(R)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one (BioDeep_00000174807)

Main id: BioDeep_00000270648

 

human metabolite PANOMIX_OTCML-2023 blood metabolite PANOMIX-Anthocyanidin


代谢物信息卡片


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

化学式: C21H22O10 (434.1213)
中文名称: 普鲁宁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(cc(c2c(c1)O[C@@H](CC2=O)c1ccc(cc1)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2

描述信息

Prunin, also known as pru du 6.01 protein, prunus, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Prunin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Prunin is a bitter tasting compound found in almond, garden tomato (variety), peach, and pine nut, which makes prunin a potential biomarker for the consumption of these food products. Prunin is a flavanone glycoside found in immature citrus fruits and in tomatoes. Its aglycone form is called naringenin .
Prunin is a potent inhibitor of human enterovirus A71 (HEVA71). Prunin shows strong inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), with an IC50 of 5.5 μM[1][2].
Prunin is a potent inhibitor of human enterovirus A71 (HEVA71). Prunin shows strong inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), with an IC50 of 5.5 μM[1][2].

同义名列表

15 个代谢物同义名

(R)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one; 5-Hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one; 5,7,4-Trihydroxyflavanone 7-O-beta-D-glucopyranoside; Naringenin 7-O-beta-D-glucoside; Pru du 6.01 protein, Prunus; Pru du 6.02 protein, Prunus; Pru du 6 protein, Prunus; PRUNIN PROTEIN, PRUNUS; Pru2 protein, Prunus; Pru1 protein, Prunus; Prunin; Naringenin 7-0-glucoside; Naringenin 7-O-beta-D-glucoside



数据库引用编号

15 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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 BCAT1, BCL2, CASP3, CASP9, CRYZ, GLO1, NQO1, PIK3CA, PPARG
Peripheral membrane protein 1 CYP1B1
Endoplasmic reticulum membrane 3 BCL2, CYP1B1, HMOX1
Nucleus 7 BCL2, CASP3, CASP9, GABPA, HMOX1, NQO1, PPARG
cytosol 13 BCAT1, BCL2, CASP3, CASP9, CRYZ, ENGASE, GCLC, GCLM, GLO1, HMOX1, NQO1, PIK3CA, PPARG
dendrite 1 NQO1
nucleoplasm 5 CASP3, GABPA, GLO1, HMOX1, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 2 GABRA1, HCRTR1
Cytoplasmic side 1 HMOX1
lamellipodium 1 PIK3CA
Multi-pass membrane protein 2 GABRA1, HCRTR1
Synapse 3 GABRA1, HCRTR1, NQO1
cell surface 1 ADIPOQ
glutamatergic synapse 1 CASP3
Golgi membrane 1 INS
neuronal cell body 2 CASP3, NQO1
postsynapse 1 GABRA1
Cytoplasm, cytosol 2 ENGASE, NQO1
plasma membrane 4 GABRA1, GLO1, HCRTR1, PIK3CA
Membrane 6 BCL2, CYP1B1, GABRA1, HCRTR1, HMOX1, NQO1
extracellular exosome 3 BMP3, CRYZ, GLO1
endoplasmic reticulum 3 ADIPOQ, BCL2, HMOX1
extracellular space 4 ADIPOQ, BMP3, HMOX1, INS
perinuclear region of cytoplasm 3 HMOX1, PIK3CA, PPARG
intercalated disc 1 PIK3CA
mitochondrion 6 BCAT1, BCL2, CASP9, CRYZ, CYP1B1, GCLC
protein-containing complex 2 BCL2, CASP9
intracellular membrane-bounded organelle 2 CYP1B1, PPARG
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Secreted 3 ADIPOQ, BMP3, INS
extracellular region 3 ADIPOQ, BMP3, INS
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
dendritic spine 1 GABRA1
postsynaptic membrane 1 GABRA1
pore complex 1 BCL2
GABA-ergic synapse 1 GABRA1
collagen trimer 1 ADIPOQ
collagen-containing extracellular matrix 1 ADIPOQ
Postsynaptic cell membrane 1 GABRA1
receptor complex 1 PPARG
neuron projection 1 GABRA1
chromatin 2 GABPA, PPARG
transmembrane transporter complex 1 GABRA1
endosome lumen 1 INS
chloride channel complex 1 GABRA1
GABA-A receptor complex 1 GABRA1
Cytoplasmic vesicle membrane 1 GABRA1
myelin sheath 1 BCL2
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
apoptosome 1 CASP9
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 1 GABRA1
dendrite membrane 1 GABRA1
GABA receptor complex 1 GABRA1
BAD-BCL-2 complex 1 BCL2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
glutamate-cysteine ligase complex 2 GCLC, GCLM
caspase complex 1 CASP9


文献列表

  • LeAnna N Willison, Qian Zhang, Mengna Su, Suzanne S Teuber, Shridhar K Sathe, Kenneth H Roux. Conformational epitope mapping of Pru du 6, a major allergen from almond nut. Molecular immunology. 2013 Oct; 55(3-4):253-63. doi: 10.1016/j.molimm.2013.02.004. [PMID: 23498967]
  • Tengchuan Jin, Silvia M Albillos, Feng Guo, Andrew Howard, Tong-Jen Fu, Mahendra H Kothary, Yu-Zhu Zhang. Crystal structure of prunin-1, a major component of the almond (Prunus dulcis) allergen amandin. Journal of agricultural and food chemistry. 2009 Sep; 57(18):8643-51. doi: 10.1021/jf9017355. [PMID: 19694440]
  • Fernando Soria, Guillermo Ellenrieder. Thermal inactivation and product inhibition of Aspergillus terreus CECT 2663 alpha-L-rhamnosidase and their role on hydrolysis of naringin solutions. Bioscience, biotechnology, and biochemistry. 2002 Jul; 66(7):1442-9. doi: 10.1271/bbb.66.1442. [PMID: 12224626]
  • J Garcia-Mas, R Messeguer, P Arús, P Puigdomènech. Molecular characterization of cDNAs corresponding to genes expressed during almond (Prunus amygdalus Batsch) seed development. Plant molecular biology. 1995 Jan; 27(1):205-10. doi: 10.1007/bf00019192. [PMID: 7865791]
  • J S Choi, T Yokozawa, H Oura. Improvement of hyperglycemia and hyperlipemia in streptozotocin-diabetic rats by a methanolic extract of Prunus davidiana stems and its main component, prunin. Planta medica. 1991 Jun; 57(3):208-11. doi: 10.1055/s-2006-960075. [PMID: 1896517]
  • J S Choi, T Yokozawa, H Oura. Antihyperlipidemic effect of flavonoids from Prunus davidiana. Journal of natural products. 1991 Jan; 54(1):218-24. doi: 10.1021/np50073a022. [PMID: 2045817]
  • K Habelt, F Pittner. A rapid method for the determination of naringin, prunin, and naringenin applied to the assay of naringinase. Analytical biochemistry. 1983 Oct; 134(2):393-7. doi: 10.1016/0003-2697(83)90314-7. [PMID: 6418025]