Peimine (BioDeep_00000008345)

   

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


(3S,4aS,5S,6aS,6bS,8aS,9S,9aS,12S,15aS,15bR,16aS,16bR)-9,12,16b-Trimethyltetracosahydrobenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinoline-3,5,9-triol

化学式: C27H45NO3 (431.339926)
中文名称: 湖贝碱甲, 浙贝母素, 贝母甲素, 浙贝甲素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.72%

分子结构信息

SMILES: CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O
InChI: InChI=1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,24-,25-,26+,27-/m0/s1

描述信息

Verticine is an alkaloid.
Peimine is a natural product found in Fritillaria anhuiensis, Fritillaria cirrhosa, and other organisms with data available.
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents > D014704 - Veratrum Alkaloids
Peimine (Verticine) is a natural compound with excellent anti-inflammatory activity.
Peimine (Verticine) is a natural compound with excellent anti-inflammatory activity.

同义名列表

30 个代谢物同义名

(3S,4aS,5S,6aS,6bS,8aS,9S,9aS,12S,15aS,15bR,16aS,16bR)-9,12,16b-Trimethyltetracosahydrobenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinoline-3,5,9-triol; (1R,2S,6S,9S,10S,11S,14S,15S,17S,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol; 5alpha,14alpha,22beta-Cevanine-3beta,6alpha,20beta-triol; Cevane-3,6,20-triol, (3beta,5alpha,6alpha,25alpha)-; Cevane-3,6,20-triol, (3beta,5alpha,6alpha,22beta)-; Cevane-3,6,20-triol, (3.beta.,5.alpha.,6.alpha.)-; Cevane-3,6,20-triol, (3beta,5alpha,6alpha)-; (3beta,5alpha,6alpha)-Cevane-3,6,20-triol; 5.alpha.-Cevane-3.beta.,6.alpha.,20-triol; Verticine;Dihydroisoimperialine; 6.ALPHA.-DIHYDROISOIMPERIALINE; 5,14-Cevanine-3,6,20-triol; Peimine, >=98\\% (HPLC); Dihydroisoimperialine; Verticine (Peimine); cevane-3,6,20-triol; UNII-34QDF8UFSY; VERTICINE [MI]; Wanpeinine-A; Wanpeinine A; Peimine,(S); verticinone; Zhebeinine; 34QDF8UFSY; 1ST158089; verticine; Peimine; Isoverticine; Peimine; Zhebeinine



