gomisin C (BioDeep_00000003710)

Main id: BioDeep_00000230410

Secondary id: BioDeep_00000893945

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


[(8R,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] benzoate

化学式: C30H32O9 (536.2046222)
中文名称: 五味子酯甲
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4C(C1(C)O)OC(=O)C5=CC=CC=C5)OC)OC)OC)OC)OCO3
InChI: InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28+,30+/m0/s1

描述信息

Schizandrer A is a natural product found in Schisandra bicolor and Schisandra sphenanthera with data available.
Schisantherin A is a dibenzocyclooctadiene lignan. Schisantherin A inhibits p65-NF-κB translocation into the nucleus by IκBα degradation.
Schisantherin A is a dibenzocyclooctadiene lignan. Schisantherin A inhibits p65-NF-κB translocation into the nucleus by IκBα degradation.

同义名列表

15 个代谢物同义名

[(8R,9R,10S)-9-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] benzoate; Benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxole-5,6-diol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2,3,13-tetramethoxy-, 5-benzoate, stereoisomer; Benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxole-5,6-diol, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, 5-benzoate, stereoisomer; 6-Hydroxy-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydro-11H-benzo[3,4]cycloocta[1,2:4,5]benzo[1,2-d][1,3]dioxol-5-yl benzoate; Benzo[3,4]cycloocta[1,2-f][1,3]benzodioxole-5,6-diol,5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, 5-benzoate, (5R,6R,7S)-; Benzoylgomisin P; Schisantherin A; schizandrer A; gomisin C; gomisin-G; Schizantherin A; Gomisin-C; Schizantherin-A; Wuweizi ester-A; Schisantherin A



数据库引用编号

17 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)

