23-acetate (BioDeep_00000230377)

Main id: BioDeep_00000230825

 

PANOMIX_OTCML-2023


代谢物信息卡片


(1S,3R)-1-((R)-3,3-dimethyloxiran-2-yl)-3-((5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl

化学式: C32H50O5 (514.365805)
中文名称: 泽泻醇B-23-醋酸酯, 泽泻醇 B 乙酸酯, 23-乙酰泽泻醇B, 泽泻醇B醋酸酯, 泽泻醇 B 醋酸酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CC(C1C(O1)(C)C)OC(=O)C)C2=C3CC(C4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)C)C)O
InChI: InChI=1S/C32H50O5/c1-18(16-23(36-19(2)33)27-29(5,6)37-27)20-10-14-31(8)21(20)17-22(34)26-30(7)13-12-25(35)28(3,4)24(30)11-15-32(26,31)9/h18,22-24,26-27,34H,10-17H2,1-9H3/t18-,22+,23+,24+,26+,27-,30+,31+,32+/m1/s1

描述信息

Alisol b acetate is a triterpenoid.
Alisol B 23-acetate is a natural product found in Alisma, Alisma plantago-aquatica, and other organisms with data available.
See also: Alisma plantago-aquatica subsp. orientale root (part of).
Alisol B 23-acetate (23-Acetylalismol B) is a triterpenoid that promotes regeneration of damaged liver through activation of farnesoid receptors.
Alisol B 23-acetate (23-Acetylalismol B) is a triterpenoid that promotes regeneration of damaged liver through activation of farnesoid receptors.

同义名列表

21 个代谢物同义名

(1S,3R)-1-((R)-3,3-dimethyloxiran-2-yl)-3-((5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl; (1S,3R)-1-((R)-3,3-DIMETHYLOXIRAN-2-YL)-3-((5R,8S,9S,10S,11S,14R)-11-HYDROXY-4,4,8,10,14-PENTAMETHYL-3-OXO-2,3,4,5,6,7,8,9,10,11,12,14,15,16-TETRADECAHYDRO-1H-CYCLOPENTA(A)PHENANTHREN-17-YL)BUTYL; [(1S,3R)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-[(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]butyl] acetate; 1-(3,3-DIMETHYLOXIRAN-2-YL)-3-((8S,9S,10S,14R)-11-HYDROXY-4,4,8,10,14-PENTAMETHYL-3-OXO-2,3,4,5,6,7,8,9,10,11,12,14,15,16-TETRADECAHYDRO-1H-CYCLOPENTA(A)PHENANTHREN-17-YL)BUTYL ACETATE; DAMMAR-13(17)-EN-3-ONE, 23-(ACETYLOXY)-24,25-EPOXY-11-HYDROXY-, (8.ALPHA.,9.BETA.,11.BETA.,14.BETA.,23S,24R)-; 8.ALPHA.,9.BETA.,14.BETA.-DAMMAR-13(17)-EN-3-ONE, 24,25-EPOXY-11.BETA.,23-DIHYDROXY-, 23-ACETATE, (23S,24R)-; (8.ALPHA.,9.BETA.,11.BETA.,14.BETA.,23S,24R)-23-(ACETYLOXY)-24,25-EPOXY-11-HYDROXYDAMMAR-13(17)-EN-3-ONE; Dammar-13(17)-en-3-one, 23-(acetyloxy)-24,25-epoxy-11-hydroxy-, (8alpha,9beta,11beta,14beta,23S,24R)-; (8alpha,9beta,11beta,14beta,23S,24R)-23-(ACETYLOXY)-24,25-EPOXY-11-HYDROXYDAMMAR-13(17)-EN-3-ONE; 23-Acetylalismol B;23-O-Acetylalisol B;Alisol B monoacetate; Alisol B acetate, >=98\\% (HPLC); Alisol B (23-acetate); Alisol B monoacetate; alisol B 23-acetate; 23-O-Acetylalisol B; 23-ACETATE ALISOL B; 23-Acetylalismol B; 23-acetylalisol B; Alisol B acetate; 72Y3NE3ZV8; 23-acetate



数据库引用编号

6 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)