数据库引用编号

26 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

  • Ze-Hui Cai, Yan-Ge Tian, Jun-Zi Li, Peng Zhao, Jian-Sheng Li, Xue Mei, Yun-Ping Bai. Peimine ameliorates pulmonary fibrosis via the inhibition of M2-type macrophage polarization through the suppression of P38/Akt/STAT6 signals. Bioscience reports. 2022 10; 42(10):. doi: 10.1042/bsr20220986. [PMID: 36111628]
  • Wei-Jan Wang, Yeh Chen, Wen-Chi Su, Yen-Yi Liu, Wan-Jou Shen, Wei-Chao Chang, Sheng-Teng Huang, Cheng-Wen Lin, Yu-Chuan Wang, Chia-Shin Yang, Mei-Hui Hou, Yu-Chi Chou, Yang-Chang Wu, Shao-Chun Wang, Mien-Chie Hung. Peimine inhibits variants of SARS-CoV-2 cell entry via blocking the interaction between viral spike protein and ACE2. Journal of food biochemistry. 2022 10; 46(10):e14354. doi: 10.1111/jfbc.14354. [PMID: 35894128]
  • Chunyan Liu, Dong Zhen, Huanhuan Du, Guohua Gong, Yun Wu, Qianqian Ma, Zhe-Shan Quan. Synergistic anti-inflammatory effects of peimine, peiminine, and forsythoside a combination on LPS-induced acute lung injury by inhibition of the IL-17-NF-κB/MAPK pathway activation. Journal of ethnopharmacology. 2022 Sep; 295(?):115343. doi: 10.1016/j.jep.2022.115343. [PMID: 35533916]
  • Xi Tian, Jinhuan Wei, Mengxin Yang, Yukun Niu, Minyan Liu, Yingfeng Du, Yiran Jin. An integrated strategy to reveal the potential anti-asthma mechanism of peimine by metabolite profiling, network pharmacology, and molecular docking. Journal of separation science. 2022 Aug; 45(15):2819-2832. doi: 10.1002/jssc.202200128. [PMID: 35638750]
  • Jingqiu Sun, Jing Li, Xin Kong, Qingfeng Guo. Peimine Inhibits MCF-7 Breast Cancer Cell Growth by Modulating Inflammasome Activation: Critical Roles of MAPK and NF-κB Signaling. Anti-cancer agents in medicinal chemistry. 2022 Mar; ?(?):. doi: 10.2174/1871520622666220324100510. [PMID: 35331099]
  • Armando Alberola-Die, José Antonio Encinar, Raúl Cobo, Gregorio Fernández-Ballester, José Manuel González-Ros, Isabel Ivorra, Andrés Morales. Peimine, an Anti-Inflammatory Compound from Chinese Herbal Extracts, Modulates Muscle-Type Nicotinic Receptors. International journal of molecular sciences. 2021 Oct; 22(20):. doi: 10.3390/ijms222011287. [PMID: 34681946]
  • Meng Li, Xiaoyan Liu, Yuzhen Wang, Xiuli Ju. In vitro effects of peimine on the activity of cytochrome P450 enzymes. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Oct; 50(10):1202-1207. doi: 10.1080/00498254.2020.1761572. [PMID: 32338127]
  • Lihua Zhang, Mingchao Cui, Shaojun Chen. Identification of the Molecular Mechanisms of Peimine in the Treatment of Cough Using Computational Target Fishing. Molecules (Basel, Switzerland). 2020 Mar; 25(5):. doi: 10.3390/molecules25051105. [PMID: 32131410]
  • Simei Liu, Tiechui Yang, Tse Wai Ming, Tse Kathy Wai Gaun, Ting Zhou, Shu Wang, Bengui Ye. Isosteroid alkaloids with different chemical structures from Fritillariae cirrhosae bulbus alleviate LPS-induced inflammatory response in RAW 264.7 cells by MAPK signaling pathway. International immunopharmacology. 2020 Jan; 78(?):106047. doi: 10.1016/j.intimp.2019.106047. [PMID: 31816576]
  • Qiu-Yan Wang, Xin Dong, Juan Yang, Xiao-Ting Zhen, Li-Hong Ye, Chu Chu, Bin Wang, Yu-Han Hu, Hui Zheng, Jun Cao. Solid acids assisted matrix solid-phase dispersion microextraction of alkaloids by capillary electrophoresis coupled with quadrupole time-of-flight mass spectrometry. Journal of separation science. 2019 Dec; 42(23):3579-3588. doi: 10.1002/jssc.201900647. [PMID: 31617304]
