Peonidin-3-glucoside (BioDeep_00000003549)

 

Secondary id: BioDeep_00000266621, BioDeep_00000640912, BioDeep_00001875445

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

化学式: [C22H23O11]+ (463.124)
中文名称: 氯化葡萄糖苷芍药素, 芍药苷-3-葡萄糖苷
谱图信息: 最多检出来源 Viridiplantae(blood) 17.08%

分子结构信息

SMILES: COc(c(O)4)cc(cc4)c([o+1]1)c(OC(O3)C(O)C(O)C(O)C(CO)3)cc(c(O)2)c(cc(O)c2)1
InChI: InChI=1/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1/fC22H23O11/h24-26H/q+1

描述信息

Peonidin-3-glucoside has been proposed by Wu et al. [PMID: 12097661] to be a secondary metabolite of cyanidin-3-glucoside which may be methylated by liver enzymes during phase II metabolism.
Peonidin 3-glucoside is isolated from grapes and many other plant spp. It is found in red wine, common wheat, and lowbush blueberry.
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-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium; 3-O-Methylcyanidin 3-O-beta-D-glucoside; 3-O-Methylcyanidin 3-O-β-D-glucoside; 3-O-Methylcyanidin 3-O-b-D-glucoside; peonidin-3-o-beta-d-glucopyranoside; Peonidin 3-O-beta-D-glucoside; Peonidin 3-O-b-D-glucoside; Peonidin 3-O-β-D-glucoside; Peonidin 3-O-glucoside; Peonidin-3-O-glucoside; Peonidin-3-glucoside; Peonidin 3-glucoside; Oxycoccicyanin; Peonidin 3-O-glucoside



数据库引用编号

25 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)

