vitexin-2 inverted exclamation marka-o-rhamnoside (BioDeep_00000184982)

Main id: BioDeep_00000003344

 

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

化学式: C27H30O14 (578.1635)
中文名称: 牡荆素鼠李糖苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(C(C(C(O1)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)CO)O)O)O)O)O
InChI: InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3

描述信息

Vitexin 2-rhamnoside is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Vitexin 2-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Vitexin 2-rhamnoside can be found in oat and soy bean, which makes vitexin 2-rhamnoside a potential biomarker for the consumption of these food products.
Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1].
Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1].

同义名列表

10 个代谢物同义名

8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; vitexin-2 inverted exclamation marka-o-rhamnoside; 8-Glycosyl-apigenin-rhamnoside; Vitexin-2-O-rhamnoside; vitexin-2-O-rhamnoside; Vitexin 2-rhamnoside; Vitexin rhamnoside; Vitexin-2"-O-rhamnoside; Vitexin 2''-O-beta-L-rhamnoside



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

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PharmGKB(0)

42 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 7 ABCB1, ADIG, ALB, CASP3, PCSK9, PIK3CA, TYR
Nucleus 3 ADIG, ALB, CASP3
cytosol 3 ALB, CASP3, PIK3CA
centrosome 1 ALB
nucleoplasm 1 CASP3
Cell membrane 2 ABCB1, TNF
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 ABCB1
cell surface 3 ABCB1, PCSK9, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ALB, PCSK9
Golgi membrane 1 INS
lysosomal membrane 2 GAA, PCSK9
neuronal cell body 2 CASP3, TNF
Lysosome 4 GAA, PCSK9, SGSH, TYR
endosome 1 PCSK9
plasma membrane 5 ABCB1, GAA, PCSK9, PIK3CA, TNF
Membrane 3 ABCB1, ADIG, GAA
apical plasma membrane 1 ABCB1
extracellular exosome 4 ABCB1, ALB, GAA, SGSH
Lysosome membrane 1 GAA
endoplasmic reticulum 2 ALB, PCSK9
extracellular space 4 ALB, INS, PCSK9, TNF
lysosomal lumen 2 GAA, SGSH
perinuclear region of cytoplasm 3 PCSK9, PIK3CA, TYR
intercalated disc 1 PIK3CA
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 2 GAA, TYR
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 5 ADIG, ALB, GAA, INS, PCSK9
extracellular region 6 ADIG, ALB, GAA, INS, PCSK9, TNF
Single-pass membrane protein 1 ADIG
anchoring junction 1 ALB
external side of plasma membrane 1 TNF
Melanosome membrane 1 TYR
Early endosome 1 PCSK9
COPII-coated ER to Golgi transport vesicle 1 PCSK9
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Membrane raft 1 TNF
Late endosome 1 PCSK9
ciliary basal body 1 ALB
phagocytic cup 1 TNF
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
endosome lumen 1 INS
Lipid droplet 1 ADIG
tertiary granule membrane 1 GAA
Melanosome 1 TYR
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, INS, PCSK9
platelet alpha granule lumen 1 ALB
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ficolin-1-rich granule membrane 1 GAA
external side of apical plasma membrane 1 ABCB1
endolysosome membrane 1 PCSK9
death-inducing signaling complex 1 CASP3
extrinsic component of external side of plasma membrane 1 PCSK9
PCSK9-LDLR complex 1 PCSK9
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
PCSK9-AnxA2 complex 1 PCSK9
autolysosome lumen 1 GAA
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
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

