Malvidin 3-glucoside (BioDeep_00000003547)

 

Secondary id: BioDeep_00000394606, BioDeep_00001874778, BioDeep_00001892190

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite PANOMIX-Anthocyanidin


代谢物信息卡片


5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

化学式: [C23H25O12]+ (493.1346)
中文名称: 氯化锦葵色素-3-Β-葡糖苷, 锦葵素3-葡萄糖苷, 锦葵素3-O-β-D-吡喃葡萄糖苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 38.48%

分子结构信息

SMILES: c1(cc(c2c(c1)[o+]c(c(c2)O[C@H]1[C@H]([C@@H]([C@@H]([C@H](O1)CO)O)O)O)c1cc(c(c(c1)OC)O)OC)O)O
InChI: InChI=1/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1/fC23H25O12/h25-27H/q+1

描述信息

Malvidin 3-glucoside is found in alcoholic beverages. Malvidin 3-glucoside is a pigment of skins of black grapes, also in other plants. Malvidin 3-glucoside is found in red wine
Pigment of skins of black grapes, also in other plants. Found in red wine. Malvidin glycoside is a biomarker for the consumption of blueberries.
Acquisition and generation of the data is financially supported in part by CREST/JST.

同义名列表

14 个代谢物同义名

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium; (3-O-methyl-(3)H)malvidin-3-glucoside; Malvidin 3-O-beta-D-glucopyranoside; Malvidin-3-O-glucoside chloride; Malvidin 3-O-β-D-glucoside; Malvidin 3-O-b-D-glucoside; Malvidin 3-O-glucoside; malvidin-3-glucoside; Malvidin 3-Glucoside; Ligulin; Enoside; Oenin; Enin; Malvidin 3-O-glucoside



数据库引用编号

26 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)