1 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

  • Lu-Lu Han, Xin Zhang, Hui Zhang, Ting Li, Yi-Chen Zhao, Ming-Hui Tian, Feng-Lei Sun, Bo Feng. Alisol B 23-acetate promotes white adipose tissue browning to mitigate high-fat diet-induced obesity by regulating mTOR-SREBP1 signaling. Journal of integrative medicine. 2024 Jan; ?(?):. doi: 10.1016/j.joim.2024.01.003. [PMID: 38311542]
  • Hua-Jun Li, Yuan-Song Wang, Ya-Nan Wang, Ai-Ru Liu, Xiu-Hai Su, Zi-Ang Ma, Li-Xin Wang, Zhong-Yong Zhang, Shu-Quan Lv, Jing Miao, Huan-Tian Cui. Mechanical study of alisol B 23-acetate on methionine and choline deficient diet-induced nonalcoholic steatohepatitis based on untargeted metabolomics. Biomedical chromatography : BMC. 2023 Oct; ?(?):e5763. doi: 10.1002/bmc.5763. [PMID: 37858975]
  • Juan Zou, Yuanyuan Li, Jingyi Cai, Xiaotian Peng, Lincong Zhang, Tian Tian, Tianming Wang, Rong Shi, Jiasheng Wu, Yueming Ma. Identification of Yinchenwuling fang's active components and hepatoprotective effects against cholestatic liver damage induced by alpha-naphthyl isothiocyanate in mice. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2023 Jan; 1215(?):123570. doi: 10.1016/j.jchromb.2022.123570. [PMID: 36542898]
  • Tiantian Zhang, Feng Zhang, Yani Zhang, Hongxin Li, Guanghao Zhu, Taotao Weng, Cheng Huang, Ping Wang, Yuqi He, Jing Hu, Guangbo Ge. The roles of serine hydrolases and serum albumin in alisol B 23-acetate hydrolysis in humans. Frontiers in pharmacology. 2023; 14(?):1160665. doi: 10.3389/fphar.2023.1160665. [PMID: 37089921]
  • Yu Fu, Han Feng, Xue Ding, Qing-Hai Meng, Shu-Rui Zhang, Jun Li, Ying Chao, Ting-Ting Ji, Yun-Hui Bi, Wei-Wei Zhang, Qi Chen, Yu-Han Zhang, You-Long Feng, Hui-Min Bian. Alisol B 23-acetate adjusts bile acid metabolisim via hepatic FXR-BSEP signaling activation to alleviate atherosclerosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Jul; 101(?):154120. doi: 10.1016/j.phymed.2022.154120. [PMID: 35523117]
  • Xiao-Yan Chang, Jia-Shuo Wu, Fang-Qing Zhang, Zhuang-Zhuang Li, Wei-Yi Jin, Jing-Xun Wang, Wei-Hua Wang, Yue Shi. A Strategy for Screening the Lipid-Lowering Components in Alismatis Rhizoma Decoction Based on Spectrum-Effect Analysis. Journal of analytical methods in chemistry. 2022; 2022(?):2363242. doi: 10.1155/2022/2363242. [PMID: 35028165]
  • Yingna Chen, Jieya Lu, Zhihao Xie, Jialing Tang, Xuejiao Lian, Xiuwen Li. The Mechanism of Alisol B23 Acetate Inhibiting Lung Cancer: Targeted Regulation of CD11b/CD18 to Influence Macrophage Polarization. Drug design, development and therapy. 2022; 16(?):3677-3689. doi: 10.2147/dddt.s375073. [PMID: 36277599]
  • Fan Xia, Shijian Xiang, Zhijuan Chen, Luyao Song, Yuxin Li, Ziqiong Liao, Bingchen Ge, Benjie Zhou. The probiotic effects of AB23A on high-fat-diet-induced non-alcoholic fatty liver disease in mice may be associated with suppressing the serum levels of lipopolysaccharides and branched-chain amino acids. Archives of biochemistry and biophysics. 2021 12; 714(?):109080. doi: 10.1016/j.abb.2021.109080. [PMID: 34742934]