  • Issac Chi-Chung Cheng, Ren-Kai Li, George Pak-Heng Leung, Song-Lin Li, Ming Kong, Li-Xing Lao, Zhang-Jin Zhang, Wai-Ling Lin, Ernest Hung-Yu Ng, Jian-Hui Rong, Jian-Ping Chen, Jing Su, Kalin Yan-Bo Zhang, Wei Meng. Application of UPLC-MS/MS to simultaneously detect four bioactive compounds in the tumour-shrinking decoction (FM1523) for uterine fibroids treatment. Phytochemical analysis : PCA. 2019 Jul; 30(4):447-455. doi: 10.1002/pca.2827. [PMID: 30916852]
  • Zhibin Wang, Feng Cao, Yajun Chen, Zhenqiu Tang, Zhenyue Wang. Simultaneous Determination and Pharmacokinetics of Peimine and Peiminine in Beagle Dog Plasma by UPLC-MS/MS after the Oral Administration of Fritillariae ussuriensis Maxim and Fritillariae thunbergii Miq Powder. Molecules (Basel, Switzerland). 2018 06; 23(7):. doi: 10.3390/molecules23071573. [PMID: 29958456]
  • Jiachun Li, Dongpo Li, Youzhi Pan, Jun-Hua Hu, Wenzhe Huang, Zhen-Zhong Wang, Wei Xiao, Yu Wang. Simultaneous determination of ten bioactive constituents of Sanjie Zhentong Capsule in rat plasma by ultra-high-performance liquid chromatography tandem mass spectrometry and its application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jun; 1054(?):20-26. doi: 10.1016/j.jchromb.2017.03.001. [PMID: 28415020]
  • Liandi Kan, Wei Zhao, Lanying Pan, Jianwei Xu, Qingmao Chen, Kai Xu, Liping Xiao, Yuan Chen. Peimine inhibits hERG potassium channels through the channel inactivation states. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 May; 89(?):838-844. doi: 10.1016/j.biopha.2017.02.070. [PMID: 28282785]
  • Jianwei Xu, Wei Zhao, Lanying Pan, Ailian Zhang, Qingmao Chen, Kai Xu, Haiyin Lu, Yuan Chen. Peimine, a main active ingredient of Fritillaria, exhibits anti-inflammatory and pain suppression properties at the cellular level. Fitoterapia. 2016 Jun; 111(?):1-6. doi: 10.1016/j.fitote.2016.03.018. [PMID: 27033404]
  • Eun Jin Kim, Yong Pill Yoon, Kyeong Wan Woo, Jang-Hyun Kim, Sang Yeon Min, Hyun Jae Lee, Sang Kook Lee, Jang-Hee Hong, Kang Ro Lee, Choong Jae Lee. Verticine, ebeiedine and suchengbeisine isolated from the bulbs of Fritillaria thunbergii Miq. inhibited the gene expression and production of MUC5AC mucin from human airway epithelial cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Feb; 23(2):95-104. doi: 10.1016/j.phymed.2015.12.016. [PMID: 26926170]
  • Xiao-yong Tang, Ying-xue Tang, Peng Xu, Hai-yan Zhou, Li Han. [Effect of Peimine on ERCC1 mRNA and LRP Expressions of A549/DDP Multidrug Resistance Cell Line]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2015 Dec; 35(12):1490-4. doi: . [PMID: 26882613]
  • Ke Wu, Chunfen Mo, Hengyi Xiao, Yun Jiang, Bengui Ye, Shu Wang. Imperialine and Verticinone from Bulbs of Fritillaria wabuensis Inhibit Pro-inflammatory Mediators in LPS-stimulated RAW 264.7 Macrophages. Planta medica. 2015 Jul; 81(10):821-9. doi: 10.1055/s-0035-1546170. [PMID: 26132855]
  • Yan-nan Zhang, Kang-cai Wang, Xiao-qian Zhang, Zhi-wei Cui, Qian Wang. [Study on accumulation law of peimine in different Fritillaria thunbergii cultivar]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2015 Feb; 40(3):421-3. doi: ". [PMID: 26084163]