21 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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 CASP3, CAT, MAPK14, NFE2L2, NOX4, PTGS2, SIRT1, VEGFA, XDH
Peripheral membrane protein 2 GORASP1, PTGS2
Endoplasmic reticulum membrane 3 HMOX1, NOX4, PTGS2
Nucleus 8 CASP3, HMOX1, MAPK14, MYB, NFE2L2, NOX4, SIRT1, VEGFA
cytosol 8 CASP3, CAT, HMOX1, MAPK14, MYB, NFE2L2, SIRT1, XDH
centrosome 1 NFE2L2
nucleoplasm 6 CASP3, HMOX1, MAPK14, MYB, NFE2L2, SIRT1
RNA polymerase II transcription regulator complex 2 MYB, NFE2L2
Cell membrane 4 NOX4, SELE, TNF, VCAM1
Cytoplasmic side 2 GORASP1, HMOX1
Multi-pass membrane protein 1 NOX4
Golgi apparatus membrane 1 GORASP1
cell surface 4 ICAM1, TNF, VCAM1, VEGFA
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 4 GORASP1, NFE2L2, VCAM1, VEGFA
Golgi membrane 1 GORASP1
lysosomal membrane 1 GAA
neuronal cell body 2 CASP3, TNF
sarcolemma 1 VCAM1
Cytoplasm, cytosol 1 NFE2L2
Lysosome 1 GAA
plasma membrane 7 GAA, ICAM1, NFE2L2, NOX4, SELE, TNF, VCAM1
Membrane 8 CAT, GAA, HMOX1, ICAM1, MYB, NOX4, VCAM1, VEGFA
caveola 2 PTGS2, SELE
extracellular exosome 4 CAT, GAA, ICAM1, VCAM1
Lysosome membrane 1 GAA
endoplasmic reticulum 5 HMOX1, NOX4, PTGS2, VCAM1, VEGFA
extracellular space 10 CXCL8, HMOX1, ICAM1, IL10, KCP, SELE, TNF, VCAM1, VEGFA, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 3 HMOX1, NOX4, SELE
adherens junction 1 VEGFA
mitochondrion 4 CAT, MAPK14, NOX4, SIRT1
protein-containing complex 2 CAT, PTGS2
intracellular membrane-bounded organelle 2 CAT, GAA
Microsome membrane 1 PTGS2
filopodium 1 VCAM1
postsynaptic density 1 CASP3
chromatin silencing complex 1 SIRT1
Single-pass type I membrane protein 3 ICAM1, SELE, VCAM1
Secreted 5 CXCL8, GAA, IL10, KCP, VEGFA
extracellular region 8 CAT, CXCL8, GAA, IL10, KCP, MAPK14, TNF, VEGFA
mitochondrial outer membrane 1 HMOX1
mitochondrial matrix 1 CAT
external side of plasma membrane 4 ICAM1, SELE, TNF, VCAM1
Secreted, extracellular space, extracellular matrix 1 VEGFA
nucleolus 2 NOX4, SIRT1
Early endosome 1 VCAM1
apical part of cell 1 VCAM1
clathrin-coated pit 1 SELE
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 NOX4
heterochromatin 1 SIRT1
Membrane raft 3 ICAM1, SELE, TNF
Cell junction, focal adhesion 1 NOX4
focal adhesion 3 CAT, ICAM1, NOX4
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
Peroxisome 2 CAT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 SIRT1
PML body 1 SIRT1
collagen-containing extracellular matrix 1 ICAM1
secretory granule 1 VEGFA
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 2 PTGS2, SIRT1
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
chromatin 2 NFE2L2, SIRT1
mediator complex 1 NFE2L2
phagocytic cup 1 TNF
podosome 1 VCAM1
[Isoform 5]: Cytoplasm 1 NOX4
Nucleus, nucleolus 1 NOX4
spindle pole 1 MAPK14
fibrillar center 1 SIRT1
nuclear envelope 1 SIRT1
microvillus 1 VCAM1
tertiary granule membrane 1 GAA
euchromatin 1 SIRT1
[Isoform 3]: Cytoplasm 1 NOX4
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 2 CAT, MAPK14
endoplasmic reticulum lumen 1 PTGS2
nuclear matrix 1 MYB
platelet alpha granule lumen 1 VEGFA
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
immunological synapse 1 ICAM1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
perinuclear endoplasmic reticulum 1 NOX4
protein-DNA complex 1 NFE2L2
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
[Isoform 4]: Nucleus 1 NOX4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 SELE
catalase complex 1 CAT
NADPH oxidase complex 1 NOX4
autolysosome lumen 1 GAA
[Isoform 6]: Cytoplasm 1 NOX4
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Vascular cell adhesion protein 1]: Cell membrane 1 VCAM1
[Soluble Vascular Cell Adhesion Molecule-1]: Secreted 1 VCAM1
alpha9-beta1 integrin-vascular cell adhesion molecule-1 complex 1 VCAM1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


