Sweroside (BioDeep_00000000081)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one

化学式: C16H22O9 (358.1264)
中文名称: 獐牙菜苷
谱图信息: 最多检出来源 Viridiplantae(plant) 34.35%

Reviewed

Last reviewed on 2024-10-24.

Cite this Page

Sweroside. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/sweroside (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000000081). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=CC1C(OC2OC(CO)C(O)C(O)C2O)OC=C2C(=O)OCCC21
InChI: InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

描述信息

Sweroside is a glycoside.
Sweroside is a natural product found in Strychnos axillaris, Lonicera japonica, and other organisms with data available.
See also: Lonicera japonica flower (part of); Menyanthes trifoliata leaf (part of); Centaurium erythraea whole (part of).
Sweroside, isolated from Lonicera japonica, exhibits cytoprotective, anti-osteoporotic, and hepatoprotective effect[1][2].
Sweroside, isolated from Lonicera japonica, exhibits cytoprotective, anti-osteoporotic, and hepatoprotective effect[1][2].

同义名列表

19 个代谢物同义名

InChI=1/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1; (3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one; 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS-(4A.ALPHA.,5.BETA.,6.ALPHA.))-; 1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-, (4aS-(4aalpha,5beta,6alpha))-; 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-; 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(beta-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-; Sweroside, >=95\\% (LC/MS-ELSD); 1,9-trans-9,5-cis-sweroside; UNII-I3YG76417O; MEGxp0_000813; (-)-Sweroside; ACon1_000233; ACon0_001457; I3YG76417O; Sweroside; NCGC00180755-03_C16H22O9_(4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside; LS-14516; Sweroside; Sweroside



数据库引用编号

40 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)

304 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 14 ANXA5, BCL2, BECN1, BGLAP, CASP3, CCND1, MAPK14, MAPK8, MTOR, NLRP3, PTGS2, RUNX2, SIRT1, TYR
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 5 ACHE, ANXA5, BECN1, MTOR, PTGS2
Endosome membrane 1 BECN1
Endoplasmic reticulum membrane 4 BCL2, BECN1, MTOR, PTGS2
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 11 ACHE, BCL2, BECN1, CASP3, CCND1, MAPK14, MAPK8, MTOR, NLRP3, RUNX2, SIRT1
autophagosome 1 BECN1
cytosol 12 ANXA5, BCL2, BECN1, CASP3, CCND1, GPT, MAPK14, MAPK8, MTOR, NLRP3, RUNX2, SIRT1
dendrite 3 BECN1, BGLAP, MTOR
mitochondrial membrane 1 BECN1
nuclear body 1 BECN1
phagocytic vesicle 2 BECN1, MTOR
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
centrosome 1 CCND1
nucleoplasm 7 CASP3, CCND1, MAPK14, MAPK8, MTOR, RUNX2, SIRT1
Cell membrane 2 ACHE, TNF
Cytoplasmic side 1 MTOR
Golgi apparatus membrane 2 MTOR, NLRP3
Synapse 2 ACHE, MAPK8
cell surface 2 ACHE, TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 1 ACHE
Golgi membrane 3 INS, MTOR, NLRP3
lysosomal membrane 1 MTOR
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 NLRP3
Lysosome 2 MTOR, TYR
endosome 1 BECN1
plasma membrane 2 ACHE, TNF
Membrane 5 ACHE, ANXA5, BCL2, MTOR, NLRP3
axon 1 MAPK8
caveola 1 PTGS2
extracellular exosome 3 ANXA5, BMP3, GPT
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, BECN1, NLRP3, PTGS2
extracellular space 6 ACHE, BGLAP, BMP3, IL6, INS, TNF
perinuclear region of cytoplasm 2 ACHE, TYR
bicellular tight junction 1 CCND1
mitochondrion 4 BCL2, MAPK14, NLRP3, SIRT1
protein-containing complex 2 BCL2, PTGS2
intracellular membrane-bounded organelle 1 TYR
Microsome membrane 2 MTOR, PTGS2
postsynaptic density 1 CASP3
chromatin silencing complex 1 SIRT1
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 TYR
Secreted 6 ACHE, BGLAP, BMP3, IL6, INS, NLRP3
extracellular region 9 ACHE, ANXA5, BGLAP, BMP3, IL6, INS, MAPK14, NLRP3, TNF
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
Extracellular side 1 ACHE
transcription regulator complex 1 RUNX2
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 2 ANXA5, TNF
perikaryon 1 BGLAP
nucleolus 1 SIRT1
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 BGLAP
heterochromatin 1 SIRT1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 ANXA5
basement membrane 1 ACHE
Nucleus, PML body 2 MTOR, SIRT1
PML body 2 MTOR, SIRT1
collagen-containing extracellular matrix 1 ANXA5
nuclear speck 1 MAPK14
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 2 PTGS2, SIRT1
nuclear outer membrane 1 PTGS2
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
chromatin 2 RUNX2, SIRT1
phagocytic cup 1 TNF
spindle pole 1 MAPK14
Lipid-anchor, GPI-anchor 1 ACHE
fibrillar center 1 SIRT1
nuclear envelope 2 MTOR, SIRT1
Endomembrane system 2 MTOR, NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Melanosome 1 TYR
euchromatin 1 SIRT1
side of membrane 1 ACHE
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 INS, MAPK14
Golgi lumen 2 BGLAP, INS
endoplasmic reticulum lumen 4 BGLAP, IL6, INS, PTGS2
transcription repressor complex 1 CCND1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 ANXA5
synaptic cleft 1 ACHE
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
Cytoplasmic vesicle, phagosome 1 MTOR
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[Isoform H]: Cell membrane 1 ACHE
cyclin D1-CDK6 complex 1 CCND1
cytoplasmic side of mitochondrial outer membrane 1 BECN1
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


