochemistry. 2010 Apr; 71(5-6):663-8. doi: 10.1016/j.phytochem.2009.12.001. [PMID: 20056261]
  • Jianming Wu, Jian Li, Zhiyong Zhu, Jiang Li, Guojun Huang, Yao Tang, Xiaoping Gao. Protective effects of echinocystic acid isolated from Gleditsia sinensis Lam. against acute myocardial ischemia. Fitoterapia. 2010 Jan; 81(1):8-10. doi: 10.1016/j.fitote.2009.06.015. [PMID: 19573579]
  • Xue-Feng Zhou, Lan Tang, Peng Zhang, Xiao-Ya Zhaod, Hui-Fang Pi, Yong-Hui Zhang, Han-Li Ruan, Yonghong Liu, Ji-Zhou Wu. The interleukin-18 inhibitory activities of echinocystic acid and its saponins from Impatiens pritzellii var. hupehensis. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2009 May; 64(5-6):369-72. doi: 10.1515/znc-2009-5-611. [PMID: 19678540]
  • Kyung-Won Lee, Hyun-Ju Jung, Hee-Juhn Park, Deog-Gon Kim, Jin-Yong Lee, Kyung-Tae Lee. Beta-D-xylopyranosyl-(1-->3)-beta-D-glucuronopyranosyl echinocystic acid isolated from the roots of Codonopsis lanceolata induces caspase-dependent apoptosis in human acute promyelocytic leukemia HL-60 cells. Biological & pharmaceutical bulletin. 2005 May; 28(5):854-9. doi: 10.1248/bpb.28.854. [PMID: 15863893]
  • M Chen, W W Wu, O Sticher, D Nanz. Leonticins A-C, three octasaccharide saponins from Leontice kiangnanensis. Journal of natural products. 1996 Aug; 59(8):722-8. doi: 10.1021/np960185g. [PMID: 8792618]
  • M Becchi, M Bruneteau, M Trouilloud, H Combier, J Sartre, G Michel. Structure of a new saponin: chrysantellin A from Chrysanthellum procumbens Rich. European journal of biochemistry. 1979 Dec; 102(1):11-20. doi: 10.1111/j.1432-1033.1979.tb06258.x. [PMID: 520315]