  • Zhi-Lin Luan, Wen-Hua Ming, Xiao-Wan Sun, Cong Zhang, Yang Zhou, Feng Zheng, Yong-Liang Yang, You-Fei Guan, Xiao-Yan Zhang. A naturally occurring FXR agonist, alisol B 23-acetate, protects against renal ischemia-reperfusion injury. American journal of physiology. Renal physiology. 2021 11; 321(5):F617-F628. doi: 10.1152/ajprenal.00193.2021. [PMID: 34569253]
  • Yuting Sun, Jun Long, Weikai Chen, Yunxia Sun, Liyu Zhou, Linhui Zhang, Hongbo Zeng, Dongping Yuan. Alisol B 23-acetate, a new promoter for cholesterol efflux from dendritic cells, alleviates dyslipidemia and inflammation in advanced atherosclerotic mice. International immunopharmacology. 2021 Oct; 99(?):107956. doi: 10.1016/j.intimp.2021.107956. [PMID: 34284288]
  • Huai-Chang Zhu, Xiao-Kang Jia, Yong Fan, Shao-Hua Xu, Xiao-Yan Li, Ming-Qing Huang, Meng-Liu Lan, Wen Xu, Shui-Sheng Wu. Alisol B 23-Acetate Ameliorates Azoxymethane/Dextran Sodium Sulfate-Induced Male Murine Colitis-Associated Colorectal Cancer via Modulating the Composition of Gut Microbiota and Improving Intestinal Barrier. Frontiers in cellular and infection microbiology. 2021; 11(?):640225. doi: 10.3389/fcimb.2021.640225. [PMID: 33996624]
  • Xi-Chao Yu, Yu Fu, Yun-Hui Bi, Wei-Wei Zhang, Jun Li, Tingting Ji, Ying Chao, Qing-Hai Meng, Qi Chen, Meng-Hua Ma, Yu-Han Zhang, Jinjun Shan, Hui-Min Bian. Alisol B 23-acetate activates ABCG5/G8 in the jejunum via the LXRα/ACAT2 pathway to relieve atherosclerosis in ovariectomized ApoE-/- mice. Aging. 2020 11; 12(24):25744-25766. doi: 10.18632/aging.104185. [PMID: 33234731]
  • Qi Chen, Ying Chao, Weiwei Zhang, Yuhan Zhang, Yunhui Bi, Yu Fu, Danfeng Cai, Qinghai Meng, Yu Li, Huimin Bian. Activation of estrogen receptor α (ERα) is required for Alisol B23-acetate to prevent post-menopausal atherosclerosis and reduced lipid accumulation. Life sciences. 2020 Oct; 258(?):118030. doi: 10.1016/j.lfs.2020.118030. [PMID: 32739470]
  • Xiaomei Xu, Lisha Li, Yamin Zhang, Xuehua Lu, Wei Lin, Shuangshuang Wu, Xia Qin, Rongqing Xu, Wenjin Lin. Hypolipidemic effect of Alisma orientale (Sam.) Juzep on gut microecology and liver transcriptome in diabetic rats. PloS one. 2020; 15(10):e0240616. doi: 10.1371/journal.pone.0240616. [PMID: 33035272]
  • Rong Tian, Wei Gu, Yuchen Gu, Chao Geng, Fei Xu, Qinan Wu, Jianguo Chao, Wenda Xue, Chen Zhou, Fan Wang. Methyl jasmonate promote protostane triterpenes accumulation by up-regulating the expression of squalene epoxidases in Alisma orientale. Scientific reports. 2019 12; 9(1):18139. doi: 10.1038/s41598-019-54629-6. [PMID: 31792343]
  • BinYan Wang, Liang Chen, LingHao Dai, WenMing Fang, Hui Wang. Alisol B 23-Acetate Ameliorates Lipopolysaccharide-Induced Cardiac Dysfunction by Suppressing Toll-Like Receptor 4 (TLR4)/NADPH Oxidase 2 (NOX2) Signaling Pathway. Medical science monitor : international medical journal of experimental and clinical research. 2019 Nov; 25(?):8472-8481. doi: 10.12659/msm.918252. [PMID: 31707400]
  • Maoliang Liao, Haihua Shang, Yazhuo Li, Tian Li, Miao Wang, Yanan Zheng, Wenbin Hou, Changxiao Liu. An integrated approach to uncover quality marker underlying the effects of Alisma orientale on lipid metabolism, using chemical analysis and network pharmacology. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Jun; 45(?):93-104. doi: 10.1016/j.phymed.2018.04.006. [PMID: 29705003]
