6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin (BioDeep_00000000792)

 

Secondary id: BioDeep_00000016682, BioDeep_00000269640, BioDeep_00001867551

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


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

化学式: C26H28O14 (564.1479)
中文名称: 夏佛托甙, 夏佛塔甙, 夏佛托苷, 夏佛塔苷, 新夏佛托苷
谱图信息: 最多检出来源 Viridiplantae(plant) 17.56%

分子结构信息

SMILES: C1(O)=C([C@@H]2[C@H](O)[C@@H](O)[C@@H](O)CO2)C2OC(C3C=CC(O)=CC=3)=CC(=O)C=2C(O)=C1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1
InChI: InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21-,22+,23+,25+,26-/m0/s1

描述信息

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-(3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one is a member of flavonoids and a C-glycosyl compound.
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one is a natural product found in Cymbidium kanran, Acanthus, and other organisms with data available.
6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin is found in herbs and spices. 6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin is a constituent of Passiflora incarnata (maypops).
Constituent of Passiflora incarnata (maypops). Apigenin 6-C-glucoside 8-C-riboside is found in herbs and spices.
Neoschaftoside is a flavone C-glycoside that is apigenin attached to a beta-D-glucopyranosyl and a beta-L-arabinopyranosyl residues at positions 6 and 8 respectively via C-glycosidic linkage. It has a role as a plant metabolite. It is a flavone C-glycoside and a dihydroxyflavone. It is functionally related to an apigenin.
Neoschaftoside is a natural product found in Radula complanata, Artemisia judaica, and other organisms with data available.
Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].
Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].
Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].

同义名列表

16 个代谢物同义名

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)-4H-chromen-4-one; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one; 6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin; 6-Β-D-glucopyranosyl-8-β-D-ribopyranosylapigenin; 6-b-D-Glucopyranosyl-8-b-D-ribopyranosylapigenin; Apigenin 6-C-glucoside 8-C-riboside; APIGENIN-6-GLUCOSIDE-8-ARABINOSIDE; MEGxp0_000003; ACon1_001811; Schaftoside; apigenin 6-C-beta-D-glucopyranosyl-8-C-beta-L-arabinopyranoside; Apigenin C-hexosyl-C-pentoside; Neoschaftoside; Neoshaftoside; Neoschaftoside; Schaftoside



数据库引用编号

29 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)

PathBank(0)

PharmGKB(0)