70 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 11 ALB, BCL2, CASP3, CYP2E1, ERBB2, HPGDS, KEAP1, MAPK14, NQO1, PIK3C2A, PTGS2
Peripheral membrane protein 2 CYP2E1, PTGS2
Endosome membrane 1 ERBB2
Endoplasmic reticulum membrane 4 BCL2, CYP2E1, HMOX1, PTGS2
Nucleus 11 ALB, BCL2, CASP3, CBX4, ERBB2, GABPA, HMOX1, KEAP1, MAPK14, NQO1, PIK3C2A
cytosol 11 ALB, BCL2, CASP3, ERBB2, HMOX1, HPGDS, KEAP1, MAPK14, NQO1, PDE3B, PIK3C2A
dendrite 1 NQO1
nuclear body 1 CBX4
trans-Golgi network 1 PIK3C2A
centrosome 1 ALB
nucleoplasm 9 CASP3, CBX4, ERBB2, GABPA, HMOX1, HPGDS, KEAP1, MAPK14, PIK3C2A
Cell membrane 4 ERBB2, PIK3C2A, SELP, TNF
Cytoplasmic side 1 HMOX1
ruffle membrane 1 ERBB2
Multi-pass membrane protein 1 PDE3B
Synapse 1 NQO1
cell surface 2 ITGA2B, TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 2 ALB, PDE3B
mitochondrial inner membrane 1 CYP2E1
neuromuscular junction 1 ERBB2
neuronal cell body 3 CASP3, NQO1, TNF
presynaptic membrane 1 ERBB2
Cytoplasm, cytosol 1 NQO1
plasma membrane 5 ERBB2, ITGA2B, PIK3C2A, SELP, TNF
Membrane 7 BCL2, ERBB2, HMOX1, ITGA2B, NQO1, PDE3B, PIK3C2A
apical plasma membrane 1 ERBB2
basolateral plasma membrane 1 ERBB2
caveola 1 PTGS2
extracellular exosome 5 ALB, ITGA2B, PIK3C2A, SELP, SPINK1
endoplasmic reticulum 6 ALB, BCL2, HMOX1, KEAP1, PDE3B, PTGS2
extracellular space 5 ALB, HMOX1, PNLIP, SELP, TNF
guanyl-nucleotide exchange factor complex 1 PDE3B
perinuclear region of cytoplasm 2 ERBB2, HMOX1
mitochondrion 2 BCL2, MAPK14
protein-containing complex 3 ALB, BCL2, PTGS2
intracellular membrane-bounded organelle 3 CYP2E1, HPGDS, PIK3C2A
Microsome membrane 2 CYP2E1, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 ERBB2, ITGA2B, SELP
Secreted 4 ALB, PNLIP, SELP, SPINK1
extracellular region 6 ALB, ERBB2, MAPK14, PNLIP, SELP, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
anchoring junction 1 ALB
centriolar satellite 1 KEAP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ITGA2B, SELP, TNF
cytoplasmic vesicle 1 ERBB2
midbody 1 KEAP1
Early endosome 1 ERBB2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 PIK3C2A
Cell projection, ruffle membrane 1 ERBB2
Cytoplasm, perinuclear region 1 ERBB2
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 ITGA2B
nuclear speck 2 CBX4, MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 ERBB2
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 1 GABPA
phagocytic cup 1 TNF
centriole 1 ALB
Golgi apparatus, trans-Golgi network 1 PIK3C2A
spindle pole 2 ALB, MAPK14
actin filament 1 KEAP1
blood microparticle 2 ALB, ITGA2B
Cul3-RING ubiquitin ligase complex 1 KEAP1
Nucleus speckle 1 CBX4
myelin sheath 2 BCL2, ERBB2
basal plasma membrane 1 ERBB2
clathrin-coated vesicle 1 PIK3C2A
platelet dense granule membrane 1 SELP
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 2 ALB, PTGS2
PcG protein complex 1 CBX4
PRC1 complex 1 CBX4
platelet alpha granule lumen 1 ALB
phosphatidylinositol 3-kinase complex 1 PIK3C2A
Cytoplasmic vesicle, clathrin-coated vesicle 1 PIK3C2A
Single-pass type IV membrane protein 1 HMOX1
semaphorin receptor complex 1 ERBB2
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ERBB2
platelet alpha granule membrane 2 ITGA2B, SELP
integrin complex 1 ITGA2B
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
platelet dense granule lumen 1 SELP
inclusion body 1 KEAP1
ERBB3:ERBB2 complex 1 ERBB2
integrin alphaIIb-beta3 complex 1 ITGA2B
BAD-BCL-2 complex 1 BCL2
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Warathit Semmarath, Sariya Mapoung, Sonthaya Umsumarng, Punnida Arjsri, Kamonwan Srisawad, Pilaiporn Thippraphan, Supachai Yodkeeree, Pornngarm Dejkriengkraikul. Cyanidin-3-O-glucoside and Peonidin-3-O-glucoside-Rich Fraction of Black Rice Germ and Bran Suppresses Inflammatory Responses from SARS-CoV-2 Spike Glycoprotein S1-Induction In Vitro in A549 Lung Cells and THP-1 Macrophages via Inhibition of the NLRP3 Inflammasome Pathway. Nutrients. 2022 Jun; 14(13):. doi: 10.3390/nu14132738. [PMID: 35807916]
  • Jim Fang, Jiannan Huang. Accumulation of plasma levels of anthocyanins following multiple saskatoon berry supplements. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Apr; 50(4):454-457. doi: 10.1080/00498254.2019.1637967. [PMID: 31269857]
  • Weihua Liu, Jinmei Xu, Yilun Liu, Xiaoping Yu, Xi Tang, Zhi Wang, Xin Li. Anthocyanins potentiate the activity of trastuzumab in human epidermal growth factor receptor 2-positive breast cancer cells in vitro and in vivo. Molecular medicine reports. 2014 Oct; 10(4):1921-6. doi: 10.3892/mmr.2014.2414. [PMID: 25070704]
  • Gui-Fang Deng, Xiang-Rong Xu, Yuan Zhang, Dan Li, Ren-You Gan, Hua-Bin Li. Phenolic compounds and bioactivities of pigmented rice. Critical reviews in food science and nutrition. 2013; 53(3):296-306. doi: 10.1080/10408398.2010.529624. [PMID: 23216001]
  • Andreja Vanzo, Urska Vrhovsek, Federica Tramer, Fulvio Mattivi, Sabina Passamonti. Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver. Journal of natural products. 2011 May; 74(5):1049-54. doi: 10.1021/np100948a. [PMID: 21510696]
  • Aly R Abdel-Moemin. Switching to black rice diets modulates low-density lipoprotein oxidation and lipid measurements in rabbits. The American journal of the medical sciences. 2011 Apr; 341(4):318-24. doi: 10.1097/maj.0b013e3182019f62. [PMID: 21289511]
  • Tomoyuki Oki, Ikuo Suda, Norihiko Terahara, Maki Sato, Minoru Hatakeyama. Determination of acylated anthocyanin in human urine after ingesting a purple-fleshed sweet potato beverage with various contents of anthocyanin by LC-ESI-MS/MS. Bioscience, biotechnology, and biochemistry. 2006 Oct; 70(10):2540-3. doi: 10.1271/bbb.60187. [PMID: 17031052]
  • Séverine Talavéra, Catherine Felgines, Odile Texier, Catherine Besson, Claudine Manach, Jean-Louis Lamaison, Christian Rémésy. Anthocyanins are efficiently absorbed from the small intestine in rats. The Journal of nutrition. 2004 Sep; 134(9):2275-9. doi: 10.1093/jn/134.9.2275. [PMID: 15333716]
  • Séverine Talavéra, Catherine Felgines, Odile Texier, Catherine Besson, Jean-Louis Lamaison, Christian Rémésy. Anthocyanins are efficiently absorbed from the stomach in anesthetized rats. The Journal of nutrition. 2003 Dec; 133(12):4178-82. doi: 10.1093/jn/133.12.4178. [PMID: 14652368]