  • Xiao Wu, Jian-Guo Sun, Ying Peng, Yan Liang, Guang-Ji Wang, Hui Chen, Ji-Zhou Wu, Peng Zhang. Pharmacokinetics, tissue distribution and excretion of verticinone from F. hupehensis in rats. Molecules (Basel, Switzerland). 2014 Dec; 19(12):20613-26. doi: 10.3390/molecules191220613. [PMID: 25514053]
  • Zhi-Yu Guan, Li-Hua Zhang, Li-Hua Chen, Wei-Feng Zhu, Hong-Ning Liu. [Rat intestinal absorption trait of peimine and peiminine in Thunberg fritillary bulb extract]. Yao xue xue bao = Acta pharmaceutica Sinica. 2013 Dec; 48(12):1836-43. doi: ". [PMID: 24689243]
  • Shuai Huang, Xian-li Zhou, Juan Wen, Cui-juan Wang, Hong-yan Wang, Lian-hai Shan, Jie Weng. A novel steroidal alkaloid from Fritillaria shuchengensis. Journal of natural medicines. 2013 Jul; 67(3):647-51. doi: 10.1007/s11418-012-0702-7. [PMID: 22886818]
  • Li-hua Chen, Hui-min Zhang, Zhi-yu Guan, Wei-feng Zhu, Wen-jiao Yi, Yong-mei Guan, Sen Wang, Hong-ning Liu. Sex dependent pharmacokinetics, tissue distribution and excretion of peimine and peiminine in rats assessed by liquid chromatography-tandem mass spectrometry. Journal of ethnopharmacology. 2013 Jan; 145(1):77-84. doi: 10.1016/j.jep.2012.09.054. [PMID: 23123795]
  • Lihong Liu, Wenwei You, Liujuan Zheng, Feiyu Chen, Zhimin Jia. Determination of peimine and peiminine in Bulbus Fritillariae Thunbergii by capillary electrophoresis by indirect UV detection using N-(1-naphthyl)ethylenediamine dihydrochloride as probe. Electrophoresis. 2012 Jul; 33(14):2152-8. doi: 10.1002/elps.201200021. [PMID: 22821492]
  • Lihua Chen, Lili Liu, Weifeng Zhu, Huimin Zhang, Zhihong Yan, Hongning Liu. Comparative pharmacokinetic studies of peimine and peiminine in rat plasma by LC-MS-MS after oral administration of Fritillaria thunbergii Miq. and Fritillaria thunbergii Miq. - Glycyrrhiza uralensis Fisch. couple extract. Die Pharmazie. 2011 Sep; 66(9):684-9. doi: NULL. [PMID: 22026124]
  • Xiao Wu, Hui Chen, Jianguo Sun, Ying Peng, Yan Liang, Guangji Wang, Jizhou Wu, Peng Zhang. Development and validation of a liquid chromatography-mass spectrometry method for the determination of verticinone in rat plasma and its application to pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Aug; 878(23):2067-71. doi: 10.1016/j.jchromb.2010.06.004. [PMID: 20580328]
  • Xiaodan Wu, Juanjuan Chen, Yuanjiang Pan. Simultaneous determination of peimine and peiminine in rat plasma by LC-ESI-MS employing solid-phase extraction. Biomedical chromatography : BMC. 2010 Aug; 24(8):902-7. doi: 10.1002/bmc.1384. [PMID: 20033892]
  • Li-hua Chen, Li-li Liu, Hong-ning Liu, Wei-feng Zhu, Wen-jiao Yi, Yi Zhao. [Simultaneous determination of peimine and peiminine in rat plasma by LC-MS/MS and its application in the pharmacokinetic study]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Jul; 45(7):891-4. doi: . [PMID: 20931788]
  • Gui-Zhong Xin, Jian-Liang Zhou, Lian-Wen Qi, Chang-Yin Li, Peng Liu, Hui-Jun Li, Xiao-dong Wen, Ping Li. Turbulent-flow chromatography coupled on-line to fast high-performance liquid chromatography and mass spectrometry for simultaneous determination of verticine, verticinone and isoverticine in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Feb; 878(3-4):435-41. doi: 10.1016/j.jchromb.2009.12.027. [PMID: 20060789]
  • Ying Gao, Yuanhong Xu, Bingyan Han, Jing Li, Qian Xiang. Sensitive determination of verticine and verticinone in Bulbus Fritillariae by ionic liquid assisted capillary electrophoresis-electrochemiluminescence system. Talanta. 2009 Dec; 80(2):448-53. doi: 10.1016/j.talanta.2009.07.012. [PMID: 19836502]
