Melilotoside (BioDeep_00000000819)

 

Secondary id: BioDeep_00000228159, BioDeep_00000402997

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(2E)-3-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid

化学式: C15H18O8 (326.1001628)
中文名称: 草木樨苷
谱图信息: 最多检出来源 Viridiplantae(plant) 0.05%

分子结构信息

SMILES: C1=CC=C(C(=C1)C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
InChI: InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+/t10-,12-,13+,14-,15-/m1/s1

描述信息

Melilotoside, also known as trans-beta-D-glucosyl-2-hydroxycinnamic acid or beta-D-glucosyl-2-coumarate, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans and flavonoids. Melilotoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Melilotoside is found in herbs and spices. Melilotoside has been isolated from Melilotus alba (white melilot), Melilotus altissimus (tall yellow sweet clover), and other plants.
Trans-beta-D-glucosyl-2-hydroxycinnamic acid is a glucosyl hydroxycinnamic acid. It is a conjugate acid of a trans-beta-D-glucosyl-2-hydroxycinnamate.
Melilotoside is a natural product found in Mikania laevigata, Serpocaulon triseriale, and other organisms with data available.

同义名列表

54 个代谢物同义名

(2E)-3-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid; (E)-3-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid; 2-PROPENOIC ACID, 3-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)PHENYL)-, (2E)-; 2-PROPENOIC ACID, 3-(2-(.BETA.-D-GLUCOPYRANOSYLOXY)PHENYL)-, (E)-; 2-Propenoic acid, 3-(2-(beta-D-glucopyranosyloxy)phenyl)-, (E)-; (2E)-3-[2-(beta-D-Glucopyranosyloxy)phenyl]-2-propenoic acid; (2E)-3-[2-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoic acid; (2E)-3-[2-(Β-D-glucopyranosyloxy)phenyl]-2-propenoic acid; (2E)-3-[2-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoate; 3-[2-(beta-D-Glucopyranosyloxy)phenyl]-2-propenoic acid; (2E)-3-[2-(beta-D-glucopyranosyloxy)phenyl]acrylic acid; (2E)-3-[2-(Β-D-glucopyranosyloxy)phenyl]acrylic acid; (2E)-3-[2-(b-D-Glucopyranosyloxy)phenyl]acrylic acid; 3-[2-(Β-D-glucopyranosyloxy)phenyl]-2-propenoic acid; (2E)-3-[2-(beta-D-Glucopyranosyloxy)phenyl]acrylate; (2E)-3-[2-(b-D-Glucopyranosyloxy)phenyl]acrylate; (2E)-3-[2-(Β-D-glucopyranosyloxy)phenyl]acrylate; trans-beta-D-glucosyl-2-hydroxycinnamic acid; trans-Β-D-glucosyl-2-hydroxycinnamic acid; trans-b-D-Glucosyl-2-hydroxycinnamic acid; 2-(beta-D-Glucopyranosyloxy)cinnamic acid; trans-beta-D-Glucosyl-2-hydroxycinnamate; 2’-(β-D-glucopyranosyloxy)cinnamic acid; 2-(Β-D-glucopyranosyloxy)cinnamic acid; TRANS-O-HYDROXYCINNAMIC ACID GLUCOSIDE; trans-Coumarinic acid-beta-D-glucoside; trans-Β-D-glucosyl-2-hydroxycinnamate; trans-b-D-Glucosyl-2-hydroxycinnamate; trans-Coumarinic acid-β-D-glucoside; O-Coumaroyl beta-D-glucopyranoside; trans-O-Coumaric acid 2-glucoside; Melilotoside, >=95\\% (LC/MS-ELSD); O-Coumaroyl β-D-glucopyranoside; beta-D-Glucosyl-2-coumaric acid; trans-O-Coumarate 2-glucoside; O-(Glucosyloxy)cinnamic acid; Β-D-glucosyl-2-coumaric acid; b-D-Glucosyl-2-coumaric acid; beta-D-Glucosyl-2-coumarate; Coumarinic acid glucoside; b-D-Glucosyl-2-coumarate; Β-D-glucosyl-2-coumarate; Coumarinate glucoside; trans-Melilotoside; Coumarin glucoside; MELILOTOSIDE [MI]; UNII-M87W7715UB; MEGxp0_001978; Melilotoside; ACon1_000252; M87W7715UB; trans-β-D-Glucosyl-2-hydroxycinnamate; cis-beta-D-Glucosyl-2-hydroxycinnamate; β-D-Glucosyl-2-coumarate



数据库引用编号

16 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

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

17 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

  • Nargess Sadati, Kristina Jenett-Siems, Karsten Siems, Mohammad Reza Shams Ardekani, Abbas Hadjiakhoondi, Tahmineh Akbarzadeh, Seyed Nasser Ostad, Mahnaz Khanavi. Major constituents and cytotoxic effects of Ajuga chamaecistus ssp. tomentella. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2012 May; 67(5-6):275-81. doi: 10.1515/znc-2012-5-606. [PMID: 22888532]
  • J-P Anthony, L Fyfe, D Stewart, G J McDougall. Differential effectiveness of berry polyphenols as anti-giardial agents. Parasitology. 2011 Aug; 138(9):1110-6. doi: 10.1017/s0031182011000825. [PMID: 21813029]
  • Guang-Zhi Zeng, Ning-Hua Tan, Xiao-Jiang Hao, Quan-Zhang Mu, Rong-Tao Li. Natural inhibitors targeting osteoclast-mediated bone resorption. Bioorganic & medicinal chemistry letters. 2006 Dec; 16(24):6178-80. doi: 10.1016/j.bmcl.2006.09.042. [PMID: 17027271]
  • Fernando Calzada, Claudia Velázquez, Roberto Cedillo-Rivera, Baldomero Esquivel. Antiprotozoal activity of the constituents of Teloxys graveolens. Phytotherapy research : PTR. 2003 Aug; 17(7):731-2. doi: 10.1002/ptr.1192. [PMID: 12916068]