gomisin A (BioDeep_00000859142)

Main id: BioDeep_00000230166

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


Schizandrol B

化学式: C23H28O7 (416.1834938)
中文名称: 五味子醇乙
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=C4CC1(C)O)OC)OC)OC)OC)OCO3
InChI: InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3

描述信息

D020011 - Protective Agents > D016588 - Anticarcinogenic Agents
D000970 - Antineoplastic Agents
Schisandrol B (Gomisin-A) is a major active constituent of Schisandra chinensis with hepato-protective effects. Schisandrol B inhibits reactive oxygen species (ROS) production. Schisandrol B inhibits the activity of P-glycoprotein and CYP3A and also has anti-inflammatory, anti-diabetic and antioxidant activities[1][2][3].
Schisandrol B (Gomisin-A) is a major active constituent of Schisandra chinensis with hepato-protective effects. Schisandrol B inhibits reactive oxygen species (ROS) production. Schisandrol B inhibits the activity of P-glycoprotein and CYP3A and also has anti-inflammatory, anti-diabetic and antioxidant activities[1][2][3].

同义名列表

7 个代谢物同义名

gomisin A; Schizandrol B; Gomisin-A; TJN-101; Wuweizi alcohol-B; Schisandrol B; Gomisin A



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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]
  • Yiwen Zhang, Saiyu Li, Panpan Yang, Qian Zhang, Huarong Xu, Kaishun Bi, Qing Li. A multidimensional strategy for uncovering comprehensive quality markers of Schisandra chinensis (Turcz.) Baill based on pharmacodynamics and chemical properties. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Nov; 106(?):154273. doi: 10.1016/j.phymed.2022.154273. [PMID: 36044818]
  • Ying-Yuan Zhao, Xin-Peng Yao, Ting-Ying Jiao, Jia-Ning Tian, Yue Gao, Shi-Cheng Fan, Pan-Pan Chen, Yi-Ming Jiang, Yan-Ying Zhou, Yi-Xin Chen, Xiao Yang, Min Huang, Hui-Chang Bi. Schisandrol B promotes liver enlargement via activation of PXR and YAP pathways in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Apr; 84(?):153520. doi: 10.1016/j.phymed.2021.153520. [PMID: 33662920]
  • Minsun Park, Kwang-Geun Lee. Effect of roasting temperature and time on volatile compounds, total polyphenols, total flavonoids, and lignan of omija (Schisandra chinensis Baillon) fruit extract. Food chemistry. 2021 Feb; 338(?):127836. doi: 10.1016/j.foodchem.2020.127836. [PMID: 32827900]
  • Yo-Han Han, Ji-Ye Kee, Seung-Heon Hong. Gomisin A Alleviates Obesity by Regulating the Phenotypic Switch between White and Brown Adipocytes. The American journal of Chinese medicine. 2021; 49(8):1929-1948. doi: 10.1142/s0192415x21500919. [PMID: 34961413]
  • 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]
  • Su-Jin Ahn, Hyung Joo Kim, Ayoung Lee, Seung-Sik Min, Sangwhan In, Eunmi Kim. Determination of 12 herbal compounds for estimating the presence of Angelica Gigas Root, Cornus Fruit, Licorice Root, Pueraria Root, and Schisandra Fruit in foods by LC-MS/MS. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2020 Sep; 37(9):1437-1448. doi: 10.1080/19440049.2020.1778187. [PMID: 32530783]
  • Dong-Dong Wang, Xiao Chen, Zhi-Ping Li. Wuzhi capsule and haemoglobin influence tacrolimus elimination in paediatric kidney transplantation patients in a population pharmacokinetics analysis: A retrospective study. Journal of clinical pharmacy and therapeutics. 2019 Aug; 44(4):611-617. doi: 10.1111/jcpt.12828. [PMID: 30864229]
