Fustin (BioDeep_00000001043)

 

Secondary id: BioDeep_00001045414

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-, (2R,3R)-rel-

化学式: C15H12O6 (288.06338519999997)
中文名称: 黄颜木素
谱图信息: 最多检出来源 Viridiplantae(plant) 2.84%

分子结构信息

SMILES: C1=CC(=C(C=C1C2C(C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
InChI: InChI=1S/C15H12O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,14-18,20H

描述信息

Fustin is a natural product found in Acacia vestita, Acacia carneorum, and other organisms with data available.
See also: Cotinus coggygria whole (part of); Toxicodendron succedaneum whole (part of).
A dihydroflavonol that is the 2,3-dihydro derivative of fisetin.
Fustinis ((±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone) is a potent amyloid β (Aβ) inhibitor. Fustinis ((±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone) increases the expression of acetylcholine (ACh) levels, choline acetyltransferase (ChAT) activity, and ChAT gene induced by Aβ (1-42). Fustinis ((±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone) decreases in acetyl cholinesterase (AChE) activity and AChE gene expression induced by Aβ (1-42). Fustinis ((±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone) increases muscarinic M1 receptor gene expression and muscarinic M1 receptor binding activity. Fustinis ((±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone) can be used for Alzheimer's disease research[1].

同义名列表

36 个代谢物同义名

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-, (2R,3R)-rel-; 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-2,3-DIHYDRO-3,7-DIHYDROXY-, (2R-TRANS)-; 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-,(2R,3R)-rel-; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-, (2R,3R)-; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-, trans-; (2R,3R)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-4H-1-benzopyran-4-one; (2R,3S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydro-4H-chromen-4-one; (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydrochromen-4-one; trans-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-4-benzopyrone; (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-chroman-4-one; (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxychroman-4-one; TRANS-(+/-)-3,3,4,7-TETRAHYDROXYFLAVANONE; Flavanone, 3,3,4,7-tetrahydroxy- (VAN); Flavanone, 3,3,4,7-tetrahydroxy-, (+)-; Flavanone, 3,3,4,7-tetrahydroxy-(VAN); 3,7,3,4-Tetrahydroxyflavanone; 3,7,3,4-Tetrahydroxy-flavanon; 3,3,4,7-tetrahydroxyflavanone; Fustin (2R,3R)-form [MI]; Tetrahydroxyflavanone; 2,3-Dihydrofisetin; 2,3-TRANS-FUSTIN; FUSTIN, (+/-)-; Dihydrofisetin; Fustin, (+)-; (+/-)-Fustin; FUSTIN [MI]; (+)-Fustin; AC1NSVLG; Fustin; (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-chromanone; 20725-03-5; C01378; (±)-Fustin; 3,7,3',4'-Tetrahydroxyflavanone; Fustin



数据库引用编号

24 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

1 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(1)

PharmGKB(0)

