Meloside (BioDeep_00000000951)

 

Secondary id: BioDeep_00000019521, BioDeep_00000270389, BioDeep_00001867571

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


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

化学式: C27H30O15 (594.158463)
中文名称: 异牡荆素-2''-O-葡萄糖苷
谱图信息: 最多检出来源 Viridiplantae(plant) 0.51%

分子结构信息

SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O)[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O)O
InChI: InChI=1S/C27H30O15/c28-7-15-20(34)23(37)26(42-27-24(38)22(36)19(33)16(8-29)41-27)25(40-15)18-12(32)6-14-17(21(18)35)11(31)5-13(39-14)9-1-3-10(30)4-2-9/h1-6,15-16,19-20,22-30,32-38H,7-8H2/t15-,16-,19+,20+,22-,23-,24-,25-,26+,27-/m0/s1

描述信息

Meloside, also known as isovitexin 2-beta-D-O-glucoside or 2-O-beta-D-glucosylisovitexin, is a member of the class of compounds known as flavonoid c-glycosides. Flavonoid c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Meloside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Meloside can be found in muskmelon, which makes meloside a potential biomarker for the consumption of this food product.
2-O-(beta-D-glucosyl)isovitexin is a disaccharide derivative that is isovitexin substituted at position 2 on the glucose ring by a beta-D-glucosyl residue. It has a role as a metabolite. It is a C-glycosyl compound, a disaccharide derivative and a trihydroxyflavone. It is functionally related to an isovitexin.
Meloside A is a natural product found in Ziziphus jujuba with data available.
Meloside A (Isovitexin 2''-O-glucoside) is a phenylpropanoid isolated from barley with antioxidant activity. In barley, phenylpropanoids have been described as having protective properties against excess UV-B radiation and have been linked to resistance to pathogens[1][2].

同义名列表

27 个代谢物同义名

6-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4HH-chromen-6-yl]-2-O-beta-D-glucopyranosyl-D-glucitol; 4H-1-Benzopyran-4-one, 6-(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]-2-O-hexopyranosylhexitol; 2-O-(beta-D-glucosyl)isovitexin; Isovitexin 2-O-beta-D-glucoside; isovitexin 2-beta-D-O-glucoside; isovitexin 2-O-beta-glucoside; 2-O-beta-D-Glucosylisovitexin; Isovitexin 2-b-D-O-glucoside; Isovitexin 2-β-D-O-glucoside; 2-O-(b-D-Glucosyl)isovitexin; 2-O-(Β-D-glucosyl)isovitexin; Isovitexin 2-O-b-D-glucoside; Isovitexin 2-O-β-D-glucoside; 2-O-b-D-Glucosylisovitexin; 2-O-Β-D-glucosylisovitexin; isovitexin 2-O-glucoside; Meloside A; AC1Q6BBL; Meloside; AC1L4HWY; Isovitexin 2''-O-glucoside; Isovitexin 2''-O-β-D-glucoside



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)

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

  • Ya-Qun Zhang, Zi-Long Wang, Zhuo Chen, Zheng-Tong Jin, Aobulikasimu Hasan, Hai-Dong Wang, Yu-Wei Sun, Xue Qiao, Yong Wang, Min Ye. A highly selective 2''-O-glycosyltransferase from Ziziphus jujuba and De novo biosynthesis of isovitexin 2''-O-glucoside. Chemical communications (Cambridge, England). 2022 Feb; 58(15):2472-2475. doi: 10.1039/d1cc06949g. [PMID: 35084410]
  • Jawaher Alqahtani, Carmen Formisano, Giuseppina Chianese, Paolo Luciano, Mariano Stornaiuolo, Shagufta Perveen, Orazio Taglialatela-Scafati. Glycosylated Phenols and an Unprecedented Diacid from the Saudi Plant Cissus rotundifolia. Journal of natural products. 2020 11; 83(11):3298-3304. doi: 10.1021/acs.jnatprod.0c00597. [PMID: 33176095]
  • Merdelyn T Caasi-Lit, Gregory J Tanner, Murali Nayudu, Malcolm I Whitecross. Isovitexin-2'-O-beta-[6-O-E-p-coumaroylglucopyranoside] from UV-B irradiated leaves of rice, Oryza sativa L. inhibits fertility of Helicoverpa armigera. Photochemistry and photobiology. 2007 Sep; 83(5):1167-73. doi: 10.1111/j.1751-1097.2007.00125.x. [PMID: 17880511]
  • . . . . doi: . [PMID: 12026171]