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

  • Di He, Xinyi Pei, Bo Liu, Jiajing Li, Juane Dong, Thomas Efferth, Pengda Ma. Lignan contents of Schisandra chinensis (Turcz.) Baill. from different origins-A new model for evaluating the content of prominent components of Chinese herbs. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jun; 128(?):155361. doi: 10.1016/j.phymed.2024.155361. [PMID: 38552434]
  • Yue Liang, Jing Fang, Xiaoxi Zhou, Zheng Zhang, Wei Liu, Yonghong Hu, Xiaohan Yu, Yongping Mu, Hua Zhang, Ping Liu, Jiamei Chen. Schisantherin A protects hepatocyte via upregulating DDAH1 to ameliorate liver fibrosis in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Feb; 124(?):155330. doi: 10.1016/j.phymed.2023.155330. [PMID: 38185067]
  • Xiaojin Chang, Guangyao Li, Bufan Yang, Dongju Lin. Protection of schisantherin A against dictamnine-induced hepatotoxicity: Pharmacokinetic insights. Journal of applied toxicology : JAT. 2023 Oct; ?(?):. doi: 10.1002/jat.4557. [PMID: 37873635]
  • Lu-Jie Lin, Ming-Xiao Zhang, Hua Li, Xue-Mei Lan, Xiao-Lu Wei, Cong Guo, Bin Yang. [Identification of Q-markers for Schisandrae Sphenantherae Fructus in treating drug-induced liver injury based on network pharmacology, fingerprint and quantitative analysis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 Oct; 48(20):5460-5473. doi: 10.19540/j.cnki.cjcmm.20230627.201. [PMID: 38114139]
  • Shenglan Yu, Jiarui Jiang, Qinqin Li, Xuan Liu, Zhengtao Wang, Li Yang, Lili Ding. Schisantherin A alleviates non-alcoholic fatty liver disease by restoring intestinal barrier function. Frontiers in cellular and infection microbiology. 2022; 12(?):855008. doi: 10.3389/fcimb.2022.855008. [PMID: 36132991]
  • Haili Wang, Jinying Che, Kai Cui, Wenyue Zhuang, He Li, Jinghui Sun, Jianguang Chen, Chunmei Wang. Schisantherin A ameliorates liver fibrosis through TGF-β1mediated activation of TAK1/MAPK and NF-κB pathways in vitro and in vivo. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Jul; 88(?):153609. doi: 10.1016/j.phymed.2021.153609. [PMID: 34126414]
  • Yuan Gui, Youjing Yang, Deyu Xu, Shasha Tao, Jianzhong Li. Schisantherin A attenuates sepsis-induced acute kidney injury by suppressing inflammation via regulating the NRF2 pathway. Life sciences. 2020 Oct; 258(?):118161. doi: 10.1016/j.lfs.2020.118161. [PMID: 32730835]
  • Zhenyue Wang, Yongtao Liu, Xiaohui Ai, Liqiao Zhong, Gang Han, Jinlong Song, Qiuhong Yang, Jing Dong. Effects of 27 natural products on drug metabolism genes in channel catfish (Ictalurus punctatus) cell line. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Sep; 50(9):1043-1051. doi: 10.1080/00498254.2020.1737760. [PMID: 32118504]
  • Shan-Shan Guo, Xue Pang, Yang Wang, Zhu-Feng Geng, Ju-Qin Cao, Jun-Yu Liang, Zhi-Wei Deng, Shu-Shan Du. Chemical constituents isolated from stems of Schisandra chinensis and their antifeedant activity against Tribolium castaneum. Natural product research. 2020 Sep; 34(18):2595-2601. doi: 10.1080/14786419.2018.1547291. [PMID: 30623674]
  • Huimin Wu, Longfei Lin, Xueying Du, Lingling Zhang, Xingbin Yin, Xiaoxv Dong, Xiaofeng Hao, Like Xie, Changhai Qu, Jian Ni. Study on the potential effective ingredients of Xiaosheng prescription for dry eye disease. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Jul; 127(?):110051. doi: 10.1016/j.biopha.2020.110051. [PMID: 32428832]
  • Shuo Yang, ZhiYing Xu, ChengCheng Lin, He Li, JingHui Sun, JianGuang Chen, ChunMei Wang. Schisantherin A causes endothelium-dependent and -independent vasorelaxation in isolated rat thoracic aorta. Life sciences. 2020 Mar; 245(?):117357. doi: 10.1016/j.lfs.2020.117357. [PMID: 31991180]
