Glabrol (BioDeep_00000230124)

 

Secondary id: BioDeep_00000018761

natural product PANOMIX_OTCML-2023


代谢物信息卡片


[ S, (-) ] -2,3-Dihydro-7-hydroxy-2alpha- [ 4-hydroxy-3- (3-methyl-2-butenyl) phenyl ] -8- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

化学式: C25H28O4 (392.19874880000003)
中文名称: 光甘草酚, 光甘草醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 12.5%

分子结构信息

SMILES: c(c1)(C(O2)CC(c(c3)c(c(CC=C(C)C)c(c3)O)2)=O)cc(c(c1)O)CC=C(C)C
InChI: InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3

描述信息

Glabrol is a member of flavanones.
Glabrol is a natural product found in Sophora alopecuroides, Euchresta formosana, and other organisms with data available.
See also: Glycyrrhiza Glabra (part of).
Glabrol (Compound 1), One isoprenyl flavonoid was isolated from ethanol extract of licorice roots, is a potent and non-competitive Acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor with an IC50 value of 24.6 μM for rat liver microsomal ACAT activity[1].
Glabrol (Compound 1), One isoprenyl flavonoid was isolated from ethanol extract of licorice roots, is a potent and non-competitive Acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor with an IC50 value of 24.6 μM for rat liver microsomal ACAT activity[1].
Glabrol (Compound 1), One isoprenyl flavonoid was isolated from ethanol extract of licorice roots, is a potent and non-competitive Acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor with an IC50 value of 24.6 μM for rat liver microsomal ACAT activity[1].

同义名列表

12 个代谢物同义名

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-HYDROXY-2-(4-HYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-8-(3-METHYL-2-BUTEN-1-YL)-, (2S)-; 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-(methyl-2-butenyl)phenyl)-8-(3-methyl-2-butenyl)-, (2S)-; (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-1-benzopyran-4-one; (2S)-8-(3-methylbut-2-enyl)-2-[3-(3-methylbut-2-enyl)-4-oxidanyl-phenyl]-7-oxidanyl-2,3-dihydrochromen-4-one; (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one; 7-Hydroxy-2-(4-hydroxy-3-((E)-3-methyl-but-2-enyl)-phenyl)-8-(3-methyl-but-2-enyl)-1-benzopyran-4-one; (S)-7-Hydroxy-2-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one; (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chroman-4-one; UNII-E4XEY076JN; E4XEY076JN; Glabrol; [ S, (-) ] -2,3-Dihydro-7-hydroxy-2alpha- [ 4-hydroxy-3- (3-methyl-2-butenyl) phenyl ] -8- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one



数据库引用编号

14 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)

