Osthenol (BioDeep_00000000892)

 

Secondary id: BioDeep_00000402972

human metabolite PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CI

化学式: C14H14O3 (230.0942894)
中文名称: 王草酚, 7-羟基-8-(3-甲基-2-丁烯)-二氢苯并吡喃
谱图信息: 最多检出来源 Macaca mulatta(otcml) 3.34%

分子结构信息

SMILES: CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)O)C
InChI: InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3

描述信息

Osthenol is a hydroxycoumarin that is umbelliferone in which the hydrogen at position 8 has been replaced by a prenyl group. It has a role as a plant metabolite and an antifungal agent. It is functionally related to an umbelliferone.
Osthenol is a natural product found in Zanthoxylum beecheyanum, Prangos tschimganica, and other organisms with data available.
Isolated from seeds of Apium graveolens. Osthenol is found in many foods, some of which are green vegetables, wild celery, fennel, and angelica.
A hydroxycoumarin that is umbelliferone in which the hydrogen at position 8 has been replaced by a prenyl group.
Osthenol is found in angelica. Osthenol is isolated from seeds of Apium graveolens.
Osthenol (Ostenol), a prenylated coumarin isolated from the dried roots of Angelica pubescens, is selective, reversible, and competitive human monoamine oxidase-A (hMAO-A) inhibitor (Ki=0.26 μM). Osthenol potently inhibits recombinant hMAO-A with an IC50 of 0.74 μM and shows a high selectivity index for hMAO-A versus hMAO-B[1].
Osthenol (Ostenol), a prenylated coumarin isolated from the dried roots of Angelica pubescens, is selective, reversible, and competitive human monoamine oxidase-A (hMAO-A) inhibitor (Ki=0.26 μM). Osthenol potently inhibits recombinant hMAO-A with an IC50 of 0.74 μM and shows a high selectivity index for hMAO-A versus hMAO-B[1].

同义名列表

23 个代谢物同义名

7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CI; 2H-1-Benzopyran-2-one, 7-hydroxy-8-(3-methyl-2-butenyl)-; 7-hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one; 7-hydroxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one; 7-hydroxy-8-(3-methylbut-2-en-1-yl)chromen-2-one; 7-Hydroxy-8-(3-methyl-but-2-enyl)-chromen-2-one; 7-hydroxy-8-(3-methylbut-2-enyl)chromen-2-one; COUMARIN, 7-HYDROXY-8-(3-METHYL-2-BUTENYL)-; 7-hydroxy-8-(3-methyl-but-2-enyl)coumarin; 7-Hydroxy-8-prenylcoumarin; NSC 625328; 8-(3-methylbut-2-en-1-yl)umbelliferone; 7-HYDROXY-8-ISOPENT-2-ENYLCOUMARIN; 7-hydroxy--2H-1-benzopyran-2-one; 7-hydroxy-8-prenylcoumarin; 8-prenylumbelliferone; UNII-7X6RF2708X; MEGxp0_000219; NCI60_007807; ACon1_000810; 7X6RF2708X; Osthenol; Ostenol; Osthenol



数据库引用编号

20 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)

84 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

  • Piljoung Cho, Su Min Choi, Younah Kim, Doo Hyun Lee, Yeeun Noh, Sujeong Kim, Ju-Hyun Kim, Taeho Lee, Sangkyu Lee. Characterization of osthenol metabolism in vivo and its pharmacokinetics. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Jul; 50(7):839-846. doi: 10.1080/00498254.2019.1705427. [PMID: 31847686]
  • Ryosuke Munakata, Alexandre Olry, Fazeelat Karamat, Vincent Courdavault, Akifumi Sugiyama, Yoshiaki Date, Célia Krieger, Prisca Silie, Emilien Foureau, Nicolas Papon, Jérémy Grosjean, Kazufumi Yazaki, Frédéric Bourgaud, Alain Hehn. Molecular evolution of parsnip (Pastinaca sativa) membrane-bound prenyltransferases for linear and/or angular furanocoumarin biosynthesis. The New phytologist. 2016 07; 211(1):332-44. doi: 10.1111/nph.13899. [PMID: 26918393]
  • De-Yang Shen, Yu-Yi Chan, Tsong-Long Hwang, Shin-Hun Juang, Shiow-Chyn Huang, Ping-Chung Kuo, Tran Dinh Thang, E-Jian Lee, Amooru G Damu, Tian-Shung Wu. Constituents of the roots of Clausena lansium and their potential anti-inflammatory activity. Journal of natural products. 2014 May; 77(5):1215-23. doi: 10.1021/np500088u. [PMID: 24798144]
  • Eun-Kyoung Seo, Kyeong Ho Kim, Min Ki Kim, Myung-Haing Cho, EunWook Choi, KiNam Kim, Woongchon Mar. Inhibitors of 5alpha -reductase type I in LNCaP cells from the roots of Angelica koreana. Planta medica. 2002 Feb; 68(2):162-3. doi: 10.1055/s-2002-20258. [PMID: 11859469]
  • I S Chen, H F Chen, M J Cheng, Y L Chang, C M Teng, I Tsutomu, J J Chen, I L Tsai. Quinoline alkaloids and other constituents of Melicope semecarpifolia with antiplatelet aggregation activity. Journal of natural products. 2001 Sep; 64(9):1143-7. doi: 10.1021/np010122k. [PMID: 11575945]
  • J H Liu, S Zschocke, E Reininger, R Bauer. Inhibitory effects of Angelica pubescens f. biserrata on 5-lipoxygenase and cyclooxygenase. Planta medica. 1998 Aug; 64(6):525-9. doi: 10.1055/s-2006-957507. [PMID: 9741298]
  • . . . . doi: . [PMID: 17068340]