  • Zishu Wang, Kaikai Yu, Yudong Hu, Fang Su, Zhenyuan Gao, Ting Hu, Yang Yang, Xiangliao Cao, Feng Qian. Schisantherin A induces cell apoptosis through ROS/JNK signaling pathway in human gastric cancer cells. Biochemical pharmacology. 2020 03; 173(?):113673. doi: 10.1016/j.bcp.2019.113673. [PMID: 31629709]
  • Wei Feng, Ling-Yu Zhou, Rui-Feng Mu, Le Gao, Bing-Yuan Xu, Ming-Liang Liu, Li-Ying Niu, Xin-Guo Wang. Screening and Identification of the Main Metabolites of Schisantherin a In Vivo and In Vitro by Using UHPLC-Q-TOF-MS/MS. Molecules (Basel, Switzerland). 2020 Jan; 25(2):. doi: 10.3390/molecules25020258. [PMID: 31936367]
  • Jingjing Fan, Lu Chen, Xiaoqing Lu, Mengxue Li, Liqin Zhu. The Pharmacokinetic Prediction of Cyclosporin A after Coadministration with Wuzhi Capsule. AAPS PharmSciTech. 2019 Jul; 20(6):247. doi: 10.1208/s12249-019-1444-6. [PMID: 31286321]
  • Dian Kang, Yuhao Shao, Zhangpei Zhu, Xiaoxi Yin, Boyu Shen, Chong Chen, Yangfan Xu, Jiajia Shen, Haofeng Li, Xinuo Li, Lin Xie, Guangji Wang, Yan Liang. Systematically identifying the hepatoprotective ingredients of schisandra lignan extract from pharmacokinetic and pharmacodynamic perspectives. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Feb; 53(?):182-192. doi: 10.1016/j.phymed.2018.09.010. [PMID: 30668398]
  • Bin Li, Dongnan Li, Yuehua Wang, Xianjun Meng, Xiyun Sun, Jinlong Tian, Lin Shi, Fengming Ma. Schisantherin A alleviated alcohol-induced liver injury by the regulation of alcohol metabolism and NF-kB pathway. Experimental animals. 2018 Nov; 67(4):451-461. doi: 10.1538/expanim.18-0021. [PMID: 29806627]
  • Jin Zhao, Tao Sun, Jing-Jing Wu, Yun-Feng Cao, Zhong-Ze Fang, Hong-Zhi Sun, Zhi-Tu Zhu, Kun Yang, Yong-Zhe Liu, Frank J Gonzalez, Jun Yin. Inhibition of human CYP3A4 and CYP3A5 enzymes by gomisin C and gomisin G, two lignan analogs derived from Schisandra chinensis. Fitoterapia. 2017 Jun; 119(?):26-31. doi: 10.1016/j.fitote.2017.03.010. [PMID: 28344076]
  • Tongkai Chen, Chuwen Li, Ye Li, Xiang Yi, Ruibing Wang, Simon Ming-Yuen Lee, Ying Zheng. Small-Sized mPEG-PLGA Nanoparticles of Schisantherin A with Sustained Release for Enhanced Brain Uptake and Anti-Parkinsonian Activity. ACS applied materials & interfaces. 2017 Mar; 9(11):9516-9527. doi: 10.1021/acsami.7b01171. [PMID: 28247754]
  • Tongkai Chen, Chuwen Li, Ye Li, Xiang Yi, Simon Ming-Yuen Lee, Ying Zheng. Oral Delivery of a Nanocrystal Formulation of Schisantherin A with Improved Bioavailability and Brain Delivery for the Treatment of Parkinson's Disease. Molecular pharmaceutics. 2016 11; 13(11):3864-3875. doi: 10.1021/acs.molpharmaceut.6b00644. [PMID: 27740776]
  • Lian-lin Su, Xue Cheng, De Ji, Li-jun Wang, Xi-yan Ding, Tu-lin Lu, Chun-qin Mao, Ji Zhang. [Analysis of lignans and their metabolites derived from Schisandra chinensis and vinegar Schisandra chinensis in rats’ plasma, bile, urine and faeces based on UHPLC-QTOF/MS]. Yao xue xue bao = Acta pharmaceutica Sinica. 2016 10; 51(10):1600-8. doi: . [PMID: 29932608]
  • Chun-Wu Zhu, Jing Lv, Zhi-Min Zhao, Yan-Yan Tao, Cheng-Hai Liu. [Effect of schisantherin A inhibit liver sinusoid endothelial cell function and action against liver fibrosis relating to angiogenesis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Jan; 41(2):279-284. doi: 10.4268/cjcmm20160219. [PMID: 28861974]
  • Jin-Hui Song, Li Cui, Li-Bin An, Wen-Tao Li, Zhong-Ze Fang, Yan-Yan Zhang, Pei-Pei Dong, Xue Wu, Li-Xuan Wang, Frank J Gonzalez, Xiao-Yu Sun, De-Wei Zhao. Inhibition of UDP-Glucuronosyltransferases (UGTs) Activity by constituents of Schisandra chinensis. Phytotherapy research : PTR. 2015 Oct; 29(10):1658-64. doi: 10.1002/ptr.5395. [PMID: 26084208]