文献列表

  • Yan Ding, Yuefu Chen, Ke Hu, Qiansheng Yang, Yuxian Li, Minjiang Huang. Sweroside alleviates hepatic steatosis in part by activating AMPK/mTOR-mediated autophagy in mice. Journal of cellular biochemistry. 2023 Jun; ?(?):. doi: 10.1002/jcb.30428. [PMID: 37269482]
  • Gokhan Zengin, Mohamed El-Raey, Walaa El-Kashak, Gaber El-Saber Batiha, Duaa Althumairy, Sarah Alamer, Nada M Mostafa, Omayma A Eldahshan. Sweroside: An iridoid glycoside of potential neuroprotective, antidiabetic, and antioxidant activities supported by molecular docking. Amino acids. 2023 Mar; ?(?):. doi: 10.1007/s00726-023-03262-9. [PMID: 36939919]
  • Ion Brinza, Mohamed A El Raey, Walaa El-Kashak, Omayma A Eldahshan, Lucian Hritcu. Sweroside Ameliorated Memory Deficits in Scopolamine-Induced Zebrafish (Danio rerio) Model: Involvement of Cholinergic System and Brain Oxidative Stress. Molecules (Basel, Switzerland). 2022 Sep; 27(18):. doi: 10.3390/molecules27185901. [PMID: 36144637]
  • Poomraphie Nuntawong, Taiki Horikawa, Hiroyuki Tanaka, Satoshi Morimoto, Seiichi Sakamoto. Activated Carbon-Based Immunochromatographic Strip Test for the Rapid Qualitative Analysis of Swertiamarin and Sweroside. Journal of AOAC International. 2022 Sep; 105(5):1460-1467. doi: 10.1093/jaoacint/qsac054. [PMID: 35521980]
  • Juan Wang, Xiaolan Cai, Rui Ma, Dapeng Lei, Xinliang Pan, Fengshan Wang. Anti-inflammatory Effects of Sweroside on LPS-Induced ALI in Mice Via Activating SIRT1. Inflammation. 2021 Oct; 44(5):1961-1968. doi: 10.1007/s10753-021-01473-4. [PMID: 33913051]
  • Syed Mudassir Jeelani, Jasvinder Singh, Arti Sharma, Gulzar A Rather, Sheikh Abid Ali, Ajai Prakash Gupta, Shashank Singh, Surrinder K Lattoo. In-vitro cytotoxicity in relation to chemotypic diversity in diploid and tetraploid populations of Gentiana kurroo Royle. Journal of ethnopharmacology. 2021 Jun; 274(?):113966. doi: 10.1016/j.jep.2021.113966. [PMID: 33647427]
  • Qiaoling Yang, Fangfang Shu, Junting Gong, Ping Ding, Rongrong Cheng, Jinmei Li, Renchao Tong, Lili Ding, Huajun Sun, Wendong Huang, Zhengtao Wang, Li Yang. Sweroside ameliorates NAFLD in high-fat diet induced obese mice through the regulation of lipid metabolism and inflammatory response. Journal of ethnopharmacology. 2020 Jun; 255(?):112556. doi: 10.1016/j.jep.2020.112556. [PMID: 31926984]
  • Gabsik Yang, Joo Hyeon Jang, Sung Wook Kim, Sin-Hee Han, Kyung-Ho Ma, Jae-Ki Jang, Han Chang Kang, Yong-Yeon Cho, Hye Suk Lee, Joo Young Lee. Sweroside Prevents Non-Alcoholic Steatohepatitis by Suppressing Activation of the NLRP3 Inflammasome. International journal of molecular sciences. 2020 Apr; 21(8):. doi: 10.3390/ijms21082790. [PMID: 32316419]
  • Yuangui Yang, Yanli Zhao, Zhitian Zuo, Ji Zhang, Yao Shi, Yuanzhong Wang. Investigation of a Medical Plant for Hepatic Diseases with Secoiridoids Using HPLC and FT-IR Spectroscopy for a Case of Gentiana rigescens. Molecules (Basel, Switzerland). 2020 Mar; 25(5):. doi: 10.3390/molecules25051219. [PMID: 32182739]
  • Qing-Chang Wu, Xi-Yang Tang, Zi-Qin Dai, Yi Dai, Hui-Hui Xiao, Xin-Sheng Yao. Sweroside promotes osteoblastic differentiation and mineralization via interaction of membrane estrogen receptor-α and GPR30 mediated p38 signalling pathway on MC3T3-E1 cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Mar; 68(?):153146. doi: 10.1016/j.phymed.2019.153146. [PMID: 32028183]
  • Xi-Yang Tang, Zi-Qin Dai, Qing-Chang Wu, Jia-Xing Zeng, Meng-Xue Gao, Hui-Hui Xiao, Zhi-Hong Yao, Yi Dai, Xin-Sheng Yao. Simultaneous determination of multiple components in rat plasma and pharmacokinetic studies at a pharmacodynamic dose of Xian-Ling-Gu-Bao capsule by UPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 177(?):112836. doi: 10.1016/j.jpba.2019.112836. [PMID: 31473481]
