Pelargonidin 3-glucoside (BioDeep_00000003540)

 

Secondary id: BioDeep_00001875485

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


代谢物信息卡片


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

化学式: [C21H21O10]+ (433.1135)
中文名称: 天竺葵素3-O-β-D-吡喃葡萄糖苷, 天竺葵素3-O-葡萄糖苷
谱图信息: 最多检出来源 Viridiplantae(plant) 69.62%

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)c1ccc(cc1)O)O)O
InChI: InChI=1S/C21H20O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25)/p+1/t16-,17-,18+,19-,21-/m1/s1

描述信息

Acquisition and generation of the data is financially supported in part by CREST/JST.

同义名列表

24 个代谢物同义名

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium; 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride; 3-(Β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride; 3-(b-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride; 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium chloride; 3-(Β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium chloride; 3-(b-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium chloride; 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium; 3-(Β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium; Pelargonidin 3-O-beta-D-glucopyranoside; Pelargonidin 3-O-beta-glucopyranoside; Pelargonidin 3-O-β-glucopyranoside; Pelargonidin 3-O-beta-D-glucoside; Pelargonidin 3-O-b-D-glucoside; Pelargonidin 3-O-β-D-glucoside; pelargonidin-3-glucopyranoside; pelargonidin-3-O-glucoside; Pelargonidin 3-O-glucoside; Pelargonidin-3-glucoside; pelargonidin 3-glucoside; Callistephin chloride; Pelargonidin-3-glu; callistephin; Pelargonidin 3-O-glucoside



数据库引用编号

30 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(5)

代谢反应

185 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(182)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

74 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 8 AIMP2, BCL2, CA1, CA2, CASP3, CASP7, CCDC88A, PKHD1
Peripheral membrane protein 1 CCDC88A
Endoplasmic reticulum membrane 1 BCL2
Nucleus 7 AIMP2, BCL2, CASP3, CASP7, MYB, PKHD1, S100A8
cytosol 11 AIMP2, BCL2, CA1, CA2, CASP3, CASP7, CCDC88A, LIPE, MYB, RPE, S100A8
centrosome 2 CCDC88A, PKHD1
nucleoplasm 3 CASP3, CASP7, MYB
RNA polymerase II transcription regulator complex 1 MYB
Cell membrane 4 CA2, CCDC88A, LIPE, PKHD1
lamellipodium 1 CCDC88A
glutamatergic synapse 1 CASP3
Golgi apparatus 2 CCDC88A, PKHD1
lysosomal membrane 1 GAA
neuronal cell body 1 CASP3
Cytoplasm, cytosol 4 AIMP2, CASP7, CCDC88A, LIPE
Lysosome 1 GAA
plasma membrane 5 CA2, CCDC88A, GAA, IFNLR1, S100A8
Membrane 7 AIMP2, BCL2, CCDC88A, GAA, IFNLR1, LIPE, MYB
apical plasma membrane 1 PKHD1
caveola 1 LIPE
extracellular exosome 6 CA1, CA2, GAA, PKHD1, RPE, S100A8
Lysosome membrane 1 GAA
endoplasmic reticulum 3 BCL2, CCDC88A, PKHD1
extracellular space 2 CASP7, S100A8
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 PKHD1
mitochondrion 1 BCL2
protein-containing complex 1 BCL2
intracellular membrane-bounded organelle 1 GAA
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 IFNLR1, PKHD1
Secreted 2 GAA, PKHD1
extracellular region 2 GAA, S100A8
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Cell projection, cilium 1 PKHD1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 PKHD1
cytoplasmic vesicle 1 CCDC88A
apical part of cell 1 CA2
Apical cell membrane 1 PKHD1
Cell projection, lamellipodium 1 CCDC88A
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 PKHD1
collagen-containing extracellular matrix 1 S100A8
ciliary basal body 2 CCDC88A, PKHD1
cilium 1 PKHD1
mitotic spindle 1 PKHD1
cytoskeleton 1 S100A8
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 CCDC88A
Cytoplasm, cytoskeleton, cilium basal body 2 CCDC88A, PKHD1
centriole 1 CCDC88A
Secreted, extracellular space 1 CASP7
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Chromosome, centromere 1 PKHD1
tertiary granule membrane 1 GAA
myelin sheath 2 BCL2, CA2
intermediate filament cytoskeleton 1 S100A8
secretory granule lumen 1 S100A8
nuclear matrix 1 MYB
azurophil granule membrane 1 GAA
Secreted, extracellular exosome 1 PKHD1
chromosome, centromeric region 1 PKHD1
9+0 non-motile cilium 1 PKHD1
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
calprotectin complex 1 S100A8
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
interleukin-28 receptor complex 1 IFNLR1
COPI-coated Golgi to ER transport vesicle 1 CCDC88A