95 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 5 MTOR, MYD88, SREBF1, TLR4, TYR
Peripheral membrane protein 1 MTOR
Endosome membrane 2 MYD88, TLR4
Endoplasmic reticulum membrane 3 MTOR, SREBF1, UGT1A1
Nucleus 5 FOS, MTOR, MYD88, NR1H4, SREBF1
cytosol 7 FOS, GCLC, GCLM, IL1B, MTOR, MYD88, SREBF1
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
nucleoplasm 4 FOS, MTOR, NR1H4, SREBF1
RNA polymerase II transcription regulator complex 2 FOS, NR1H4
Cell membrane 3 ABCB11, TLR4, TNF
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 2 ABCB11, SREBF1
Golgi apparatus membrane 2 MTOR, SREBF1
cell surface 5 ABCB11, MYD88, TLR4, TNF, TNR
glutamatergic synapse 1 TNR
Golgi membrane 3 ABCB11, MTOR, SREBF1
lysosomal membrane 2 GAA, MTOR
neuronal cell body 1 TNF
Cytoplasm, cytosol 1 IL1B
Lysosome 4 GAA, IL1B, MTOR, TYR
endosome 1 ABCB11
plasma membrane 6 ABCB11, GAA, MYD88, TLR4, TNF, UGT1A1
Membrane 5 ABCB11, GAA, MTOR, TLR4, UGT1A1
apical plasma membrane 1 ABCB11
axon 1 CCK
extracellular exosome 3 ABCB11, GAA, SOD2
Lysosome membrane 2 GAA, MTOR
endoplasmic reticulum 3 FOS, SREBF1, UGT1A1
extracellular space 6 CCK, CTRL, IL1B, IL6, TNF, TNR
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 3 TLR4, TYR, UGT1A1
Schaffer collateral - CA1 synapse 1 TNR
intercellular canaliculus 1 ABCB11
mitochondrion 2 GCLC, SOD2
protein-containing complex 2 MYD88, SREBF1
intracellular membrane-bounded organelle 2 GAA, TYR
Microsome membrane 1 MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 2 TLR4, TYR
Secreted 4 CCK, GAA, IL1B, IL6
extracellular region 7 CCK, DNAH9, GAA, IL1B, IL6, TNF, TNR
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 1 UGT1A1
mitochondrial outer membrane 1 MTOR
Mitochondrion matrix 1 SOD2
mitochondrial matrix 1 SOD2
motile cilium 1 DNAH9
external side of plasma membrane 2 TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 TNR
Melanosome membrane 1 TYR
Early endosome 1 TLR4
Golgi-associated vesicle 1 TYR
recycling endosome 2 ABCB11, TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB11
Cytoplasm, perinuclear region 1 UGT1A1
Membrane raft 2 TNF, TNR
microtubule 1 DNAH9
mitochondrial nucleoid 1 SOD2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 TNR
secretory granule 1 IL1B
axoneme 1 DNAH9
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 NR1H4, TLR4
chromatin 3 FOS, NR1H4, SREBF1
phagocytic cup 2 TLR4, TNF
[Isoform 3]: Nucleus 1 NR1H4
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
nuclear envelope 2 MTOR, SREBF1
Recycling endosome membrane 1 ABCB11
Endomembrane system 1 MTOR
Cytoplasmic vesicle membrane 1 SREBF1
tertiary granule membrane 1 GAA
Melanosome 1 TYR
euchromatin 1 NR1H4
lipopolysaccharide receptor complex 1 TLR4
endoplasmic reticulum lumen 1 IL6
nuclear matrix 1 FOS
azurophil granule membrane 1 GAA
Secreted, extracellular exosome 1 IL1B
perineuronal net 1 TNR
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
ER to Golgi transport vesicle membrane 1 SREBF1
[Isoform 2]: Nucleus 1 NR1H4
[Isoform 1]: Nucleus 1 NR1H4
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
protein-DNA complex 1 FOS
ficolin-1-rich granule membrane 1 GAA
Cytoplasmic vesicle, phagosome 1 MTOR
extrinsic component of plasma membrane 1 MYD88
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
[Isoform 4]: Nucleus 1 NR1H4
intracellular canaliculus 1 ABCB11
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 UGT1A1
autolysosome lumen 1 GAA
tenascin complex 1 TNR
cytochrome complex 1 UGT1A1
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
glutamate-cysteine ligase complex 2 GCLC, GCLM
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
distal portion of axoneme 1 DNAH9


