Petasin (BioDeep_00000007558)

   

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


Petasin

化学式: C20H28O3 (316.2038338)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C(C)C1CC2(C)C(=CC1=O)CCC(OC(=O)C(C)=CC)C2C
InChI: InChI=1S/C20H28O3/c1-7-13(4)19(22)23-18-9-8-15-10-17(21)16(12(2)3)11-20(15,6)14(18)5/h7,10,14,16,18H,2,8-9,11H2,1,3-6H3/b13-7-/t14-,16-,18+,20+/m0/s1

描述信息

An enoate ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol.

同义名列表

2 个代谢物同义名

Petasin; Petasin



数据库引用编号

15 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)

53 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

  • Selvanathan Mj Vinola, Sekar Mahalaxmi. Characterisation and evaluation of physical properties of AH-Plus sealer with and without the incorporation of petasin, pachymic acid, curcumin and shilajit-an invitro study. BMC oral health. 2024 Mar; 24(1):352. doi: 10.1186/s12903-024-04108-w. [PMID: 38504287]
  • Łukasz Kulinowski, Simon Vlad Luca, Łukasz Pecio, Mirjana Minceva, Krystyna Skalicka-Woźniak. Liquid-liquid chromatography isolation of Petasites hybridus sesquiterpenes and their LC-HR-MS/MS and NMR characterization. Journal of pharmaceutical and biomedical analysis. 2023 Jun; 234(?):115529. doi: 10.1016/j.jpba.2023.115529. [PMID: 37364450]
  • Sonia Apostolova, Tsvetelina Oreshkova, Veselina Uzunova, Irina Georgieva, Liliana Maslenkova, Rumiana Tzoneva. A Standardized Extract of Petasites hybridus L., Containing the Active Ingredients Petasins, Acts as a Pro-Oxidant and Triggers Apoptosis through Elevating of NF-κB in a Highly Invasive Human Breast Cancer Cell Line. Frontiers in bioscience (Landmark edition). 2023 06; 28(6):111. doi: 10.31083/j.fbl2806111. [PMID: 37395030]
  • Shota Uesugi, Mayuka Hakozaki, Yuko Kanno, Akiko Shiraishi, Mizuki Suzuki, Ken-Ichi Kimura, Yoshihito Shiono, Akira Yano. Petasin is the main component responsible for the anti-adipogenic effect of Petasites japonicus. Fitoterapia. 2022 Mar; 157(?):105130. doi: 10.1016/j.fitote.2022.105130. [PMID: 35051554]
  • Lorena Urda, Matthias Heinrich Kreuter, Jürgen Drewe, Georg Boonen, Veronika Butterweck, Thomas Klimkait. The Petasites hybridus CO2 Extract (Ze 339) Blocks SARS-CoV-2 Replication In Vitro. Viruses. 2022 01; 14(1):. doi: 10.3390/v14010106. [PMID: 35062310]
  • Kazuki Heishima, Nobuhiko Sugito, Tomoyoshi Soga, Masashi Nishikawa, Yuko Ito, Ryo Honda, Yuki Kuranaga, Hiroki Sakai, Ryo Ito, Takayuki Nakagawa, Hiroshi Ueda, Yukihiro Akao. Petasin potently inhibits mitochondrial complex I-based metabolism that supports tumor growth and metastasis. The Journal of clinical investigation. 2021 09; 131(17):. doi: 10.1172/jci139933. [PMID: 34623325]
  • Uli Kodjadjiku, Bettina Nägele, Christiane Halbsguth, Veronika Butterweck. Extract matrix composition does not affect in vitro leukotriene inhibitory effects of the Petasites hybridus extract Ze 339. Fitoterapia. 2021 Sep; 153(?):104986. doi: 10.1016/j.fitote.2021.104986. [PMID: 34252512]
  • Lu Guo, Jum Soon Kang, Young Hoon Park, Beong Il Je, Yong Jae Lee, Nam Jun Kang, Sun Young Park, Dae Youn Hwang, Young Whan Choi. S-petasin inhibits lipid accumulation in oleic acid-induced HepG2 cells through activation of the AMPK signaling pathway. Food & function. 2020 Jun; 11(6):5664-5673. doi: 10.1039/d0fo00594k. [PMID: 32542253]
  • Lu Guo, Ke Li, Zheng Wei Cui, Jum Soon Kang, Beung Gu Son, Young Whan Choi. S-Petasin isolated from Petasites japonicus exerts anti-adipogenic activity in the 3T3-L1 cell line by inhibiting PPAR-γ pathway signaling. Food & function. 2019 Jul; 10(7):4396-4406. doi: 10.1039/c9fo00549h. [PMID: 31282906]
  • Ye Ye, Drolma Dawa, Guang-Hui Liu, Min Zhao, Dorje Tseden, Yu-Cheng Gu, Li-Sheng Ding, Zhi-Xing Cao, Yan Zhou. Antiproliferative Sesquiterpenoids from Ligularia rumicifolia with Diverse Skeletons. Journal of natural products. 2018 09; 81(9):1992-2003. doi: 10.1021/acs.jnatprod.8b00197. [PMID: 30212198]
  • Lucia Disch, Kristina Forsch, Beate Siewert, Jürgen Drewe, Gert Fricker. In Vitro and In Situ Absorption and Metabolism of Sesquiterpenes from Petasites hybridus Extracts. Planta medica. 2018 Jul; 84(11):795-805. doi: 10.1055/s-0044-100401. [PMID: 29341029]
