Pterosin B (BioDeep_00000409939)

 

Secondary id: BioDeep_00000019044, BioDeep_00000396324

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one

化学式: C14H18O2 (218.1306728)
中文名称: 蕨素B, (2R)-2,3-二氢-6-(2-羟基乙基)-2,5,7-三甲基-1H-茚-1-酮
谱图信息: 最多检出来源 Viridiplantae(plant) 1.12%

分子结构信息

SMILES: CC1CC2=C(C1=O)C(=C(C(=C2)C)CCO)C
InChI: InChI=1S/C14H18O2/c1-8-6-11-7-9(2)14(16)13(11)10(3)12(8)4-5-15/h6,9,15H,4-5,7H2,1-3H3

描述信息

CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 33
INTERNAL_ID 33; CONFIDENCE Reference Standard (Level 1)
Pterosin B, a indanone found in bracken fern (Pteridium aquilinum), is an inhibitor of salt-inducible kinase 3 (Sik3) signaling. Pterosin B prevents chondrocyte hypertrophy and osteoarthritis in mice by inhibiting Sik3[1][2].
Pterosin B, a indanone found in bracken fern (Pteridium aquilinum), is an inhibitor of salt-inducible kinase 3 (Sik3) signaling. Pterosin B prevents chondrocyte hypertrophy and osteoarthritis in mice by inhibiting Sik3[1][2].

同义名列表

5 个代谢物同义名

6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one; 6-(2-Hydroxyethyl)-2,5,7-trimethyl-(-)-1-indanone; (2R)-Pterosin b; (R)-Pterosin B; Pterosin B



数据库引用编号

67 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)