文献列表

  • Yi Yu, Jingwei Liang, Zhexin Yuan, Aiping Wang, Xinxing Liu, Yu Chen, Min Zhang, Yanan Gao, Haiying Zhang, Yan Liu. Bioactive compound schaftoside from Clinacanthus nutans attenuates acute liver injury by inhibiting ferroptosis through activation the Nrf2/GPX4 pathway. Journal of ethnopharmacology. 2024 Jun; 328(?):118135. doi: 10.1016/j.jep.2024.118135. [PMID: 38556139]
  • Lin Zhang, Minghua Wu, Zhaoyao Chen. Schaftoside improves cerebral ischemia-reperfusion injury by enhancing autophagy and reducing apoptosis and inflammation through the AMPK/mTOR pathway. Advances in clinical and experimental medicine : official organ Wroclaw Medical University. 2022 Dec; 31(12):1343-1354. doi: 10.17219/acem/152207. [PMID: 36135814]
  • Jiao Dang, Yam Nath Paudel, Xueliang Yang, Qingyu Ren, Shanshan Zhang, Xiuna Ji, Kechun Liu, Meng Jin. Schaftoside Suppresses Pentylenetetrazol-Induced Seizures in Zebrafish via Suppressing Apoptosis, Modulating Inflammation, and Oxidative Stress. ACS chemical neuroscience. 2021 07; 12(13):2542-2552. doi: 10.1021/acschemneuro.1c00314. [PMID: 34128378]
  • Zi-Long Wang, Hao-Meng Gao, Shuang Wang, Meng Zhang, Kuan Chen, Ya-Qun Zhang, Hai-Dong Wang, Bo-Yun Han, Lu-Lu Xu, Tian-Qiao Song, Cai-Hong Yun, Xue Qiao, Min Ye. Dissection of the general two-step di-C-glycosylation pathway for the biosynthesis of (iso)schaftosides in higher plants. Proceedings of the National Academy of Sciences of the United States of America. 2020 12; 117(48):30816-30823. doi: 10.1073/pnas.2012745117. [PMID: 33199630]
  • Meijing Liu, Guohui Zhang, Shuangcheng Wu, Meng Song, Jueyu Wang, Weibin Cai, Suiqing Mi, Changhui Liu. Schaftoside alleviates HFD-induced hepatic lipid accumulation in mice via upregulating farnesoid X receptor. Journal of ethnopharmacology. 2020 Jun; 255(?):112776. doi: 10.1016/j.jep.2020.112776. [PMID: 32205261]
  • Ruina Liu, Caifeng Meng, Zijian Zhang, Hongyun Ma, Tao Lv, Shuang Xie, Yimeng Liu, Chunying Wang. Comparative metabolism of schaftoside in healthy and calcium oxalate kidney stone rats by UHPLC-Q-TOF-MS/MS method. Analytical biochemistry. 2020 05; 597(?):113673. doi: 10.1016/j.ab.2020.113673. [PMID: 32142761]
  • Liangyuan Chen, Xiaomin Tang, Quan Yang, Xuanxuan Cheng. Quantitative and Chemical Fingerprint Analysis of Desmodium styracifolium by High-Performance Liquid Chromatography Combined with Chemometrics. Journal of chromatographic science. 2020 Apr; 58(4):294-302. doi: 10.1093/chromsci/bmz112. [PMID: 31879757]
  • Meijing Liu, Changhui Liu, Hao Chen, Xiaotao Huang, Xiaohui Zeng, Juncheng Zhou, Suiqing Mi. Prevention of cholesterol gallstone disease by schaftoside in lithogenic diet-induced C57BL/6 mouse model. European journal of pharmacology. 2017 Nov; 815(?):1-9. doi: 10.1016/j.ejphar.2017.10.003. [PMID: 28993159]
  • Dan Li, Xiao-Min Tang, Shou-Dong Zhu, Quan Yang, Xuan-Xuan Cheng, Chun-Rong Zhang, Li-Ming Pan, Duan-Ni Chen. [Research on distribution and quality suitability division of Desmodium styracifolium]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Feb; 42(4):649-656. doi: 10.19540/j.cnki.cjcmm.20170103.012. [PMID: 28959832]
  • Fei Xiong, Hao Wang, Zhenzhou Jiang, Meirong Huo, Caiyun Yan, Chunli Zheng, Ning Gu. Integrated pharmacokinetics and biodistribution of multiple flavonoid C-glycosides components in rat after oral administration of Abrus mollis extract and correlations with bio-effects. Journal of ethnopharmacology. 2015 Apr; 163(?):290-6. doi: 10.1016/j.jep.2014.12.067. [PMID: 25614108]
  • Li-Na Shen, Yong-Tai Zhang, Qin Wang, Ling Xu, Nian-Ping Feng. Preparation and evaluation of microemulsion-based transdermal delivery of total flavone of rhizoma arisaematis. International journal of nanomedicine. 2014; 9(?):3453-64. doi: 10.2147/ijn.s66524. [PMID: 25092976]
  • Alan Cesar Pilon, R L Carneiro, F Carnevale Neto, Vanderlan da S Bolzani, I Castro-Gamboa. Interval multivariate curve resolution in the dereplication of HPLC-DAD data from Jatropha gossypifolia. Phytochemical analysis : PCA. 2013 Jul; 24(4):401-6. doi: 10.1002/pca.2423. [PMID: 23483597]
  • Hans Wohlmuth, Kerry George Penman, Tanya Pearson, Reginald Paul Lehmann. Pharmacognosy and chemotypes of passionflower (Passiflora incarnata L.). Biological & pharmaceutical bulletin. 2010; 33(6):1015-8. doi: 10.1248/bpb.33.1015. [PMID: 20522969]