  • Sabrina A Steiert, Ulrich M Zissler, Adam M Chaker, Julia Esser-von-Bieren, Daniela Dittlein, Ferdinand Guerth, Constanze A Jakwerth, Guido Piontek, Catherine Zahner, Juergen Drewe, Claudia Traidl-Hoffmann, Carsten B Schmidt-Weber, Stefanie Gilles. Anti-inflammatory effects of the petasin phyto drug Ze339 are mediated by inhibition of the STAT pathway. BioFactors (Oxford, England). 2017 May; 43(3):388-399. doi: 10.1002/biof.1349. [PMID: 28139053]
  • Margaret Slavin, Julia Bourguignon, Kyle Jackson, Michael-Angelo Orciga. Impact of Food Components on in vitro Calcitonin Gene-Related Peptide Secretion-A Potential Mechanism for Dietary Influence on Migraine. Nutrients. 2016 Jul; 8(7):. doi: 10.3390/nu8070406. [PMID: 27376323]
  • Ahmet Alper Aydın, Valentin Zerbes, Harun Parlar, Thomas Letzel. The medical plant butterbur (Petasites): analytical and physiological (re)view. Journal of pharmaceutical and biomedical analysis. 2013 Mar; 75(?):220-9. doi: 10.1016/j.jpba.2012.11.028. [PMID: 23277154]
  • Bharathi Avula, Yan-Hong Wang, Mei Wang, Troy J Smillie, Ikhlas A Khan. Simultaneous determination of sesquiterpenes and pyrrolizidine alkaloids from the rhizomes of Petasites hybridus (L.) G.M. et Sch. and dietary supplements using UPLC-UV and HPLC-TOF-MS methods. Journal of pharmaceutical and biomedical analysis. 2012 Nov; 70(?):53-63. doi: 10.1016/j.jpba.2012.05.021. [PMID: 22809670]
  • Silja Horak, Alexandra Koschak, Hermann Stuppner, Jörg Striessnig. Use-dependent block of voltage-gated Cav2.1 Ca2+ channels by petasins and eudesmol isomers. The Journal of pharmacology and experimental therapeutics. 2009 Jul; 330(1):220-6. doi: 10.1124/jpet.109.151183. [PMID: 19369579]
  • Hui-qing Xue, Xue-mei Ma, Xiao-ning Wei, Sui-xian Wu, Han-qing Wang. [Study on chemical constiuents from Ligularia intermedia of shanxi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jun; 32(11):1044-7. doi: . [PMID: 17672339]
  • C Gex-Collet, L Imhof, A Brattström, W J Pichler, A Helbling. The butterbur extract petasin has no effect on skin test reactivity induced by different stimuli: a randomized, double-blind crossover study using histamine, codeine, methacholine, and aeroallergen solutions. Journal of investigational allergology & clinical immunology. 2006; 16(3):156-61. doi: . [PMID: 16784008]
  • R B Lipton, H Göbel, K M Einhäupl, K Wilks, A Mauskop. Petasites hybridus root (butterbur) is an effective preventive treatment for migraine. Neurology. 2004 Dec; 63(12):2240-4. doi: 10.1212/01.wnl.0000147290.68260.11. [PMID: 15623680]
  • Lucy B Esberg, Guei-Jane Wang, Yun-Lian Lin, Jun Ren. Iso-S-petasin, a hypotensive sesquiterpene from Petasites formosanus, depresses cardiac contraction and intracellular Ca2+ transients in adult rat ventricular myocytes. The Journal of pharmacy and pharmacology. 2003 Jan; 55(1):103-7. doi: 10.1211/002235702577. [PMID: 12625873]
  • Ling-Ling Chang, Yi-Ching Tseng, Yun-Lian Lin, Wan-Song Alfred Wun, Paulus S Wang. Effects of S-petasin on corticosterone release in rats. The Chinese journal of physiology. 2002 Dec; 45(4):137-42. doi: . [PMID: 12817704]
  • O A R Thomet, H-U Simon. Petasins in the treatment of allergic diseases: results of preclinical and clinical studies. International archives of allergy and immunology. 2002 Oct; 129(2):108-12. doi: 10.1159/000065884. [PMID: 12403927]
  • Guei-Jane Wang, Xi-Chen Wu, Yun-Lian Lin, Jun Ren, Andrew Yau-Chik Shum, Yu-Yuan Wu, Chieh-Fu Chen. Ca2+ channel blocking effect of iso-S-petasin in rat aortic smooth muscle cells. European journal of pharmacology. 2002 Jun; 445(3):239-45. doi: 10.1016/s0014-2999(02)01764-8. [PMID: 12079689]
  • O A Thomet, U N Wiesmann, A Schapowal, C Bizer, H U Simon. Role of petasin in the potential anti-inflammatory activity of a plant extract of petasites hybridus. Biochemical pharmacology. 2001 Apr; 61(8):1041-7. doi: 10.1016/s0006-2952(01)00552-4. [PMID: 11286996]
  • G J Wang, A Y Shum, Y L Lin, J F Liao, X C Wu, J Ren, C F Chen. Calcium channel blockade in vascular smooth muscle cells: major hypotensive mechanism of S-petasin, a hypotensive sesquiterpene from Petasites formosanus. The Journal of pharmacology and experimental therapeutics. 2001 Apr; 297(1):240-6. doi: ". [PMID: 11259550]
  • H Lin, C H Chien, Y L Lin, C F Chen, P S Wang. Inhibition of testosterone secretion by S-petasin in rat testicular interstitial cells. The Chinese journal of physiology. 2000 Sep; 43(3):99-103. doi: NULL. [PMID: 11132091]