  • Wen Xu, Xiaoyan Li, Na Lin, Xue Zhang, Xiaoqiang Huang, Tingting Wu, Yanni Tai, Shuyun Chen, Chieh-Hsi Wu, Mingqing Huang, Shuisheng Wu. Pharmacokinetics and tissue distribution of five major triterpenoids after oral administration of Rhizoma Alismatis extract to rats using ultra high-performance liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2017 Nov; 146(?):314-323. doi: 10.1016/j.jpba.2017.09.009. [PMID: 28910706]
  • Lin Chen, Dan-Qian Chen, Ming Wang, Dan Liu, Hua Chen, Fang Dou, Nosratola D Vaziri, Ying-Yong Zhao. Role of RAS/Wnt/β-catenin axis activation in the pathogenesis of podocyte injury and tubulo-interstitial nephropathy. Chemico-biological interactions. 2017 Aug; 273(?):56-72. doi: 10.1016/j.cbi.2017.05.025. [PMID: 28578904]
  • Yuichiro Kanno, Tomofumi Yatsu, Naoya Yamashita, Shuai Zhao, Wei Li, Miyuki Imai, Manami Kashima, Yoshio Inouye, Kiyomitsu Nemoto, Kazuo Koike. Alisol B 23-acetate from the rhizomes of Alisma orientale is a natural agonist of the human pregnane X receptor. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2017 Mar; 26(?):22-27. doi: 10.1016/j.phymed.2017.01.003. [PMID: 28257661]
  • Qiang Meng, Xing-Ping Duan, Chang-Yuan Wang, Zhi-Hao Liu, Peng-Yuan Sun, Xiao-Kui Huo, Hui-Jun Sun, Jin-Yong Peng, Ke-Xin Liu. Alisol B 23-acetate protects against non-alcoholic steatohepatitis in mice via farnesoid X receptor activation. Acta pharmacologica Sinica. 2017 Jan; 38(1):69-79. doi: 10.1038/aps.2016.119. [PMID: 27773935]
  • Le-Le Zhang, Yu-Lian Xu, Zheng-Hai Tang, Xiao-Huang Xu, Xin Chen, Ting Li, Chun-Yong Ding, Ming-Qing Huang, Xiu-Ping Chen, Yi-Tao Wang, Xiao-Feng Yuan, Jin-Jian Lu. Effects of alisol B 23-acetate on ovarian cancer cells: G1 phase cell cycle arrest, apoptosis, migration and invasion inhibition. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Jul; 23(8):800-9. doi: 10.1016/j.phymed.2016.04.003. [PMID: 27288915]
  • Yunlai Wang, Guoqiang Li, Yu Zhou, Dengke Yin, Chunlei Tao, Lan Han, Xiaoli Yue, Yongfu Pan, Yao Yao, Daiyin Peng, Fan Xu. The difference between blood-associated and water-associated herbs of Danggui-Shaoyao San in theory of TCM, based on serum pharmacochemistry. Biomedical chromatography : BMC. 2016 Apr; 30(4):579-87. doi: 10.1002/bmc.3586. [PMID: 26270156]
  • Wei Gu, Chao Geng, Wenda Xue, Qinan Wu, Jianguo Chao, Fei Xu, Hongmei Sun, Ling Jiang, Yun Han, Shuangquan Zhang. Characterization and function of the 3-hydroxy-3-methylglutaryl-CoA reductase gene in Alisma orientale (Sam.) Juz. and its relationship with protostane triterpene production. Plant physiology and biochemistry : PPB. 2015 Dec; 97(?):378-89. doi: 10.1016/j.plaphy.2015.10.031. [PMID: 26546781]
  • Qiang Meng, Xinli Chen, Changyuan Wang, Qi Liu, Huijun Sun, Pengyuan Sun, Xiaokui Huo, Zhihao Liu, Jihong Yao, Kexin Liu. Protective Effects of Alisol B 23-Acetate Via Farnesoid X Receptor-Mediated Regulation of Transporters and Enzymes in Estrogen-Induced Cholestatic Liver Injury in Mice. Pharmaceutical research. 2015 Nov; 32(11):3688-98. doi: 10.1007/s11095-015-1727-x. [PMID: 26040663]
