Ferulenol (BioDeep_00000395650)

   

PANOMIX_OTCML-2023


代谢物信息卡片


2H-1-Benzopyran-2-one, 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-

化学式: C24H30O3 (366.2195)
中文名称: 阿魏烯醇, 阿魏醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 97.32%

分子结构信息

SMILES: CC(=CCCC(=CCCC(=CCC1=C(C2=CC=CC=C2OC1=O)O)C)C)C
InChI: InChI=1S/C24H30O3/c1-17(2)9-7-10-18(3)11-8-12-19(4)15-16-21-23(25)20-13-5-6-14-22(20)27-24(21)26/h5-6,9,11,13-15,25H,7-8,10,12,16H2,1-4H3/b18-11+,19-15+

描述信息

Ferulenol is a natural product found in Ferula communis with data available.
Ferulenol, a sesquiterpene prenylated coumarin derivative, specifically inhibits succinate ubiquinone reductase at the level of the ubiquinonecycle. Ferulenol shows good antimycobacterial activity and haemorrhagic action[1][2][3].
Ferulenol, a sesquiterpene prenylated coumarin derivative, specifically inhibits succinate ubiquinone reductase at the level of the ubiquinonecycle. Ferulenol shows good antimycobacterial activity and haemorrhagic action[1][2][3].
Ferulenol, a sesquiterpene prenylated coumarin derivative, specifically inhibits succinate ubiquinone reductase at the level of the ubiquinonecycle. Ferulenol shows good antimycobacterial activity and haemorrhagic action[1][2][3].

同义名列表

13 个代谢物同义名

2H-1-Benzopyran-2-one, 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-; 4-Hydroxy-3-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-2H-1-benzopyran-2-one; 4-oxidanyl-3-[(2~{E},6~{E})-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one; 4-Hydroxy-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-2H-chromen-2-one; 4-Hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrien-1-yl)-2H-1-benzopyran-2-one; 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-; 4-Hydroxy-3-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyl)-chromen-2-one; 2-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-4-one; 4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one; Coumarin, 4-hydroxy-3-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-; SMP2_000037; TG6L57MGV9; Ferulenol



数据库引用编号

8 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)

2 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。

亚细胞结构定位 关联基因列表


文献列表

  • Takahiro Hosoya, Ikumi Tsuchiya, Toshiro Ohta, Mokhtar Benhanifia, Shigenori Kumazawa. Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216510. [PMID: 34770923]
  • Gilbert Gault, Sébastien Lefebvre, Etienne Benoit, Virginie Lattard, Denis Grancher. Variability of ferulenol and ferprenin concentration in French giant fennel (Ferula sp.) leaves. Toxicon : official journal of the International Society on Toxinology. 2019 Jul; 165(?):47-55. doi: 10.1016/j.toxicon.2019.04.010. [PMID: 31034847]
  • Tomoo Shiba, Daniel Ken Inaoka, Gen Takahashi, Chiaki Tsuge, Yasutoshi Kido, Luke Young, Satoshi Ueda, Emmanuel Oluwadare Balogun, Takeshi Nara, Teruki Honma, Akiko Tanaka, Masayuki Inoue, Hiroyuki Saimoto, Shigeharu Harada, Anthony L Moore, Kiyoshi Kita. Insights into the ubiquinol/dioxygen binding and proton relay pathways of the alternative oxidase. Biochimica et biophysica acta. Bioenergetics. 2019 05; 1860(5):375-382. doi: 10.1016/j.bbabio.2019.03.008. [PMID: 30910528]
  • Nesrine Lariche, Mesbah Lahouel, Lamia Benguedouar, Ammar Zellagui. Ferulenol, a Sesquiterpene Coumarin, Induce Apoptosis via Mitochondrial Dysregulation in Lung Cancer Induced by Benzo[a]pyrene: Involvement of Bcl2 Protein. Anti-cancer agents in medicinal chemistry. 2017; 17(10):1357-1362. doi: 10.2174/1871520617666170213143444. [PMID: 28270083]
  • Imran Ahmad, Jay Prakash Thakur, Debabrata Chanda, Dharmendra Saikia, Feroz Khan, Shivani Dixit, Amit Kumar, Rituraj Konwar, Arvind Singh Negi, Atul Gupta. Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents. Bioorganic & medicinal chemistry letters. 2013 Mar; 23(5):1322-5. doi: 10.1016/j.bmcl.2012.12.096. [PMID: 23369537]
  • Boussenane H Nadia, Kebsa Wided, Boutabet Kheira, Rouibah Hassiba, Benguedouar Lamia, S Rhouati, M Alyane, A Zellagui, M Lahouel. Disruption of mitochondrial membrane potential by ferulenol and restoration by propolis extract: antiapoptotic role of propolis. Acta biologica Hungarica. 2009 Dec; 60(4):385-98. doi: 10.1556/abiol.60.2009.4.5. [PMID: 20015830]
  • Monia Monti, Mirko Pinotti, Giovanni Appendino, Franco Dallocchio, Tiziana Bellini, Fabiana Antognoni, Ferruccio Poli, Francesco Bernardi. Characterization of anti-coagulant properties of prenylated coumarin ferulenol. Biochimica et biophysica acta. 2007 Oct; 1770(10):1437-40. doi: 10.1016/j.bbagen.2007.06.013. [PMID: 17693024]
  • Mesbah Lahouel, Roland Zini, Ammar Zellagui, Salah Rhouati, Pierre-Alain Carrupt, Didier Morin. Ferulenol specifically inhibits succinate ubiquinone reductase at the level of the ubiquinone cycle. Biochemical and biophysical research communications. 2007 Mar; 355(1):252-7. doi: 10.1016/j.bbrc.2007.01.145. [PMID: 17292330]
  • Lolita Arnoldi, Mauro Ballero, Nicola Fuzzati, Andrea Maxia, Enrico Mercalli, Luca Pagni. HPLC-DAD-MS identification of bioactive secondary metabolites from Ferula communis roots. Fitoterapia. 2004 Jun; 75(3-4):342-54. doi: 10.1016/j.fitote.2004.03.001. [PMID: 15158993]
  • Claudia Bocca, Ludovica Gabriel, Francesca Bozzo, Antonella Miglietta. Microtubule-interacting activity and cytotoxicity of the prenylated coumarin ferulenol. Planta medica. 2002 Dec; 68(12):1135-7. doi: 10.1055/s-2002-36342. [PMID: 12494346]
  • N Tligui, G R Ruth, L J Felice. Plasma ferulenol concentration and activity of clotting factors in sheep with Ferula communis variety brevifolia intoxication. American journal of veterinary research. 1994 Nov; 55(11):1564-9. doi: NULL. [PMID: 7879980]
  • J Tourniaire, M Daumont. [Glucocorticoids and metabolism]. Annales de l'anesthesiologie francaise. 1976; 17(4):406-10. doi: ". [PMID: 9879]