  • Toshiyuki Atsumi, Yumi Yokoyama, Takami Yokogawa, Toshiaki Makino, Isao Ohtsuka. Effects of crushed Schisandra Fruit on the content of lignans in Kampo decoction. Journal of natural medicines. 2019 Mar; 73(2):381-387. doi: 10.1007/s11418-018-1271-1. [PMID: 30535786]
  • Dawei Li, Aijing Leng, Yan Qi, Ruichen Wang, Lianhong Yin, Xu Han, Chengpeng Sun, Xingjie Guo, Linlin Fang, Jinyong Peng. Simultaneous quantification of Schisandrin B enantiomers in rat plasma by chiral LC-MS/MS: Application in a stereoselective pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2018 Sep; 159(?):186-191. doi: 10.1016/j.jpba.2018.06.056. [PMID: 29990885]
  • Sun-Young Nam, Kyu-Yeob Kim, Mi Hye Kim, Jae-Bum Jang, So-Young Rah, Hee Jeong Chae, Jin-Man Lee, Hyung-Min Kim, Hyun-Ja Jeong. Anti-inflammatory effects of a traditional Korean medicine: Ojayeonjonghwan. Pharmaceutical biology. 2017 Dec; 55(1):1856-1862. doi: 10.1080/13880209.2017.1339282. [PMID: 28614972]
  • James T Lyles, Paula Tyler, E Jane Bradbury, Kate Nelson, Carl F Brown, Stefanie T Pierce, Cassandra L Quave. Comparative Phytochemical Analysis of Chinese and Bay Starvine (Schisandra spp.): Potential for Development as a New Dietary Supplement Ingredient. Journal of dietary supplements. 2017 Nov; 14(6):640-652. doi: 10.1080/19390211.2017.1304483. [PMID: 28384001]
  • Sook-Jin Kim, Hwajin Shin, Seong-Moon Cheon, Se-Mi Ko, Seong-Ho Ham, Young-Dal Kwon, Yong-Bok Lee, Hea-Young Cho. A sensitive UHPLC-MS/MS method for the simultaneous quantification of three lignans in human plasma and its application to a pharmacokinetic study. Journal of separation science. 2017 Sep; 40(17):3430-3439. doi: 10.1002/jssc.201700588. [PMID: 28675628]
  • Jianxiu Zhai, Feng Zhang, Shouhong Gao, Li Chen, Ge Feng, Jun Yin, Wansheng Chen. Time- and NADPH-Dependent Inhibition on CYP3A by Gomisin A and the Pharmacokinetic Interactions between Gomisin A and Cyclophosphamide in Rats. Molecules (Basel, Switzerland). 2017 Aug; 22(8):. doi: 10.3390/molecules22081298. [PMID: 28786954]
  • 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]
  • Yi-ming Jiang, Ying Wang, Hua-sen Tan, Tao Yu, Xiao-mei Fan, Pan Chen, Hang Zeng, Min Huang, Hui-chang Bi. Schisandrol B protects against acetaminophen-induced acute hepatotoxicity in mice via activation of the NRF2/ARE signaling pathway. Acta pharmacologica Sinica. 2016 Mar; 37(3):382-9. doi: 10.1038/aps.2015.120. [PMID: 26806302]
  • 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]
  • 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]
  • A Szopa, W Kisiel, H Ekiert, A Szewczyk. Isolation of three dibenzocyclooctadiene lignans from in vitro cultures of Schisandra chinensis (Turcz.) Baill.--the first report. Die Pharmazie. 2015 May; 70(5):337-9. doi: . [PMID: 26062304]
  • 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]
  • Byeong Hyeok Ye, Seung Jin Lee, Young Whan Choi, So Youn Park, Chi Dae Kim. Preventive effect of gomisin J from Schisandra chinensis on angiotensin II-induced hypertension via an increased nitric oxide bioavailability. Hypertension research : official journal of the Japanese Society of Hypertension. 2015 Mar; 38(3):169-77. doi: 10.1038/hr.2014.162. [PMID: 25427681]
  • Yiming Jiang, Xiaomei Fan, Ying Wang, Pan Chen, Hang Zeng, Huasen Tan, Frank J Gonzalez, Min Huang, Huichang Bi. Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. Toxicological sciences : an official journal of the Society of Toxicology. 2015 Jan; 143(1):107-15. doi: 10.1093/toxsci/kfu216. [PMID: 25319358]