  • Lun Qing Zhang, Fei Sa, Cheong Meng Chong, Ying Wang, Zhong Yan Zhou, Raymond Chuen Chung Chang, Shun Wan Chan, Pui Man Hoi, Simon Ming Yuen Lee. Schisantherin A protects against 6-OHDA-induced dopaminergic neuron damage in zebrafish and cytotoxicity in SH-SY5Y cells through the ROS/NO and AKT/GSK3β pathways. Journal of ethnopharmacology. 2015 Jul; 170(?):8-15. doi: 10.1016/j.jep.2015.04.040. [PMID: 25934514]
  • Liu Xiaoyang, Ni Chenming, Li Chengqing, Liu Tao. Drug-drug interation prediction between ketoconazole and anti-liver cancer drug Gomisin G. African health sciences. 2015 Jun; 15(2):590-3. doi: 10.4314/ahs.v15i2.35. [PMID: 26124807]
  • Tao Yang, Shan Liu, Tian-Hui Zheng, Yan-Yan Tao, Cheng-Hai Liu. Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe. Journal of ethnopharmacology. 2015 May; 166(?):305-12. doi: 10.1016/j.jep.2015.03.024. [PMID: 25794805]
  • Yiming Jiang, Xiaomei Fan, Ying Wang, Huasen Tan, Pan Chen, Hang Zeng, Min Huang, Huichang Bi. Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. Chemico-biological interactions. 2015 Apr; 231(?):83-9. doi: 10.1016/j.cbi.2015.02.022. [PMID: 25753323]
  • Fei Sa, Lun Qing Zhang, Cheong Meng Chong, Bao Jian Guo, Sai Li, Zai Jun Zhang, Ying Zheng, Pui Man Hoi, Simon Ming Yuen Lee. Discovery of novel anti-parkinsonian effect of schisantherin A in in vitro and in vivo. Neuroscience letters. 2015 Apr; 593(?):7-12. doi: 10.1016/j.neulet.2015.03.016. [PMID: 25770828]
  • Ershun Zhou, Yimeng Li, Zhengkai Wei, Yunhe Fu, He Lei, Naisheng Zhang, Zhengtao Yang, Guanghong Xie. Schisantherin A protects lipopolysaccharide-induced acute respiratory distress syndrome in mice through inhibiting NF-κB and MAPKs signaling pathways. International immunopharmacology. 2014 Sep; 22(1):133-40. doi: 10.1016/j.intimp.2014.06.004. [PMID: 24975658]
  • Xiaolong Li, Xu Zhao, Xuan Xu, Xin Mao, Zhi Liu, Huan Li, Lin Guo, Kaishun Bi, Ying Jia. Schisantherin A recovers Aβ-induced neurodegeneration with cognitive decline in mice. Physiology & behavior. 2014 Jun; 132(?):10-6. doi: 10.1016/j.physbeh.2014.04.046. [PMID: 24813830]
  • Binbin Wei, Qing Li, Dan Su, Ronghua Fan, Longshan Zhao, Lulu Geng, Bosai He, Xiaohui Chen, Ying Jia, Kaishun Bi. Development of a UFLC-MS/MS method for simultaneous determination of six lignans of Schisandra chinensis (Turcz.) Baill. in rat plasma and its application to a comparative pharmacokinetic study in normal and insomnic rats. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):120-7. doi: 10.1016/j.jpba.2013.01.029. [PMID: 23416367]
  • Hui Sun, Fangfang Wu, Aihua Zhang, Wenfeng Wei, Ying Han, Xijun Wang. Pharmacokinetic study of schisandrin, schisandrol B, schisantherin A, deoxyschisandrin, and schisandrin B in rat plasma after oral administration of Shengmaisan formula by UPLC-MS. Journal of separation science. 2013 Feb; 36(3):485-91. doi: 10.1002/jssc.201200887. [PMID: 23303577]
  • Cong Liu, Yun-Feng Cao, Zhong-Ze Fang, Yan-Yan Zhang, Cui-Min Hu, Xiao-Yu Sun, Ting Huang, Jia Zeng, Xu-Ran Fan, Hong Mo. Strong inhibition of deoxyschizandrin and schisantherin A toward UDP-glucuronosyltransferase (UGT) 1A3 indicating UGT inhibition-based herb–drug interaction. Fitoterapia. 2012 Dec; 83(8):1415-9. doi: 10.1016/j.fitote.2012.08.004. [PMID: 23339253]
  • Eun Yeon Ryu, Sun Young Park, Sun Gun Kim, Da Jung Park, Jum Soon Kang, Young Hun Kim, Rajaseker Seetharaman, Young-Whan Choi, Sang-Joon Lee. Anti-inflammatory effect of heme oxygenase-1 toward Porphyromonas gingivalis lipopolysaccharide in macrophages exposed to gomisins A, G, and J. Journal of medicinal food. 2011 Dec; 14(12):1519-26. doi: 10.1089/jmf.2011.1656. [PMID: 22145771]
