beta,beta-Dimethylacrylshikonin (BioDeep_00000173730)

Main id: BioDeep_00000000519

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoic acid

化学式: C21H22O6 (370.1416312)
中文名称: (β,β-二甲基丙烯酰基)紫草素, β,β-二甲基丙烯酰紫草素, β,β-二甲基丙烯酰阿卡宁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C(C)=C\C(OC(C(C1=O)=CC(C2=C1C(O)=CC=C2O)=O)C/C=C(C)\C)=O
InChI: InChI=1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3

描述信息

(Rac)-Arnebin 1 ((Rac)-β,β-Dimethylacrylalkannin) is the racemate of β,β-Dimethylacrylalkannin and/or β,β-Dimethylacrylshikonin. β,β-Dimethylacrylalkannin and β,β-Dimethylacrylshikonin are napthoquinones isolated from Arnebia nobilis. β,β-Dimethylacrylshikonin has anti-tumor activity[1].
(Rac)-Arnebin 1 ((Rac)-β,β-Dimethylacrylalkannin) is the racemate of β,β-Dimethylacrylalkannin and/or β,β-Dimethylacrylshikonin. β,β-Dimethylacrylalkannin and β,β-Dimethylacrylshikonin are napthoquinones isolated from Arnebia nobilis. β,β-Dimethylacrylshikonin has anti-tumor activity[1].
(Rac)-Arnebin 1 ((Rac)-β,β-Dimethylacrylalkannin) is the racemate of β,β-Dimethylacrylalkannin and/or β,β-Dimethylacrylshikonin. β,β-Dimethylacrylalkannin and β,β-Dimethylacrylshikonin are napthoquinones isolated from Arnebia nobilis. β,β-Dimethylacrylshikonin has anti-tumor activity[1].
β,β-Dimethylacrylalkannin (Arnebin 1) is a napthoquinone isolated from Alkanna cappadocica , increases collagen and involucrin content in skin cells[1].
β,β-Dimethylacrylalkannin (Arnebin 1) is a napthoquinone isolated from Alkanna cappadocica , increases collagen and involucrin content in skin cells[1].
β,β-Dimethylacrylalkannin (Arnebin 1) is a napthoquinone isolated from Alkanna cappadocica , increases collagen and involucrin content in skin cells[1].
β,β-Dimethylacrylshikonin (Isoarnebin I) is a naphthoquinone derivative isolated from Lithospermum erythrorhizon Sieb. et Zucc. , promotes angiogenesis by inducing eNOS, VEGF and HIF-1α expression through the PI3K-dependent pathway.β,β-Dimethylacrylshikonin has anti-tumor activity[1].
β,β-Dimethylacrylshikonin (Isoarnebin I) is a naphthoquinone derivative isolated from Lithospermum erythrorhizon Sieb. et Zucc. , promotes angiogenesis by inducing eNOS, VEGF and HIF-1α expression through the PI3K-dependent pathway.β,β-Dimethylacrylshikonin has anti-tumor activity[1].
β,β-Dimethylacrylshikonin (Isoarnebin I) is a naphthoquinone derivative isolated from Lithospermum erythrorhizon Sieb. et Zucc. , promotes angiogenesis by inducing eNOS, VEGF and HIF-1α expression through the PI3K-dependent pathway.β,β-Dimethylacrylshikonin has anti-tumor activity[1].

同义名列表

19 个代谢物同义名

1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoic acid; 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate; 1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate; beta, beta-dimethylacrylshikonin, (+)-isomer; beta, beta-dimethylacrylshikonin, (-)-isomer; (+)-beta,beta-Dimethylacrylshikonin; beta, beta-dimethylacrylshikonin; beta,beta-Dimethylacrylshikonin; β,β-dimethyl-acry-lalkannin; β,β-Dimethylacrylalkannin; b,b-Dimethylacrylshikonin; β,β-Dimethylacrylshikonin; arnebin I; Dmask; (Rac)-β,β-Dimethylacrylalkannin; (Rac)-β,β-?Dimethylacrylshikonin; (Rac)-Arnebin 1; Arnebin 1; Isoarnebin I



数据库引用编号

12 个数据库交叉引用编号

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代谢反应

0 个相关的代谢反应过程信息。

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  • 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。

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文献列表

  • Weijia Yang, Minchun Yang, Hui Yao, Yelin Ma, Xuanxuan Ren, Long Teng, Tao Wang. Protective role of arnebin-1 in rats with nonalcoholic fatty liver disease. The Journal of international medical research. 2019 Mar; 47(3):1250-1263. doi: 10.1177/0300060518813058. [PMID: 30678506]
  • Zohreh Jahanafrooz, Alexander Stallinger, Ines Anders, Florian Kleinegger, Birgit Lohberger, Christin Durchschein, Rudolf Bauer, Alexander Deutsch, Beate Rinner, Nadine Kretschmer. Influence of silibinin and β-β-dimethylacrylshikonin on chordoma cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Oct; 49(?):32-40. doi: 10.1016/j.phymed.2018.06.005. [PMID: 30217260]
  • Sukanya Pandeti, Deepti Arha, Akansha Mishra, Sabbu Sathish Reddy, Arvind K Srivastava, Tadigoppula Narender, Akhilesh K Tamrakar. Glucose uptake stimulatory potential and antidiabetic activity of the Arnebin-1 from Arnabia nobelis. European journal of pharmacology. 2016 Oct; 789(?):449-457. doi: 10.1016/j.ejphar.2016.08.010. [PMID: 27521155]
  • Hai-bing Wang, Xiao-qiong Ma. β, β-Dimethylacrylshikonin induces mitochondria-dependent apoptosis of human lung adenocarcinoma cells in vitro via p38 pathway activation. Acta pharmacologica Sinica. 2015 Jan; 36(1):131-8. doi: 10.1038/aps.2014.108. [PMID: 25434989]
  • Zhi Zeng, Bang-Hao Zhu. Arnebin-1 promotes the angiogenesis of human umbilical vein endothelial cells and accelerates the wound healing process in diabetic rats. Journal of ethnopharmacology. 2014 Jul; 154(3):653-62. doi: 10.1016/j.jep.2014.04.038. [PMID: 24794013]
  • Xiu-Jin Shen, Hai-Bing Wang, Xiao-Qiong Ma, Jiang-Hua Chen. β,β-Dimethylacrylshikonin induces mitochondria dependent apoptosis through ERK pathway in human gastric cancer SGC-7901 cells. PloS one. 2012; 7(7):e41773. doi: 10.1371/journal.pone.0041773. [PMID: 22848597]
  • Yingying Fan, Shaoju Jin, Jun He, Zhenjun Shao, Jiao Yan, Ting Feng, Hong Li. Effect of β,β-dimethylacrylshikonin on inhibition of human colorectal cancer cell growth in vitro and in vivo. International journal of molecular sciences. 2012; 13(7):9184-9193. doi: 10.3390/ijms13079184. [PMID: 22942759]
  • T Kundakovic, N Fokialakis, S Dobric, H Pratsinis, D Kletsas, N Kovacevic, I Chinou. Evaluation of the anti-inflammatory and cytotoxic activities of naphthazarine derivatives from Onosma leptantha. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2006 Mar; 13(4):290-4. doi: 10.1016/j.phymed.2004.10.009. [PMID: 16492534]
  • S Wahab, R N Tandon, Z Jacob, B Chandra, O P Srivastava. Comparative in vitro and in vivo effect of lactones and arnebins on Trichophyton mentagrophytes and Candida albicans. The Indian journal of medical research. 1982 Dec; 76 Suppl(?):77-82. doi: ". [PMID: 6764457]