  • Ou Wang, Qian Cheng, Jia Liu, Yong Wang, Liang Zhao, Feng Zhou, Baoping Ji. Hepatoprotective effect of Schisandra chinensis (Turcz.) Baill. lignans and its formula with Rubus idaeus on chronic alcohol-induced liver injury in mice. Food & function. 2014 Nov; 5(11):3018-25. doi: 10.1039/c4fo00550c. [PMID: 25255087]
  • Xin Song, Pu Ding, Xian-Kuan Li, Ting Chen, Liang Chen, Bing Wang. [Effect of forchlorfenuron on fruit morphology and lignans content of Schisandra chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 May; 39(9):1579-83. doi: . [PMID: 25095364]
  • Xiaoxiao Wang, Di Hu, Lijia Zhang, Guoning Lian, Siqi Zhao, Chunming Wang, Jun Yin, Chunfu Wu, Jingyu Yang. Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Jan; 63(?):119-27. doi: 10.1016/j.fct.2013.10.048. [PMID: 24211520]
  • Haitao Liu, Hongwu Lai, Xinyue Jia, Jiushi Liu, Zhao Zhang, Yaodong Qi, Jin Zhang, Junbin Song, Chongming Wu, Bengang Zhang, Peigen Xiao. Comprehensive chemical analysis of Schisandra chinensis by HPLC-DAD-MS combined with chemometrics. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Sep; 20(12):1135-43. doi: 10.1016/j.phymed.2013.05.001. [PMID: 23880331]
  • 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]
  • In Sik Hwang, Jee Eun Kim, Yong Ju Lee, Moon Hwa Kwak, Young Hwan Choi, Byeong Cheol Kang, Jin Tae Hong, Dae Youn Hwang. Protective effects of gomisin A isolated from Schisandra chinensis against CCl(4)-induced hepatic and renal injury. International journal of molecular medicine. 2013 Apr; 31(4):888-98. doi: 10.3892/ijmm.2013.1263. [PMID: 23381504]
  • 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]
  • Ji Young Park, Jung Wook Yun, Young Whan Choi, Jin Ung Bae, Kyo Won Seo, Seung Jin Lee, So Youn Park, Ki Whan Hong, Chi Dae Kim. Antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability. Hypertension research : official journal of the Japanese Society of Hypertension. 2012 Sep; 35(9):928-34. doi: 10.1038/hr.2012.50. [PMID: 22534517]
  • Hiroshi Kohda, Makoto Ozaki, Akira Namera. Production of lignans in calluses of Schisandra chinensis. Journal of natural medicines. 2012 Apr; 66(2):373-6. doi: 10.1007/s11418-011-0586-y. [PMID: 21927855]
  • Ryutaro Teraoka, Tsutomu Shimada, Masaki Aburada. The molecular mechanisms of the hepatoprotective effect of gomisin A against oxidative stress and inflammatory response in rats with carbon tetrachloride-induced acute liver injury. Biological & pharmaceutical bulletin. 2012; 35(2):171-7. doi: 10.1248/bpb.35.171. [PMID: 22293346]
  • 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]
  • Hye Kyung Kim, Yun Ok Bak, Bo Ram Choi, Chen Zhao, Hee Ju Lee, Chul Young Kim, Sung Won Lee, Ju Hong Jeon, Jong Kwan Park. The role of the lignan constituents in the effect of Schisandra chinensis fruit extract on penile erection. Phytotherapy research : PTR. 2011 Dec; 25(12):1776-82. doi: 10.1002/ptr.3486. [PMID: 21469238]
  • A Szopa, H Ekiert. Lignans in Schisandra chinensis in vitro cultures. Die Pharmazie. 2011 Aug; 66(8):633-4. doi: ". [PMID: 21901991]
  • 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]
  • Hye Jin Kim, Myung Sook Oh, Jongki Hong, Young Pyo Jang. Quantitative analysis of major dibenzocyclooctane lignans in Schisandrae fructus by online TLC-DART-MS. Phytochemical analysis : PCA. 2011 May; 22(3):258-62. doi: 10.1002/pca.1273. [PMID: 20981871]
