Vicenin (BioDeep_00000231027)

Main id: BioDeep_00000270793

Secondary id: BioDeep_00000230439

PANOMIX_OTCML-2023


代谢物信息卡片


5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

化学式: C26H28O14 (564.1478988)
中文名称: 芹菜素-6-C-葡萄糖-8-C-木糖苷, 维采宁-III, 维采宁III, 维采宁 1, 维采宁-3
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)=C([C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)C2OC(C3C=CC(O)=CC=3)=CC(=O)C=2C(O)=C1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1
InChI: InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13-,17+,18-,21+,22-,23-,25+,26+/m1/s1

描述信息

Vicenin-3 is a C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively. It has a role as a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an isovitexin.
Vicenin 3 is a natural product found in Rhynchosia minima, Gnetum buchholzianum, and other organisms with data available.
A C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively.
Vicenin-1 is a natural product found in Linum grandiflorum with data available.
Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1].
Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1].
Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1].
Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1].

同义名列表

21 个代谢物同义名

5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one; 2-(4-hydroxyphenyl)-5,7-dihydroxy-6-beta-D-glucopyranosyl-8-beta-D-xylopyranosyl-4H-1-benzopyran-4-one; 6-c-beta-d-glucopyranosyl-8-c-beta-d-xylopyranosyl-4,5,7-trihydroxyflavone; 6-C-beta-D-glucosyl-8-C-beta-D-xylosyl-4,5,7-trihydroxyflavone; 6-beta-D-glucopyranosyl-8-beta-D-xylopyranosylapigenin; 6-C-Glucopyranosyl-8-C-beta-D-xylopyranosylapigenin; Vicenin III; 6-C-Glucosyl-8-C-xylosylapigenin; apigenin 8-C-xyloside-6-C-glucoside; 6-C-Glucosyl-8-C-xylosylapigenin; Vicenin III; Vicenin -3; Vicenin 3; Vicenin-3; Vicenin3; Vicenin; 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one; 6-C-beta-D-xylopyranosyl-8-C-beta-D-glucopyranosyl apigenin; Vicenin -1; Vicenin-1



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)

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。



文献列表

  • Yueyuan Chen, Xiaojie Yan, Fenglai Lu, Xiaohua Jiang, J Brent Friesen, Guido F Pauli, Shao-Nong Chen, Dian-Peng Li. Preparation of flavone di-C-glycoside isomers from Jian-Gu injection (Premna fulva Craib.) using recycling counter-current chromatography. Journal of chromatography. A. 2019 Aug; 1599(?):180-186. doi: 10.1016/j.chroma.2019.03.030. [PMID: 30961965]
  • Xianduo Sun, Xiaomin Tang, Quan Yang. An effective quantitative fingerprint method for evaluating the quality consistency of Desmodium styracifolium. Die Pharmazie. 2018 10; 73(10):579-584. doi: 10.1691/ph.2018.8590. [PMID: 30223921]
  • Amit D Kandhare, Subhash L Bodhankar, Vishwaraman Mohan, Prasad A Thakurdesai. Development and validation of HPLC method for vicenin-1 isolated from fenugreek seeds in rat plasma: application to pharmacokinetic, tissue distribution and excretion studies. Pharmaceutical biology. 2016 Nov; 54(11):2575-2583. doi: 10.3109/13880209.2016.1172245. [PMID: 27181500]
  • Amit D Kandhare, Subhash L Bodhankar, V Mohan, Prasad A Thakurdesai. Acute and repeated doses (28 days) oral toxicity study of Vicenin-1, a flavonoid glycoside isolated from fenugreek seeds in laboratory mice. Regulatory toxicology and pharmacology : RTP. 2016 Nov; 81(?):522-531. doi: 10.1016/j.yrtph.2016.10.013. [PMID: 27773753]
  • Solange Leite de Moraes, José Carlos Tomaz, Norberto Peporine Lopes. Liquid chromatography-tandem mass spectrometric method for determination of the anti-inflammatory compound vicenin-2 in the leaves of L. ericoides Mart. Biomedical chromatography : BMC. 2007 Sep; 21(9):925-30. doi: 10.1002/bmc.828. [PMID: 17428019]
  • V Nayak, P Uma Devi. Protection of mouse bone marrow against radiation-induced chromosome damage and stem cell death by the ocimum flavonoids orientin and vicenin. Radiation research. 2005 Feb; 163(2):165-71. doi: 10.1667/rr3263. [PMID: 15658892]
  • P Uma Devi, A Ganasoundari, B Vrinda, K K Srinivasan, M K Unnikrishnan. Radiation protection by the ocimum flavonoids orientin and vicenin: mechanisms of action. Radiation research. 2000 Oct; 154(4):455-60. doi: 10.1667/0033-7587(2000)154[0455:rpbtof]2.0.co;2. [PMID: 11023610]
  • P Uma Devi, A Ganasoundari, B S Rao, K K Srinivasan. In vivo radioprotection by ocimum flavonoids: survival of mice. Radiation research. 1999 Jan; 151(1):74-8. doi: . [PMID: 9973087]