Hirsutenone (BioDeep_00000231454)

   

PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C19H20O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h2,4,6-7,9-12,21-24H,1,3,5,8H2/b4-2

化学式: C19H20O5 (328.13106700000003)
中文名称: (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1CCC=CC(=O)CCC2=CC(=C(C=C2)O)O)O)O
InChI: InChI=1S/C19H20O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h2,4,6-7,9-12,21-24H,1,3,5,8H2/b4-2+

描述信息

(4E)-1,7-bis(3,4-dihydroxyphenyl)hept-4-en-3-one is a diarylheptanoid.
Hirsutenone is a natural product found in Viscum cruciatum, Meistera muricarpa, and other organisms with data available.

同义名列表

16 个代谢物同义名

InChI=1/C19H20O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h2,4,6-7,9-12,21-24H,1,3,5,8H2/b4-2; (4E)-1,7-Bis(3,4-dihydroxyphenyl)-4-hepten-3-one; 1,7-Bis-(3,4-dihydroxyphenyl)-4-hepten-3-one; Hirsutanone; 4-hepten-3-one, 1,7-bis(3,4-dihydroxyphenyl)-, (4E)-; (4E)-1,7-bis(3,4-dihydroxyphenyl)hept-4-en-3-one; (4E)-1,7-Bis(3,4-dihydroxyphenyl)-4-hepten-3-one; (E)-1,7-bis(3,4-dihydroxyphenyl)hept-4-en-3-one; 1,7-Bis-(3,4-dihydroxy-phenyl)-hept-4-en-3-one; 1,7-Bis-(3,4-dihydroxyphenyl)-4-hepten-3-one; 1,7-Di-(3,4-dihydroxyphenyl)-4-hepten-3-one; Hirsutenone, >=95\\% (LC/MS-ELSD); Dehydrohirsutanonol; UNII-VQ04K2MMM5; Hirsutenone; Hirsutanone; VQ04K2MMM5; gingerenone-A



数据库引用编号

13 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)