  • Junting Gong, Fan Yang, Qiaoling Yang, Xiaowen Tang, Fangfang Shu, Lieming Xu, Zhengtao Wang, Li Yang. Sweroside ameliorated carbon tetrachloride (CCl4)-induced liver fibrosis through FXR-miR-29a signaling pathway. Journal of natural medicines. 2020 Jan; 74(1):17-25. doi: 10.1007/s11418-019-01334-3. [PMID: 31280460]
  • Laura Guedes, Pedro B P S Reis, Miguel Machuqueiro, Asma Ressaissi, Rita Pacheco, Maria Luísa Serralheiro. Bioactivities of Centaurium erythraea (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies. Molecules (Basel, Switzerland). 2019 Oct; 24(20):. doi: 10.3390/molecules24203795. [PMID: 31652501]
  • Haolong Liu, Feng Qiu, Haiyu Zhao, Baolin Bian, Lei Wang. Simultaneous high-performance liquid chromatography with tandem mass spectrometry quantification of six bioactive components in rat plasma after oral administration of Yougui pill. Journal of separation science. 2019 May; 42(10):1867-1877. doi: 10.1002/jssc.201800772. [PMID: 30868717]
  • Rui Wang, Zhaoyue Dong, Xiaozhong Lan, Zhihua Liao, Min Chen. Sweroside Alleviated LPS-Induced Inflammation via SIRT1 Mediating NF-κB and FOXO1 Signaling Pathways in RAW264.7 Cells. Molecules (Basel, Switzerland). 2019 Mar; 24(5):. doi: 10.3390/molecules24050872. [PMID: 30823686]
  • Manju Singh, Ram Mohan, Sonali Mishra, Nitu Goyal, Karuna Shanker, Namita Gupta, Birendra Kumar. Ultra performance liquid chromatography coupled with principal component and cluster analysis of Swertia chirayita for adulteration check. Journal of pharmaceutical and biomedical analysis. 2019 Feb; 164(?):302-308. doi: 10.1016/j.jpba.2018.10.054. [PMID: 30412803]
  • Jie Li, Ji Zhang, Zhitian Zuo, Hengyu Huang, Yuanzhong Wang. Quantification and Discrimination of in Vitro Regeneration Swertia nervosa at Different Growth Periods using the UPLC/UV Coupled with Chemometric Method. Journal of AOAC International. 2018 Sep; 101(5):1473-1481. doi: 10.5740/jaoacint.17-0488. [PMID: 29743131]
  • Chaohong Yin, Longwei Xie, Yun Guo. Phytochemical analysis and antibacterial activity of Gentiana macrophylla extract against bacteria isolated from burn wound infections. Microbial pathogenesis. 2018 Jan; 114(?):25-28. doi: 10.1016/j.micpath.2017.10.049. [PMID: 29111322]
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  • Yi Tao, Yuchao Ren, Weidong Li, Baochang Cai, Liuqing Di, Liyun Shi, Lihong Hu. Comparative pharmacokinetic analysis of extracts of crude and wine-processed Dipsacus asper in rats by a sensitive ultra performance liquid chromatography-tandem mass spectrometry approach. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Nov; 1036-1037(?):33-41. doi: 10.1016/j.jchromb.2016.09.024. [PMID: 27710888]
  • Bo-Wen Chu, Ji Zhang, Zhi-Min Li, Yan-Li Zhao, Zhi-Tian Zuo, Yuan-Zhong Wang, Wan-Yi Li. Evaluation and quantitative analysis of different growth periods of herb-arbor intercropping systems using HPLC and UV-vis methods coupled with chemometrics. Journal of natural medicines. 2016 Oct; 70(4):803-10. doi: 10.1007/s11418-016-1009-x. [PMID: 27193013]
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  • Han Han, Wenliang Zeng, Chunyong He, S W Annie Bligh, Qing Liu, Li Yang, Zhengtao Wang. Characterization of metabolites of sweroside in rat urine using ultra-high-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry and NMR spectroscopy. Journal of mass spectrometry : JMS. 2014 Nov; 49(11):1108-16. doi: 10.1002/jms.3429. [PMID: 25395126]
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