文献列表

  • Jiahong Xie, Xin Hao, Yiqiu Shang, Wei Chen. Improvement of stability and lipophilicity of pelargonidin-3-glucoside by enzymatic acylation with aliphatic dicarboxylic acid. Food chemistry. 2022 Sep; 389(?):133077. doi: 10.1016/j.foodchem.2022.133077. [PMID: 35500410]
  • Chalermpong Saenjum, Thanawat Pattananandecha, Kouichi Nakagawa. Antioxidative and Anti-Inflammatory Phytochemicals and Related Stable Paramagnetic Species in Different Parts of Dragon Fruit. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123565. [PMID: 34200974]
  • Mohammad Rezaul Islam Shishir, Naymul Karim, Yang Xu, Jiahong Xie, Wei Chen. Improving the physicochemical stability and functionality of nanoliposome using green polymer for the delivery of pelargonidin-3-O-glucoside. Food chemistry. 2021 Feb; 337(?):127654. doi: 10.1016/j.foodchem.2020.127654. [PMID: 32791428]
  • Hongming Su, Lianghua Xie, Yang Xu, Huihui Ke, Tao Bao, Yuting Li, Wei Chen. Pelargonidin-3-O-glucoside Derived from Wild Raspberry Exerts Antihyperglycemic Effect by Inducing Autophagy and Modulating Gut Microbiota. Journal of agricultural and food chemistry. 2020 Nov; 68(46):13025-13037. doi: 10.1021/acs.jafc.9b03338. [PMID: 31322351]
  • Qiaozhi Zhang, Elvira Gonzalez de Mejia, Diego Luna-Vital, Tianyi Tao, Subhiksha Chandrasekaran, Laura Chatham, John Juvik, Vijay Singh, Deepak Kumar. Relationship of phenolic composition of selected purple maize (Zea mays L.) genotypes with their anti-inflammatory, anti-adipogenic and anti-diabetic potential. Food chemistry. 2019 Aug; 289(?):739-750. doi: 10.1016/j.foodchem.2019.03.116. [PMID: 30955674]
  • Gianfranco Diretto, Xin Jin, Teresa Capell, Changfu Zhu, Lourdes Gomez-Gomez. Differential accumulation of pelargonidin glycosides in petals at three different developmental stages of the orange-flowered gentian (Gentiana lutea L. var. aurantiaca). PloS one. 2019; 14(2):e0212062. doi: 10.1371/journal.pone.0212062. [PMID: 30742659]
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  • Larissa Jeremias Duarte, Vitor Clasen Chaves, Marcus Vinicius Pereira Dos Santos Nascimento, Eunice Calvete, Mingchuan Li, Elisa Ciraolo, Alessandra Ghigo, Emilio Hirsch, Claudia Maria Oliveira Simões, Flávio Henrique Reginatto, Eduardo M Dalmarco. Molecular mechanism of action of Pelargonidin-3-O-glucoside, the main anthocyanin responsible for the anti-inflammatory effect of strawberry fruits. Food chemistry. 2018 May; 247(?):56-65. doi: 10.1016/j.foodchem.2017.12.015. [PMID: 29277228]
  • Yunting Zhang, Leiyu Jiang, Yali Li, Qing Chen, Yuntian Ye, Yong Zhang, Ya Luo, Bo Sun, Xiaorong Wang, Haoru Tang. Effect of Red and Blue Light on Anthocyanin Accumulation and Differential Gene Expression in Strawberry (Fragaria × ananassa). Molecules (Basel, Switzerland). 2018 Apr; 23(4):. doi: 10.3390/molecules23040820. [PMID: 29614032]