44 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

  • Aifang Cheng, Yan Zhang, Jin Sun, Duli Huang, Jordy Evan Sulaiman, Xin Huang, Long Wu, Wenkang Ye, Chuanhai Wu, Hei-Ning Lam, Yusheng Shi, Pei-Yuan Qian. Pterosin sesquiterpenoids from Pteris laeta Wall. ex Ettingsh. Protect cells from glutamate excitotoxicity by modulating mitochondrial signals. Journal of ethnopharmacology. 2023 Feb; ?(?):116308. doi: 10.1016/j.jep.2023.116308. [PMID: 36822346]
  • Debora da Silva Freitas Ribeiro, Kelly Moura Keller, Benito Soto-Blanco. Ptaquiloside and Pterosin B Levels in Mature Green Fronds and Sprouts of Pteridium arachnoideum. Toxins. 2020 05; 12(5):. doi: 10.3390/toxins12050288. [PMID: 32369939]
  • Vaidotas Kisielius, Dan Nybro Lindqvist, Mikkel Boas Thygesen, Michael Rodamer, Hans Christian Bruun Hansen, Lars Holm Rasmussen. Fast LC-MS quantification of ptesculentoside, caudatoside, ptaquiloside and corresponding pterosins in bracken ferns. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Feb; 1138(?):121966. doi: 10.1016/j.jchromb.2019.121966. [PMID: 31931331]
  • Sarvesh K Rai, Rinku Sharma, Alka Kumari, Lars H Rasmussen, Rajendra D Patil, Rasbehari Bhar. Survey of ferns and clinico-pathological studies on the field cases of Enzootic bovine haematuria in Himachal Pradesh, a north-western Himalayan state of India. Toxicon : official journal of the International Society on Toxinology. 2017 Nov; 138(?):31-36. doi: 10.1016/j.toxicon.2017.08.010. [PMID: 28803058]
  • Juan Francisco Micheloud, Luis Adrián Colque-Caro, Olga Gladys Martinez, Eduardo Juan Gimeno, Debora da Silva Freitas Ribeiro, Benito Soto Blanco. Bovine enzootic haematuria from consumption of Pteris deflexa and Pteris plumula in northwestern Argentina. Toxicon : official journal of the International Society on Toxinology. 2017 Aug; 134(?):26-29. doi: 10.1016/j.toxicon.2017.05.023. [PMID: 28559101]
  • Jung Wha Kim, Hong Pyo Kim, Sang Hyun Sung. Cytotoxic pterosins from Pteris multifida roots against HCT116 human colon cancer cells. Bioorganic & medicinal chemistry letters. 2017 07; 27(14):3144-3147. doi: 10.1016/j.bmcl.2017.05.034. [PMID: 28532669]
  • Eirini Skourti-Stathaki, Frederik Clauson-Kaas, Kristian Koefoed Brandt, Lars Holm Rasmussen, Hans Christian Bruun Hansen. Dissipation of pterosin B in acid soils - Tracking the fate of the bracken fern carcinogen ptaquiloside. Chemosphere. 2016 Dec; 165(?):453-459. doi: 10.1016/j.chemosphere.2016.09.050. [PMID: 27677121]
  • Yumi Itoh, Hiroyuki Fuchino, Masato Sanosaka, Koichiro Kako, Kazumasa Hada, Akiyoshi Fukamizu, Hiroshi Takemori, Nobuo Kawahara. Pterosin B has multiple targets in gluconeogenic programs, including coenzyme Q in RORα-SRC2 signaling. Biochemical and biophysical research communications. 2016 Apr; 473(2):415-20. doi: 10.1016/j.bbrc.2016.03.016. [PMID: 26970301]
  • Yasuhito Yahara, Hiroshi Takemori, Minoru Okada, Azuma Kosai, Akihiro Yamashita, Tomohito Kobayashi, Kaori Fujita, Yumi Itoh, Masahiro Nakamura, Hiroyuki Fuchino, Nobuo Kawahara, Naoshi Fukui, Akira Watanabe, Tomoatsu Kimura, Noriyuki Tsumaki. Pterosin B prevents chondrocyte hypertrophy and osteoarthritis in mice by inhibiting Sik3. Nature communications. 2016 Mar; 7(?):10959. doi: 10.1038/ncomms10959. [PMID: 27009967]
  • Yumi Itoh, Masato Sanosaka, Hiroyuki Fuchino, Yasuhito Yahara, Ayako Kumagai, Daisaku Takemoto, Mai Kagawa, Junko Doi, Miho Ohta, Noriyuki Tsumaki, Nobuo Kawahara, Hiroshi Takemori. Salt-inducible Kinase 3 Signaling Is Important for the Gluconeogenic Programs in Mouse Hepatocytes. The Journal of biological chemistry. 2015 Jul; 290(29):17879-17893. doi: 10.1074/jbc.m115.640821. [PMID: 26048985]
  • Frederik Clauson-Kaas, Pia H Jensen, Ole S Jacobsen, René K Juhler, Hans Christian B Hansen. The naturally occurring carcinogen ptaquiloside is present in groundwater below bracken vegetation. Environmental toxicology and chemistry. 2014 May; 33(5):1030-4. doi: 10.1002/etc.2533. [PMID: 24464773]
  • Paulo César Reis Aranha, Hans Christian Bruun Hansen, Lars Holm Rasmussen, Bjarne W Strobel, Christian Friis. Determination of ptaquiloside and pterosin B derived from bracken (Pteridium aquilinum) in cattle plasma, urine and milk. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Mar; 951-952(?):44-51. doi: 10.1016/j.jchromb.2014.01.022. [PMID: 24508676]
  • Jih-Jung Chen, Tai-Chi Wang, Chieh-Kai Yang, Hsiang-Ruei Liao, Ping-Jyun Sung, Ih-Sheng Chen, Ming-Jen Cheng, Chien-Fang Peng, Jinn-Fen Chen. New pterosin sesquiterpenes and antitubercular constituents from Pteris ensiformis. Chemistry & biodiversity. 2013 Oct; 10(10):1903-8. doi: 10.1002/cbdv.201300072. [PMID: 24130033]
  • Yamile C Cáceres-Peña, Marlene Naya, María Pía Calcagno-Pissarelli, Miguel E Alonso-Amelot. Influence of bracken fern (Pteridium caudatum L. Maxon) pre-treatment on extraction yield of illudane glycosides and pterosins. Phytochemical analysis : PCA. 2013 Jul; 24(4):290-5. doi: 10.1002/pca.2409. [PMID: 23168905]
  • Yung-Ping Lee, Feng-Lin Hsu, Jaw-Jou Kang, Chien-Kuang Chen, Shoei-Sheng Lee. Metabolism of (2S)-pterosin A: identification of the phase I and phase II metabolites in rat urine. Drug metabolism and disposition: the biological fate of chemicals. 2012 Aug; 40(8):1566-74. doi: 10.1124/dmd.112.045039. [PMID: 22587987]