  • Isabela M Lorizola, Cibele P B Furlan, Mariana Portovedo, Marciane Milanski, Patrícia B Botelho, Rosângela M N Bezerra, Beatriz R Sumere, Maurício A Rostagno, Caroline D Capitani. Beet Stalks and Leaves (Beta vulgaris L.) Protect Against High-Fat Diet-Induced Oxidative Damage in the Liver in Mice. Nutrients. 2018 Jul; 10(7):. doi: 10.3390/nu10070872. [PMID: 29976910]
  • Paolino Ninfali, Elena Antonini, Alessandra Frati, Emanuele-Salvatore Scarpa. C-Glycosyl Flavonoids from Beta vulgaris Cicla and Betalains from Beta vulgaris rubra: Antioxidant, Anticancer and Antiinflammatory Activities-A Review. Phytotherapy research : PTR. 2017 Jun; 31(6):871-884. doi: 10.1002/ptr.5819. [PMID: 28464411]
  • Feng Han, Yupin Guo, Huiyan Gu, Fenglan Li, Baozhong Hu, Lei Yang. Application of alkyl polyglycoside surfactant in ultrasonic-assisted extraction followed by macroporous resin enrichment for the separation of vitexin-2″-O-rhamnoside and vitexin from Crataegus pinnatifida leaves. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Feb; 1012-1013(?):69-78. doi: 10.1016/j.jchromb.2016.01.017. [PMID: 26807707]
  • Yucong Gao, Yang Du, Zheming Ying, Aijing Leng, Wenjie Zhang, Yihan Meng, Cuiyu Li, Liang Xu, Xixiang Ying, Tingguo Kang. Hepatic, gastric and intestinal first-pass effects of vitexin-2''-O-rhamnoside in rats by ultra-high-performance liquid chromatography. Biomedical chromatography : BMC. 2016 Feb; 30(2):111-6. doi: 10.1002/bmc.3522. [PMID: 26031900]
  • Kexin Hou, Fengli Chen, Yuangang Zu, Lei Yang. Ionic liquids-lithium salts pretreatment followed by ultrasound-assisted extraction of vitexin-4″-O-glucoside, vitexin-2″-O-rhamnoside and vitexin from Phyllostachys edulis leaves. Journal of chromatography. A. 2016 Jan; 1431(?):17-26. doi: 10.1016/j.chroma.2015.12.067. [PMID: 26763300]
  • Hongjuan Li, Ying Liu, Haizhu Jin, Sujing Liu, Shengtao Fang, Chunhua Wang, Chuanhai Xia. Separation of vitexin-4″-O-glucoside and vitexin-2″-O-rhamnoside from hawthorn leaves extracts using macroporous resins. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Dec; 1007(?):23-9. doi: 10.1016/j.jchromb.2015.10.043. [PMID: 26562804]
  • Nadia Mustapha, Imèn Mokdad Bzéouich, Kamel Ghedira, Thierry Hennebelle, Leila Chekir-Ghedira. Compounds isolated from the aerial part of Crataegus azarolus inhibit growth of B16F10 melanoma cells and exert a potent inhibition of the melanin synthesis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2015 Feb; 69(?):139-44. doi: 10.1016/j.biopha.2014.11.010. [PMID: 25661350]
  • Wenjuan Wei, Xixiang Ying, Wenjie Zhang, Yinghui Chen, Aijing Leng, Chen Jiang, Jing Liu. Effects of vitexin-2"-O-rhamnoside and vitexin-4"-O-glucoside on growth and oxidative stress-induced cell apoptosis of human adipose-derived stem cells. The Journal of pharmacy and pharmacology. 2014 Jul; 66(7):988-97. doi: 10.1111/jphp.12225. [PMID: 24533889]
  • Abeer Moawad, Mona Hetta, Jordan K Zjawiony, Daneel Ferreira, Mohamed Hifnawy. Two new dihydroamentoflavone glycosides from Cycas revoluta. Natural product research. 2014; 28(1):41-7. doi: 10.1080/14786419.2013.832675. [PMID: 24404954]
  • Yajun He, Juan Su, Qian Yang, Hui Liu, Weidong Zhang. [Simultaneous determination of chlorogenic acid and vitexin 2"-rhamnoside in Crataegi Fructus extracts by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):829-31. doi: . [PMID: 22715732]