  • Anna M Amini, Jeremy P E Spencer, Parveen Yaqoob. Effects of pelargonidin-3-O-glucoside and its metabolites on lipopolysaccharide-stimulated cytokine production by THP-1 monocytes and macrophages. Cytokine. 2018 03; 103(?):29-33. doi: 10.1016/j.cyto.2017.12.031. [PMID: 29324257]
  • Yang Xu, Dongwen Hu, Yuting Li, Chongde Sun, Wei Chen. An effective method for preparation of high-purity pelargonidin-3-O-glucoside from strawberry and its protective effect on cellular oxidative stress. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Jan; 1072(?):211-220. doi: 10.1016/j.jchromb.2017.11.025. [PMID: 29179062]
  • Fang Liu, Yuanjun Yang, Jianwei Gao, Changle Ma, Yuping Bi. A comparative transcriptome analysis of a wild purple potato and its red mutant provides insight into the mechanism of anthocyanin transformation. PloS one. 2018; 13(1):e0191406. doi: 10.1371/journal.pone.0191406. [PMID: 29360842]
  • Anna M Amini, Karolin Muzs, Jeremy Pe Spencer, Parveen Yaqoob. Pelargonidin-3-O-glucoside and its metabolites have modest anti-inflammatory effects in human whole blood cultures. Nutrition research (New York, N.Y.). 2017 Oct; 46(?):88-95. doi: 10.1016/j.nutres.2017.09.006. [PMID: 29132841]
  • Sally M Yacout, Elizabeth R Gaillard. The Anthocyanins, Oenin and Callistephin, Protect RPE Cells Against Oxidative Stress. Photochemistry and photobiology. 2017 03; 93(2):590-599. doi: 10.1111/php.12683. [PMID: 27935050]
  • Aimee N Winter, Erika K Ross, Sonia Khatter, Keith Miller, Daniel A Linseman. Chemical basis for the disparate neuroprotective effects of the anthocyanins, callistephin and kuromanin, against nitrosative stress. Free radical biology & medicine. 2017 02; 103(?):23-34. doi: 10.1016/j.freeradbiomed.2016.12.012. [PMID: 27986528]
  • Carmela Spagnuolo, Gema Flores, Gian Luigi Russo, Maria Luisa Ruiz Del Castillo. A Phenolic Extract Obtained from Methyl Jasmonate-Treated Strawberries Enhances Apoptosis in a Human Cervical Cancer Cell Line. Nutrition and cancer. 2016 10; 68(7):1140-50. doi: 10.1080/01635581.2016.1208831. [PMID: 27618150]
  • Shu Li, Lin Tang, Hongna Bi. Study on the interaction between pelargonidin-3-O-glucoside and bovine serum albumin using spectroscopic, transmission electron microscopy and molecular modeling techniques. Luminescence : the journal of biological and chemical luminescence. 2016 Mar; 31(2):442-452. doi: 10.1002/bio.2980. [PMID: 26249529]
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  • W Nerdal, A T Pedersen, O M Andersen. Two-dimensional nuclear Overhauser enhancement NMR experiments on pelargonidin-3-glucopyranoside, an anthocyanin of low molecular mass. Acta chemica Scandinavica (Copenhagen, Denmark : 1989). 1992 Sep; 46(9):872-6. doi: 10.3891/acta.chem.scand.46-0872. [PMID: 1449913]