文献列表

  • Francisco Chamizo-González, Belén Gordillo, Francisco J Heredia. Elucidation of the 3D structure of grape seed 7S globulin and its interaction with malvidin 3-glucoside: A molecular modeling approach. Food chemistry. 2021 Jun; 347(?):129014. doi: 10.1016/j.foodchem.2021.129014. [PMID: 33493840]
  • Sisir Kumar Barik, Budheswar Dehury, Wendy R Russell, Kim M Moar, Morven Cruickshank, Lorraine Scobbie, Nigel Hoggard. Analysis of polyphenolic metabolites from in vitro gastrointestinal digested soft fruit extracts identify malvidin-3-glucoside as an inhibitor of PTP1B. Biochemical pharmacology. 2020 08; 178(?):114109. doi: 10.1016/j.bcp.2020.114109. [PMID: 32569626]
  • Jeewon Koh, Zhimin Xu, Louise Wicker. Blueberry pectin and increased anthocyanins stability under in vitro digestion. Food chemistry. 2020 Jan; 302(?):125343. doi: 10.1016/j.foodchem.2019.125343. [PMID: 31430630]
  • Simone Giacosa, Carolina Ossola, Riccardo Botto, Susana Río Segade, Maria Alessandra Paissoni, Matteo Pollon, Vincenzo Gerbi, Luca Rolle. Impact of specific inactive dry yeast application on grape skin mechanical properties, phenolic compounds extractability, and wine composition. Food research international (Ottawa, Ont.). 2019 02; 116(?):1084-1093. doi: 10.1016/j.foodres.2018.09.051. [PMID: 30716892]
  • Patrick C Setford, David W Jeffery, Paul R Grbin, Richard A Muhlack. Modelling the Mass Transfer Process of Malvidin-3-Glucoside during Simulated Extraction from Fresh Grape Solids under Wine-Like Conditions. Molecules (Basel, Switzerland). 2018 Aug; 23(9):. doi: 10.3390/molecules23092159. [PMID: 30150601]
  • H Du, L Lai, F Wang, W Sun, L Zhang, X Li, L Wang, L Jiang, Y Zheng. Characterisation of flower colouration in 30 Rhododendron species via anthocyanin and flavonol identification and quantitative traits. Plant biology (Stuttgart, Germany). 2018 Jan; 20(1):121-129. doi: 10.1111/plb.12649. [PMID: 29054107]
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  • Pengbao Shi, Bing Li, Haiju Chen, Changzheng Song, Jiangfei Meng, Zhumei Xi, Zhenwen Zhang. Iron Supply Affects Anthocyanin Content and Related Gene Expression in Berries of Vitis vinifera cv. Cabernet Sauvignon. Molecules (Basel, Switzerland). 2017 Feb; 22(2):. doi: 10.3390/molecules22020283. [PMID: 28216591]
  • Zhiyong He, Haidong Zhu, Mingzhu Xu, Maomao Zeng, Fang Qin, Jie Chen. Complexation of bovine β-lactoglobulin with malvidin-3-O-glucoside and its effect on the stability of grape skin anthocyanin extracts. Food chemistry. 2016 Oct; 209(?):234-40. doi: 10.1016/j.foodchem.2016.04.048. [PMID: 27173557]
  • Sibel Karakaya, Sebnem Simsek, Alper Tolga Eker, Carlos Pineda-Vadillo, Didier Dupont, Beatriz Perez, Blanca Viadel, Marisa Sanz-Buenhombre, Alberto Guadarrama Rodriguez, Zsófia Kertész, Adrienn Hegyi, Alessandra Bordoni, Sedef Nehir El. Stability and bioaccessibility of anthocyanins in bakery products enriched with anthocyanins. Food & function. 2016 Aug; 7(8):3488-96. doi: 10.1039/c6fo00567e. [PMID: 27415853]
  • Bo He, Ling-Li Zhang, Xue-Yang Yue, Jin Liang, Jun Jiang, Xue-Ling Gao, Peng-Xiang Yue. Optimization of Ultrasound-Assisted Extraction of phenolic compounds and anthocyanins from blueberry (Vaccinium ashei) wine pomace. Food chemistry. 2016 Aug; 204(?):70-76. doi: 10.1016/j.foodchem.2016.02.094. [PMID: 26988477]
  • Luis Cruz, Iva Fernandes, Marta Guimarães, Victor de Freitas, Nuno Mateus. Enzymatic synthesis, structural characterization and antioxidant capacity assessment of a new lipophilic malvidin-3-glucoside-oleic acid conjugate. Food & function. 2016 Jun; 7(6):2754-62. doi: 10.1039/c6fo00466k. [PMID: 27220831]
  • Lukáš Kučera, Salvatore Fanali, Zeineb Aturki, Tomáš Pospíšil, Petr Bednář. Comparison of nano and conventional liquid chromatographic methods for the separation of (+)-catechin-ethyl-malvidin-3-glucoside diastereoisomers. Journal of chromatography. A. 2016 Jan; 1428(?):126-33. doi: 10.1016/j.chroma.2015.09.074. [PMID: 26433264]
  • Fei He, Wei-Kai Chen, Ke-Ji Yu, Xiang-Nan Ji, Chang-Qing Duan, Malcolm J Reeves, Jun Wang. Molecular and biochemical characterization of the UDP-glucose: Anthocyanin 5-O-glucosyltransferase from Vitis amurensis. Phytochemistry. 2015 Sep; 117(?):363-372. doi: 10.1016/j.phytochem.2015.06.023. [PMID: 26159788]
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