192 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

  • A S Bawadood, F A Al-Abbasi, A M Alghamdi, M M Alqurashi, R A Sheikh, S I Alzarea, N Sayyed, I Kazmi. Fustin alleviates lipopolysaccharide-induced anxiety-depression-like performances by modulation of oxidative stress/neuroinflammatory markers/ NF-κB/caspase-3/BDNF expression in rodents. European review for medical and pharmacological sciences. 2024 Jan; 28(1):419-432. doi: 10.26355/eurrev_202401_34931. [PMID: 38235894]
  • Muhammad Afzal, Fahad A Al-Abbasi, Imran Kazmi, Syed Sarim Imam, Sultan Alshehri, Mohammed M Ghoneim, Waleed Hassan Almalki, Muhammad Shahid Nadeem, Nadeem Sayyed. Fustin Inhibits Oxidative Free Radicals and Inflammatory Cytokines in Cerebral Cortex and Hippocampus and Protects Cognitive Impairment in Streptozotocin-Induced Diabetic Rats. ACS chemical neuroscience. 2021 12; 12(24):4587-4597. doi: 10.1021/acschemneuro.1c00712. [PMID: 34860003]
  • Laura Marín, Ignacio Gutiérrez-Del-Río, Claudio Jesús Villar, Felipe Lombó. De novo biosynthesis of garbanzol and fustin in Streptomyces albus based on a potential flavanone 3-hydroxylase with 2-hydroxylase side activity. Microbial biotechnology. 2021 09; 14(5):2009-2024. doi: 10.1111/1751-7915.13874. [PMID: 34216097]
  • Miroslav Novakovic, Iris Djordjevic, Nina Todorovic, Snezana Trifunovic, Boban Andjelkovic, Boris Mandic, Milka Jadranin, Ivan Vuckovic, Vlatka Vajs, Slobodan Milosavljevic, Vele Tesevic. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. Natural product research. 2019 Oct; 33(19):2837-2844. doi: 10.1080/14786419.2018.1508141. [PMID: 30513208]
  • Seon-Ok Lee, Sung-Ji Kim, Ju-Sung Kim, Hyuk Ji, Eun-Ok Lee, Hyo-Jeong Lee. Comparison of the main components and bioactivity of Rhus verniciflua Stokes extracts by different detoxification processing methods. BMC complementary and alternative medicine. 2018 Aug; 18(1):242. doi: 10.1186/s12906-018-2310-x. [PMID: 30165848]
  • Hongxia Chen, Chengzhang Wang, Hao Zhou, Ran Tao, Jianzhong Ye, Wenjun Li. Antioxidant capacity and identification of the constituents of ethyl acetate fraction from Rhus verniciflua Stokes by HPLC-MS. Natural product research. 2017 Jul; 31(13):1573-1577. doi: 10.1080/14786419.2016.1277353. [PMID: 28100074]
  • Tae Gyu Nam, Bong Han Lee, Hyo-Kyoung Choi, Ahmad Rois Mansur, Sang Gil Lee, Dae-Ok Kim. Rhus verniciflua Stokes Extract and Its Flavonoids Protect PC-12 Cells against H2O2-Induced Cytotoxicity. Journal of microbiology and biotechnology. 2017 Jun; 27(6):1090-1097. doi: 10.4014/jmb.1612.12018. [PMID: 28376611]
  • Won Kyun Im, Hyun Jung Park, Kwang Soo Lee, Jung Hoon Lee, Young Dong Kim, Kyeong-Hee Kim, Sang-Jae Park, Seokmann Hong, Sung Ho Jeon. Fisetin-Rich Extracts of Rhus verniciflua Stokes Improve Blood Flow Rates in Mice Fed Both Normal and High-Fat Diets. Journal of medicinal food. 2016 Feb; 19(2):120-6. doi: 10.1089/jmf.2015.3515. [PMID: 26741654]
  • Ji Eun Moon, Jae-Ho Shin, Oran Kwon, Ji Yeon Kim. A Standardized Extract of Rhus verniciflua Stokes Protects Wistar Rats Against Lipopolysaccharide-Induced Acute Inflammation. Journal of medicinal food. 2015 Nov; 18(11):1223-30. doi: 10.1089/jmf.2014.3411. [PMID: 26501382]
  • Guan Chen, Cheng-Bin Cui, Ai-Di Qi, Chang-Wei Li, Zun-Wei Tao, Rong Ren. Polyanthumin, a novel cyclobutane chalcone trimmer from Memecylon polyanthum. Journal of Asian natural products research. 2015; 17(2):170-7. doi: 10.1080/10286020.2014.945439. [PMID: 25434469]
  • Myeong Hyeon Park, In Sook Kim, Sun-A Kim, Chun-Soo Na, Cheol Yi Hong, Mi-Sook Dong, Hye Hyun Yoo. Inhibitory effect of Rhus verniciflua Stokes extract on human aromatase activity; butin is its major bioactive component. Bioorganic & medicinal chemistry letters. 2014 Apr; 24(7):1730-3. doi: 10.1016/j.bmcl.2014.02.039. [PMID: 24630560]
  • Nattapong Chaipukdee, Somdej Kanokmedhakul, Ratsami Lekphrom, Kwanjai Kanokmedhakul. Two new flavanonols from the bark of Akschindlium godefroyanum. Natural product research. 2014; 28(3):191-5. doi: 10.1080/14786419.2013.866113. [PMID: 24354343]
  • U R Kuppusamy, N P Das. Effects of flavonoids on cyclic AMP phosphodiesterase and lipid mobilization in rat adipocytes. Biochemical pharmacology. 1992 Oct; 44(7):1307-15. doi: 10.1016/0006-2952(92)90531-m. [PMID: 1384499]