38 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

  • Qingquan Guo, Shaojuan Wu, Wenyao Liang, Jianhua Tan, Xiangmei Liu, Yuxi Yuan, Xiaohong Li, Haishan Zhao. Glabrol impurity exacerbates glabridin toxicity in zebrafish embryos by increasing myofibril disorganization. Journal of ethnopharmacology. 2022 Apr; 287(?):114963. doi: 10.1016/j.jep.2021.114963. [PMID: 34971733]
  • Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Wei Song, Xue Qiao, Gulnar Sabir, Min Ye. Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. Bioorganic & medicinal chemistry. 2017 07; 25(14):3706-3713. doi: 10.1016/j.bmc.2017.05.009. [PMID: 28522265]
  • Xinzhou Yang, Shihao Deng, Mi Huang, Jialin Wang, Li Chen, Mingrui Xiong, Jie Yang, Sijiang Zheng, Xinhua Ma, Ping Zhao, Yunjiang Feng. Chemical constituents from Sophora tonkinensis and their glucose transporter 4 translocation activities. Bioorganic & medicinal chemistry letters. 2017 03; 27(6):1463-1466. doi: 10.1016/j.bmcl.2017.01.078. [PMID: 28236591]
  • Kai Li, Shuai Ji, Wei Song, Yi Kuang, Yan Lin, Shunan Tang, Zexu Cui, Xue Qiao, Siwang Yu, Min Ye. Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. Journal of natural products. 2017 02; 80(2):334-346. doi: 10.1021/acs.jnatprod.6b00783. [PMID: 28140583]
  • Hunseung Yoo, Hee-Sung Chae, Young-Mi Kim, Minseok Kang, Keun Ho Ryu, Hee Chul Ahn, Kee Dong Yoon, Young-Won Chin, Jinwoong Kim. Flavonoids and arylbenzofurans from the rhizomes and roots of Sophora tonkinensis with IL-6 production inhibitory activity. Bioorganic & medicinal chemistry letters. 2014 Dec; 24(24):5644-5647. doi: 10.1016/j.bmcl.2014.10.077. [PMID: 25467151]
  • Ulrike Grienke, Heike Braun, Nora Seidel, Johannes Kirchmair, Martina Richter, Andi Krumbholz, Susanne von Grafenstein, Klaus R Liedl, Michaela Schmidtke, Judith M Rollinger. Computer-guided approach to access the anti-influenza activity of licorice constituents. Journal of natural products. 2014 Mar; 77(3):563-70. doi: 10.1021/np400817j. [PMID: 24313801]
  • Suengmok Cho, Ji-Hae Park, Ae Nim Pae, Daeseok Han, Dongsoo Kim, Nam-Chul Cho, Kyoung Tai No, Hyejin Yang, Minseok Yoon, Changho Lee, Makoto Shimizu, Nam-In Baek. Hypnotic effects and GABAergic mechanism of licorice (Glycyrrhiza glabra) ethanol extract and its major flavonoid constituent glabrol. Bioorganic & medicinal chemistry. 2012 Jun; 20(11):3493-501. doi: 10.1016/j.bmc.2012.04.011. [PMID: 22543233]
  • Jung Ho Choi, Ji Na Choi, Sung Yoon Lee, Sung Jae Lee, Koanhoi Kim, Young Kook Kim. Inhibitory activity of diacylglycerol acyltransferase by glabrol isolated from the roots of licorice. Archives of pharmacal research. 2010 Feb; 33(2):237-42. doi: 10.1007/s12272-010-0208-3. [PMID: 20195824]
  • Minpei Kuroda, Yoshihiro Mimaki, Shinichi Honda, Hozumi Tanaka, Shinichi Yokota, Tatsumasa Mae. Phenolics from Glycyrrhiza glabra roots and their PPAR-gamma ligand-binding activity. Bioorganic & medicinal chemistry. 2010 Jan; 18(2):962-70. doi: 10.1016/j.bmc.2009.11.027. [PMID: 20022509]
  • Jung Ho Choi, Mun-Chual Rho, Seung Woong Lee, Oh Eok Kwon, Hye Ran Park, Ji Yun Kang, Seung Ho Lee, Hyun Sun Lee, Ki Hwan Bae, Young Kook Kim. Glabrol, an acyl-coenzyme A: cholesterol acyltransferase inhibitor from licorice roots. Journal of ethnopharmacology. 2007 Apr; 110(3):563-6. doi: 10.1016/j.jep.2006.10.012. [PMID: 17123760]
  • Y Asada, W Li, T Yoshikawa. Biosynthesis of the dimethylallyl moiety of glabrol in Glycyrrhiza glabra hairy root cultures via a non-mevalonate pathway. Phytochemistry. 2000 Oct; 55(4):323-6. doi: 10.1016/s0031-9422(00)00327-7. [PMID: 11117880]
  • X Xu, C Hou, Y Zhang, Q Liu, Y Liu, J Yang. [Chemical constituents of the roots of Glycyrrhiza eurycarpa P.C.Li]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Nov; 22(11):679-80, 703. doi: ". [PMID: 11243185]