  • Jose J G Marin, Rocio I R Macias, Oscar Briz, Jesus M Banales, Maria J Monte. Bile Acids in Physiology, Pathology and Pharmacology. Current drug metabolism. 2015; 17(1):4-29. doi: 10.2174/1389200216666151103115454. [PMID: 26526836]
  • Wen Xu, Ting Li, Jian-Fang Qiu, Shui-Sheng Wu, Ming-Qing Huang, Li-Gen Lin, Qing-Wen Zhang, Xiu-Ping Chen, Jin-Jian Lu. Anti-proliferative activities of terpenoids isolated from Alisma orientalis and their structure-activity relationships. Anti-cancer agents in medicinal chemistry. 2015; 15(2):228-35. doi: 10.2174/1871520614666140601213514. [PMID: 24893804]
  • Fei Xu, Qi-nan Wu, Jun Chen, Wei Gu, Fang Fang, Lin-qun Zhang, Bo Zhao. The binding mechanisms of plasma protein to active compounds in Alismaorientale rhizomes (Alismatis Rhizoma). Bioorganic & medicinal chemistry letters. 2014 Sep; 24(17):4099-105. doi: 10.1016/j.bmcl.2014.07.065. [PMID: 25106886]
  • Je Hyeong Lee, Oh Song Kwon, Hong-Guang Jin, Eun-Rhan Woo, Yeong Shik Kim, Hyun Pyo Kim. The rhizomes of Alisma orientale and alisol derivatives inhibit allergic response and experimental atopic dermatitis. Biological & pharmaceutical bulletin. 2012; 35(9):1581-7. doi: 10.1248/bpb.b110689. [PMID: 22975512]
  • Jun-Ho Lee, Yoo-Jin Lee, Seok-Woo Kang, Yangseok Kim, Minkyu Shin, Moochang Hong, Eun-Kyoung Seo, Sung-Hoon Kim, Seung-Yeol Nah, Hyunsu Bae. Effects of protostane-type triterpenoids on the 5-HT3A receptor-mediated ion current in Xenopus oocytes. Brain research. 2010 May; 1331(?):20-7. doi: 10.1016/j.brainres.2010.03.041. [PMID: 20307506]
  • Chaofeng Zhang, Aichun Zhou, Mian Zhang. [Chemical constituents of Alisma orientalis and their immunosuppressive function]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):994-8. doi: . [PMID: 19639784]
  • Jong Moon Hur, Jong Won Choi, Jong Cheol Park. Effects of methanol extract of Alisma orientale rhizome and its major component, alisol B 23-acetate, on hepatic drug metabolizing enzymes in rats treated with bromobenzene. Archives of pharmacal research. 2007 Dec; 30(12):1543-9. doi: 10.1007/bf02977323. [PMID: 18254241]
  • Hong-Chang Liu, Wen-Yu Yang, Xing-Fu Chen. [Establishment of chromatographic fingerprint and quality assessment on Sichuan native medicinal plant Alisma plantago-aquatica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Sep; 32(18):1844-7. doi: ". [PMID: 18051885]
  • Zhi-Yong Jiang, Xue-Mei Zhang, Feng-Xue Zhang, Ni Liu, Fang Zhao, Jun Zhou, Ji-Jun Chen. A new triterpene and anti-hepatitis B virus active compounds from Alisma orientalis. Planta medica. 2006 Aug; 72(10):951-4. doi: 10.1055/s-2006-947178. [PMID: 16858666]
  • Yao-Ting Huang, Dong-Ming Huang, Shih-Chieh Chueh, Che-Ming Teng, Jih-Hwa Guh. Alisol B acetate, a triterpene from Alismatis rhizoma, induces Bax nuclear translocation and apoptosis in human hormone-resistant prostate cancer PC-3 cells. Cancer letters. 2006 Jan; 231(2):270-8. doi: 10.1016/j.canlet.2005.02.011. [PMID: 16399228]