0 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

  • Sk Abdul Amin, Suvankar Banerjee, Shovanlal Gayen, Tarun Jha. Protease targeted COVID-19 drug discovery: What we have learned from the past SARS-CoV inhibitors?. European journal of medicinal chemistry. 2021 Apr; 215(?):113294. doi: 10.1016/j.ejmech.2021.113294. [PMID: 33618158]
  • Corinne Vanucci-Bacqué, Florence Bedos-Belval. Anti-inflammatory activity of naturally occuring diarylheptanoids - A review. Bioorganic & medicinal chemistry. 2021 02; 31(?):115971. doi: 10.1016/j.bmc.2020.115971. [PMID: 33422907]
  • Namrta Choudhry, Xin Zhao, Dan Xu, Mark Zanin, Weisan Chen, Zifeng Yang, Jianxin Chen. Chinese Therapeutic Strategy for Fighting COVID-19 and Potential Small-Molecule Inhibitors against Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2). Journal of medicinal chemistry. 2020 11; 63(22):13205-13227. doi: 10.1021/acs.jmedchem.0c00626. [PMID: 32845145]
  • Carmen Gil, Tiziana Ginex, Inés Maestro, Vanesa Nozal, Lucía Barrado-Gil, Miguel Ángel Cuesta-Geijo, Jesús Urquiza, David Ramírez, Covadonga Alonso, Nuria E Campillo, Ana Martinez. COVID-19: Drug Targets and Potential Treatments. Journal of medicinal chemistry. 2020 11; 63(21):12359-12386. doi: 10.1021/acs.jmedchem.0c00606. [PMID: 32511912]
  • Jun Yin, Seong Hye Yoon, Hye Shin Ahn, Min Won Lee. Inhibitory Activity of Allergic Contact Dermatitis and Atopic Dermatitis-Like Skin in BALB/c Mouse through Oral Administration of Fermented Barks of Alnus sibirica. Molecules (Basel, Switzerland). 2018 Feb; 23(2):. doi: 10.3390/molecules23020450. [PMID: 29463011]
  • Tatjana Ilic-Tomic, Marina Sokovic, Sandra Vojnovic, Ana Ciric, Milan Veljic, Jasmina Nikodinovic-Runic, Miroslav Novakovic. Diarylheptanoids from Alnus viridis ssp. viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa. Planta medica. 2017 Jan; 83(1-02):117-125. doi: 10.1055/s-0042-107674. [PMID: 27220074]
  • Do Ik Lee, Su Kil Jang, Da Woon Park, Seung Tae Kim, Jun Sub Park, Bo Ram Jo, Jung Youl Park, Hee Yong Park, Seong Soo Joo. Diarylheptanoid Hirsutenone Attenuates Osteoclastogenesis by Suppressing IFNγ and NF-κB Signaling in Th1 and Preosteoclastic Cells. Biological & pharmaceutical bulletin. 2017; 40(5):630-637. doi: 10.1248/bpb.b16-00876. [PMID: 28458348]
  • Soouk Kang, Jong-Eun Kim, Yan Li, Sung Keun Jung, Nu Ry Song, N R Thimmegowda, Bo Yeon Kim, Hyong Joo Lee, Ann M Bode, Zigang Dong, Ki Won Lee. Hirsutenone in Alnus extract inhibits akt activity and suppresses prostate cancer cell proliferation. Molecular carcinogenesis. 2015 Nov; 54(11):1354-62. doi: 10.1002/mc.22211. [PMID: 25213146]
  • Lai Yee Cheong, Sujin Suk, N R Thimmegowda, Min-Yu Chung, Hee Yang, Sang Gwon Seo, B Shwetha, Jong-Eun Kim, Jung Yeon Kwon, Bo Yeon Kim, Ki Won Lee. Hirsutenone Directly Targets PI3K and ERK to Inhibit Adipogenesis in 3T3-L1 Preadipocytes. Journal of cellular biochemistry. 2015 Jul; 116(7):1361-70. doi: 10.1002/jcb.25093. [PMID: 25756947]
  • Eszter Riethmüller, Gergő Tóth, Ágnes Alberti, Krisztina Végh, Ilaria Burlini, Árpád Könczöl, György Tibor Balogh, Ágnes Kéry. First characterisation of flavonoid- and diarylheptanoid-type antioxidant phenolics in Corylus maxima by HPLC-DAD-ESI-MS. Journal of pharmaceutical and biomedical analysis. 2015 Mar; 107(?):159-67. doi: 10.1016/j.jpba.2014.12.016. [PMID: 25594894]
  • Miroslav Novaković, Milica Pešić, Snežana Trifunović, Ivan Vučković, Nina Todorović, Ana Podolski-Renić, Jelena Dinić, Sonja Stojković, Vele Tešević, Vlatka Vajs, Slobodan Milosavljević. Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells. Phytochemistry. 2014 Jan; 97(?):46-54. doi: 10.1016/j.phytochem.2013.11.001. [PMID: 24290194]
  • Hyoung Jo, Soon Jung Choi, Sang Hoon Jung. Protective effects of a compound isolated from Alnus japonica on oxidative stress-induced death in transformed retinal ganglion cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Jun; 56(?):425-35. doi: 10.1016/j.fct.2013.02.052. [PMID: 23500778]
  • Mina Lee, Ji Yeon Song, Young-Won Chin, Sang Hyun Sung. Anti-adipogenic diarylheptanoids from Alnus hirsuta f. sibirica on 3T3-L1 cells. Bioorganic & medicinal chemistry letters. 2013 Apr; 23(7):2069-73. doi: 10.1016/j.bmcl.2013.01.127. [PMID: 23465614]
  • Mina Lee, Mi Kyeong Lee, Young Choong Kim, Sang Hyun Sung. Antifibrotic constituents of Alnus firma on hepatic stellate cells. Bioorganic & medicinal chemistry letters. 2011 May; 21(10):2906-10. doi: 10.1016/j.bmcl.2011.03.074. [PMID: 21504848]
  • Chatchawan Changtam, Harry P de Koning, Hasan Ibrahim, M Sohail Sajid, Matthew K Gould, Apichart Suksamrarn. Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species. European journal of medicinal chemistry. 2010 Mar; 45(3):941-56. doi: 10.1016/j.ejmech.2009.11.035. [PMID: 20004045]
  • Nguyen Huu Tung, Hyuk-Joon Kwon, Jae-Hong Kim, Jeong Chan Ra, Yan Ding, Jeong Ah Kim, Young Ho Kim. Anti-influenza diarylheptanoids from the bark of Alnus japonica. Bioorganic & medicinal chemistry letters. 2010 Feb; 20(3):1000-3. doi: 10.1016/j.bmcl.2009.12.057. [PMID: 20045319]
  • Yun Jeong Kim, Eun-Ra Jang, Jong Chan Lee, Seong Jun Seo, Min Won Lee, Chung Soo Lee. Diarylheptanoid hirsutenoxime inhibits toll-like receptor 4-mediated NF-κB activation regulated by Akt pathway in keratinocytes. The American journal of Chinese medicine. 2010; 38(6):1207-22. doi: 10.1142/s0192415x10008573. [PMID: 21061471]
  • Chung Soo Lee, Hyun Hee Ko, Seong Jun Seo, Young Wook Choi, Min Won Lee, Soon Chul Myung, Hyoweon Bang. Diarylheptanoid hirsutenone prevents tumor necrosis factor-alpha-stimulated production of inflammatory mediators in human keratinocytes through NF-kappaB inhibition. International immunopharmacology. 2009 Aug; 9(9):1097-104. doi: 10.1016/j.intimp.2009.05.006. [PMID: 19464389]
  • Seong Soo Joo, Sung Geun Kim, Sun Eun Choi, Yun-Bae Kim, Hee Yong Park, Seong Jun Seo, Young Wook Choi, Min Won Lee, Do Ik Lee. Suppression of T cell activation by hirsutenone, isolated from the bark of Alnus japonica, and its therapeutic advantages for atopic dermatitis. European journal of pharmacology. 2009 Jul; 614(1-3):98-105. doi: 10.1016/j.ejphar.2009.04.047. [PMID: 19409888]
  • Jung-Hwan Kim, Ki Won Lee, Min-Won Lee, Hyong Joo Lee, Sung-Hoon Kim, Young-Joon Surh. Hirsutenone inhibits phorbol ester-induced upregulation of COX-2 and MMP-9 in cultured human mammary epithelial cells: NF-kappaB as a potential molecular target. FEBS letters. 2006 Jan; 580(2):385-92. doi: 10.1016/j.febslet.2005.12.015. [PMID: 16380122]
  • Phan Minh Giang, Phan Tong Son, Katsuyoshi Matsunami, Hideaki Otsuka. New diarylheptanoids from Amomum muricarpum ELMER. Chemical & pharmaceutical bulletin. 2006 Jan; 54(1):139-40. doi: 10.1248/cpb.54.139. [PMID: 16394570]