(Z)-N-Feruloyl-5-hydroxyanthranilic acid (BioDeep_00000023234)

   

human metabolite PANOMIX_OTCML-2023 blood metabolite Volatile Flavor Compounds


代谢物信息卡片


5-Hydroxy-2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}benzoate

化学式: C17H15NO6 (329.089933)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 10.23%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C=CC(=O)NC2=C(C=C(C=C2)O)C(=O)O)O
InChI: InChI=1S/C17H15NO6/c1-24-15-8-10(2-6-14(15)20)3-7-16(21)18-13-5-4-11(19)9-12(13)17(22)23/h2-9,19-20H,1H3,(H,18,21)(H,22,23)/b7-3+

描述信息

Avenanthramide b is a member of the class of compounds known as avenanthramides. Avenanthramides are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid. Avenanthramide b is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Avenanthramide b can be found in cereals and cereal products, which makes avenanthramide b a potential biomarker for the consumption of this food product.
(Z)-N-Feruloyl-5-hydroxyanthranilic acid is found in cereals and cereal products. (Z)-N-Feruloyl-5-hydroxyanthranilic acid is isolated from oats (Avena sativa).

同义名列表

16 个代谢物同义名

5-Hydroxy-2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}benzoate; 5-Hydroxy-2-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoic acid; 5-Hydroxy-2-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]amino}benzoate; 5-hydroxy-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]benzoic acid; N-[4-Hydroxy-3-methoxy-(e)-cinnamoyl]-5-hydroxyanthranilic acid; N-[4-Hydroxy-3-methoxy-(e)-cinnamoyl]-5-hydroxyanthranilate; N-(3-methoxy-4-hydroxycinnamoyl)-5-hydroxyanthranilic acid; (Z)-N-Feruloyl-5-hydroxyanthranilic acid; (Z)-N-Feruloyl-5-hydroxyanthranilate; N-Feruloyl-5-hydroxyanthranilic acid; N-Feruloyl-5-hydroxyanthranilate; Avenanthramide 2F; Avenanthramide BF; Avenanthramide 1; Avenanthramide b; Ammonia



数据库引用编号

12 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)

3 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

  • Oswaldo Hernandez-Hernandez, Gema Pereira-Caro, Gina Borges, Alan Crozier, Olof Olsson. Characterization and antioxidant activity of avenanthramides from selected oat lines developed by mutagenesis technique. Food chemistry. 2021 May; 343(?):128408. doi: 10.1016/j.foodchem.2020.128408. [PMID: 33158678]
  • Chao Chen, Ting Li, Zhengxing Chen, Li Wang, Xiaohu Luo. Absorption Rates and Mechanisms of Avenanthramides in a Caco-2 Cell Model and Their Antioxidant Activity during Absorption. Journal of agricultural and food chemistry. 2020 Feb; 68(8):2347-2356. doi: 10.1021/acs.jafc.9b06576. [PMID: 32026690]
  • Pei Wang, Huadong Chen, Yingdong Zhu, Jennifer McBride, Junsheng Fu, Shengmin Sang. Oat avenanthramide-C (2c) is biotransformed by mice and the human microbiota into bioactive metabolites. The Journal of nutrition. 2015 Feb; 145(2):239-45. doi: 10.3945/jn.114.206508. [PMID: 25644343]
  • Yi Ren, Xiushi Yang, Xiwu Niu, Sen Liu, Guixing Ren. Chemical characterization of the avenanthramide-rich extract from oat and its effect on D-galactose-induced oxidative stress in mice. Journal of agricultural and food chemistry. 2011 Jan; 59(1):206-11. doi: 10.1021/jf103938e. [PMID: 21141964]
  • D C Doehlert, S Simsek, M L Wise. The green oat story: possible mechanisms of green color formation in oat products during cooking. Journal of food science. 2009 Aug; 74(6):S226-31. doi: 10.1111/j.1750-3841.2009.01190.x. [PMID: 19723227]
  • T Matsukawa, T Isobe, A Ishihara, H Iwamura. Occurrence of avenanthramides and hydroxycinnamoyl-CoA:hydroxyanthranilate N-hydroxycinnamoyltransferase activity in oat seeds. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2000 Jan; 55(1-2):30-6. doi: 10.1515/znc-2000-1-207. [PMID: 10739096]