  • Jiu-Liang Zhang, Hui Wang, Hui-Fang Pi, Han-Li Ruan, Peng Zhang, Ji-Zhou Wu. Structural analysis and antitussive evaluation of five novel esters of verticinone and bile acids. Steroids. 2009 Apr; 74(4-5):424-34. doi: 10.1016/j.steroids.2008.12.007. [PMID: 19154752]
  • Yong-Hui Zhang, Xi-Liang Yang, Peng Zhang, Xue-Feng Zhou, Han-Li Ruan, Hui-Fang Pi, Ji-Zhou Wu, Han-Dong Sun. Cytotoxic alkaloids from the bulbs of Fritillaria hupehensis. Chemistry & biodiversity. 2008 Feb; 5(2):259-66. doi: 10.1002/cbdv.200890023. [PMID: 18293439]
  • Fang-Zhou Xu, Chang Chen, Yong-Hui Zhang, Han-Li Ruan, Hui-Fang Pi, Pong Zhang, Ji-Zhou Wu. Synthesis and antitussive evaluation of verticinone-cholic acid salt, a novel and potential cough therapeutic agent. Acta pharmacologica Sinica. 2007 Oct; 28(10):1591-6. doi: 10.1111/j.1745-7254.2007.00179.x. [PMID: 17883945]
  • Fang-Zhou Xu, Yong-Hui Zhang, Han-Li Ruan, Hui-Fang Pi, Chang Chen, Ji-Zhou Wu. [Preparation and antitussive, expectorant and antiasthmatic activities of verticinone-bile acids salts]. Yao xue xue bao = Acta pharmaceutica Sinica. 2007 Mar; 42(3):274-8. doi: ". [PMID: 17520826]
  • Ying Zhou, Hui Ji, Bao-Qin Lin, Yan Jiang, Ping Li. The effects of five alkaloids from Bulbus Fritillariae on the concentration of cAMP in HEK cells transfected with muscarinic M(2) receptor plasmid. The American journal of Chinese medicine. 2006; 34(5):901-10. doi: 10.1142/s0192415x06004375. [PMID: 17080553]
  • Yan Xue, Hao-Liang Gu. [Determination of peimine and peiminine in Fritillaria thunbergii by HPLC-ELSD]. Yao xue xue bao = Acta pharmaceutica Sinica. 2005 Jun; 40(6):550-2. doi: . [PMID: 16144323]
  • Han-li Ruan, Yong-hui Zhang, Xu-chu Pan, Tao Dong, Ji-zhou Wu. [Studies on the chemical constituents from culbs of hybridized Bulbus Fritillariae Ussuriensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2004 Apr; 29(4):331-4. doi: . [PMID: 15706870]
  • Hyuncheol Oh, Dae-Gill Kang, Sunyoung Lee, Yunmi Lee, Ho-Sub Lee. Angiotensin converting enzyme (ACE) inhibitory alkaloids from Fritillaria ussuriensis. Planta medica. 2003 Jun; 69(6):564-5. doi: 10.1055/s-2003-40659. [PMID: 12865981]
  • Hyun-Ock Pae, Hyuncheol Oh, Byung-Min Choi, Gi-Su Oh, Sang-Gi Paik, Sejin Jeong, Kee-Myoung Hwang, Young-Gab Yun, Hun-Taeg Chung. Differentiation-inducing effects of verticinone, an isosteroidal alkaloid isolated from the bulbus of Fritillaria ussuriensis, on human promyelocytic leukemia HL-60 cells. Biological & pharmaceutical bulletin. 2002 Nov; 25(11):1409-11. doi: 10.1248/bpb.25.1409. [PMID: 12419949]
  • J N Zhang, G Lin, Y P Ho, P Li, A H Chow. Verticine ethanol hydrate (2/1/1). Acta crystallographica. Section C, Crystal structure communications. 2000 Jul; 56 ( Pt 7)(?):907-9. doi: 10.1107/s010827010000264x. [PMID: 10935127]
  • H Zhen, Y Yang. [Experimental studies on the quality control of xiaoluo pills]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1996 Apr; 21(4):222-5, 255. doi: ". [PMID: 9208553]
  • D M Xu. [Alkaloid constituents in the leaves and stems of Fritillaria ussuriensis]. Zhong yao tong bao (Beijing, China : 1981). 1986 Nov; 11(11):40-1. doi: ". [PMID: 2952324]
  • B C Qian, H J Xu. [Studies on the antitussive and sedative activities of peimine and peiminine]. Yao xue xue bao = Acta pharmaceutica Sinica. 1985 Apr; 20(4):306-8. doi: ". [PMID: 4072703]