  • Zhongzhe Cheng, Dong Wang, Wenjie Zhang, Yang Du, Yunjiao Wang, Yanjun Zhai, Xixiang Ying, Tingguo Kang. LC determination and pharmacokinetic study of the main phenolic components of Portulaca oleracea L. extract in rat plasma after oral administration. Natural product research. 2012; 26(23):2247-50. doi: 10.1080/14786419.2011.648193. [PMID: 22250700]
  • Wenjun Zhang, Ming Xu, Chaoqun Yu, Guofeng Zhang, Xing Tang. Simultaneous determination of vitexin-4''-O-glucoside, vitexin-2''-O-rhamnoside, rutin and vitexin from hawthorn leaves flavonoids in rat plasma by UPLC-ESI-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jul; 878(21):1837-44. doi: 10.1016/j.jchromb.2010.05.023. [PMID: 20570577]
  • Emanuela Martino, Simona Collina, Daniela Rossi, Deborah Bazzoni, Raffaella Gaggeri, Francesco Bracco, Ornella Azzolina. Influence of the extraction mode on the yield of hyperoside, vitexin and vitexin-2''-O-rhamnoside from Crataegus monogyna Jacq. (hawthorn). Phytochemical analysis : PCA. 2008 Nov; 19(6):534-40. doi: 10.1002/pca.1081. [PMID: 18618435]
  • Lu Qu, Hang-Sheng Zheng, Nian-Ping Feng, Song-Ming Li. [Determination of vitexin-rhamnoside in Beagle dog plasma and preliminary pharmacokinetics of Yixintong sustained release tablets]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 May; 33(10):1168-70. doi: NULL. [PMID: 18720869]
  • Ying-ai Xu, Guorong Fan, Shen Gao, Zhanying Hong. Assessment of intestinal absorption of vitexin-2''-o-rhamnoside in hawthorn leaves flavonoids in rat using in situ and in vitro absorption models. Drug development and industrial pharmacy. 2008 Feb; 34(2):164-70. doi: 10.1080/03639040701484668. [PMID: 18302035]
  • Xixiang Ying, Shuo Gao, Wenliang Zhu, Yujin Bi, Feng Qin, Xiaoqin Li, Famei Li. High-performance liquid chromatographic determination and pharmacokinetic study of vitexin-2''-O-rhamnoside in rat plasma after intravenous administration. Journal of pharmaceutical and biomedical analysis. 2007 Jul; 44(3):802-6. doi: 10.1016/j.jpba.2007.03.015. [PMID: 17459645]
  • Guo Ma, Xue-Hua Jiang, Zhuo Chen, Jing Ren, Chen-Rui Li, Tai-Ming Liu. Simultaneous determination of vitexin-4''-O-glucoside and vitexin-2''-O-rhamnoside from Hawthorn leaves flavonoids in rat plasma by HPLC method and its application to pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2007 May; 44(1):243-9. doi: 10.1016/j.jpba.2007.01.033. [PMID: 17329058]
  • Shan Cheng, Feng Qiu, Jia Huang, Junqi He. Simultaneous determination of vitexin-2"-O-glucoside, vitexin-2"-O-rhamnoside, rutin, and hyperoside in the extract of hawthorn (Crataegus pinnatifida Bge.) leaves by RP-HPLC with ultraviolet photodiode array detection. Journal of separation science. 2007 Mar; 30(5):717-21. doi: 10.1002/jssc.200600353. [PMID: 17461112]
  • Rong-Hua Liu, Bo-Yang Yu. [Study on the chemical constituents of the leaves from Crataegus pinnatifida Bge. var. major N. E. Br]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2006 Nov; 29(11):1169-73. doi: . [PMID: 17228656]
  • Xiao-Xin Zhu, Lian-Da Li, Jian-Xun Liu, Zhi-Yun Liu, Xue-Ying Ma. [Effect of vitexia-rhamnoside (V-R) on vasomotor factors expression of endothelial cell]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Apr; 31(7):566-9. doi: ". [PMID: 16780160]
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