  • C-K Wan, A K Tse, Z-L Yu, G-Y Zhu, H Wang, D W F Fong. Inhibition of cytochrome P450 3A4 activity by schisandrol A and gomisin A isolated from Fructus Schisandrae chinensis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2010 Jul; 17(8-9):702-5. doi: 10.1016/j.phymed.2009.12.005. [PMID: 20089387]
  • Ji Young Park, Hwa Kyoung Shin, Young Whan Choi, You Jin Lee, Sun Sik Bae, Jin Han, Chi Dae Kim. Gomisin A induces Ca2+-dependent activation of eNOS in human coronary artery endothelial cells. Journal of ethnopharmacology. 2009 Sep; 125(2):291-6. doi: 10.1016/j.jep.2009.06.028. [PMID: 19577623]
  • Min Huang, Jing Jin, Hua Sun, Geng Tao Liu. Reversal of P-glycoprotein-mediated multidrug resistance of cancer cells by five schizandrins isolated from the Chinese herb Fructus Schizandrae. Cancer chemotherapy and pharmacology. 2008 Nov; 62(6):1015-26. doi: 10.1007/s00280-008-0691-0. [PMID: 18270702]
  • Vamsi L M Madgula, Bharathi Avula, Young W Choi, Srinivas V Pullela, Ikhlas A Khan, Larry A Walker, Shabana I Khan. Transport of Schisandra chinensis extract and its biologically-active constituents across Caco-2 cell monolayers - an in-vitro model of intestinal transport. The Journal of pharmacy and pharmacology. 2008 Mar; 60(3):363-70. doi: 10.1211/jpp.60.3.0012. [PMID: 18284817]
  • Sung-Hwa Kim, Yeong Shik Kim, Sam Sik Kang, Kihwan Bae, Tran Manh Hung, Sun-Mee Lee. Anti-apoptotic and hepatoprotective effects of gomisin A on fulminant hepatic failure induced by D-galactosamine and lipopolysaccharide in mice. Journal of pharmacological sciences. 2008 Feb; 106(2):225-33. doi: 10.1254/jphs.fp0071738. [PMID: 18270473]
  • Ji Young Park, Seung Jin Lee, Mi Ran Yun, Kyo Won Seo, Sun Sik Bae, June Woo Park, You Jin Lee, Woo Jung Shin, Young Whan Choi, Chi Dae Kim. Gomisin A from Schisandra chinensis induces endothelium-dependent and direct relaxation in rat thoracic aorta. Planta medica. 2007 Dec; 73(15):1537-42. doi: 10.1055/s-2007-993757. [PMID: 18067062]
  • Dong Hyun Kim, Tran Manh Hung, Ki Hwan Bae, Ji Wook Jung, Seungjoo Lee, Byung Hoon Yoon, Jae Hoon Cheong, Kwang Ho Ko, Jong Hoon Ryu. Gomisin A improves scopolamine-induced memory impairment in mice. European journal of pharmacology. 2006 Aug; 542(1-3):129-35. doi: 10.1016/j.ejphar.2006.06.015. [PMID: 16824513]
  • Ying Mu, Jinnan Zhang, Shimin Zhang, Hong-Hao Zhou, David Toma, Songrong Ren, Leaf Huang, Maria Yaramus, Andrew Baum, Raman Venkataramanan, Wen Xie. Traditional Chinese medicines Wu Wei Zi (Schisandra chinensis Baill) and Gan Cao (Glycyrrhiza uralensis Fisch) activate pregnane X receptor and increase warfarin clearance in rats. The Journal of pharmacology and experimental therapeutics. 2006 Mar; 316(3):1369-77. doi: 10.1124/jpet.105.094342. [PMID: 16267138]
  • So Ra Kim, Mi Kyeong Lee, Kyung Ah Koo, Seung Hyun Kim, Sang Hyun Sung, Na Gyong Lee, George J Markelonis, Tae H Oh, Jae Ho Yang, Young Choong Kim. Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity. Journal of neuroscience research. 2004 May; 76(3):397-405. doi: 10.1002/jnr.20089. [PMID: 15079869]
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  • Y Matsuzaki, T Matsuzaki, S Takeda, S Koguchi, Y Ikeya, H Mitsuhashi, H Sasaki, M Aburada, E Hosoya, T Oyama. [Studies on the metabolic fate of gomisin A (TJN-101). I. Absorption in rats]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1991 Sep; 111(9):524-30. doi: 10.1248/yakushi1947.111.9_524. [PMID: 1762054]
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