  • Chun-hui Ma, Ting-ting Liu, Lei Yang, Yuan-gang Zu, Feng-jian Yang, Chun-jian Zhao, Lin Zhang, Zhong-hua Zhang. Preparation of high purity biphenyl cyclooctene lignans from Schisandra extract by ion exchange resin catalytic transformation combined with macroporous resin separation. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Nov; 879(30):3444-51. doi: 10.1016/j.jchromb.2011.09.022. [PMID: 21963273]
  • Qi Zhang, Zhengliang Ye, Dekun Li, Dazheng Zhou, Ren Li. [Influence of different processing method and mature stage on main chemical constituents of Schisandra chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Jul; 36(13):1722-4. doi: 10.4268/cjcmm20111307. [PMID: 22032132]
  • Chunna Yu, Xiaojuan Chai, Lushan Yu, Shuqing Chen, Su Zeng. Identification of novel pregnane X receptor activators from traditional Chinese medicines. Journal of ethnopharmacology. 2011 Jun; 136(1):137-43. doi: 10.1016/j.jep.2011.04.022. [PMID: 21524698]
  • Guangxin Yuan, Yang Liu, Tan Li, Yan Wang, Yu Sheng, Ming Guan. Simultaneous and rapid determination of main lignans in different parts of Schisandra sphenanthera by micellar electrokinetic capillary chromatography. Molecules (Basel, Switzerland). 2011 May; 16(5):3713-22. doi: 10.3390/molecules16053713. [PMID: 21540798]
  • Ju-Xian Song, Xiang Lin, Ricky Ngok-Shun Wong, Stephen Cho-Wing Sze, Yao Tong, Pang-Chui Shaw, Yan-Bo Zhang. Protective effects of dibenzocyclooctadiene lignans from Schisandra chinensis against beta-amyloid and homocysteine neurotoxicity in PC12 cells. Phytotherapy research : PTR. 2011 Mar; 25(3):435-43. doi: 10.1002/ptr.3269. [PMID: 20740476]
  • Xinxin Ci, Rong Ren, Kan Xu, Hongyu Li, Qinlei Yu, Yu Song, Dacheng Wang, Rongtao Li, Xuming Deng. Schisantherin A exhibits anti-inflammatory properties by down-regulating NF-kappaB and MAPK signaling pathways in lipopolysaccharide-treated RAW 264.7 cells. Inflammation. 2010 Apr; 33(2):126-36. doi: 10.1007/s10753-009-9166-7. [PMID: 20238486]
  • Hua Wei, Lianna Sun, Zongguang Tai, Shouhong Gao, Wen Xu, Wansheng Chen. A simple and sensitive HPLC method for the simultaneous determination of eight bioactive components and fingerprint analysis of Schisandra sphenanthera. Analytica chimica acta. 2010 Mar; 662(1):97-104. doi: 10.1016/j.aca.2009.12.039. [PMID: 20152271]
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  • Wei-Lie Xiao, Sheng-Xiong Huang, Rui-Rui Wang, Jia-Liang Zhong, Xue-Mei Gao, Fei He, Jian-Xin Pu, Yang Lu, Yong-Tang Zheng, Qi-Tai Zheng, Han-Dong Sun. Nortriterpenoids and lignans from Schisandra sphenanthera. Phytochemistry. 2008 Nov; 69(16):2862-6. doi: 10.1016/j.phytochem.2008.09.010. [PMID: 18951592]
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  • K T Liu, P Lesca. Pharmacological properties of Dibenzo[a,c]cyclooctene derivatives isolated from Fructus Schizandrae Chinensis III. Inhibitory effects on carbon tetrachloride-induced lipid peroxidation, metabolism and covalent binding of carbon tetrachloride to lipids. Chemico-biological interactions. 1982 Jul; 41(1):39-47. doi: 10.1016/0009-2797(82)90015-1. [PMID: 7094143]
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  • C S Liu, S D Fang, M F Huang, Y L Kao, J S Hsu. Studies on the active principles of Schisandra sphenanthera Rehd. et Wils. The structures of schisantherin A, B, C, D, E, and the related compounds. Scientia Sinica. 1978 Jul; 21(4):483-502. doi: . [PMID: 233922]