Gynosaponin S (BioDeep_00000000249)

 

Secondary id: BioDeep_00000622798, BioDeep_00001867479

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2-{[2-(16-hydroxy-2,6,6,10,11-pentamethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

化学式: C48H82O18 (946.5501)
中文名称: 绞股蓝皂苷 XVII, 七叶胆苷 XVII
谱图信息: 最多检出来源 Macaca mulatta(otcml) 11.17%

Reviewed

Last reviewed on 2024-08-14.

Cite this Page

Gynosaponin S. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/gynosaponin_s (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000000249). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C
InChI: InChI=1S/C48H82O18/c1-22(2)10-9-14-48(8,66-43-40(60)37(57)34(54)27(64-43)21-61-41-38(58)35(55)32(52)25(19-49)62-41)23-11-16-47(7)31(23)24(51)18-29-45(5)15-13-30(44(3,4)28(45)12-17-46(29,47)6)65-42-39(59)36(56)33(53)26(20-50)63-42/h10,23-43,49-60H,9,11-21H2,1-8H3

描述信息

Gypenoside XVII is a ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranoside and beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite. It is a 12beta-hydroxy steroid, a beta-D-glucoside, a disaccharide derivative, a ginsenoside and a tetracyclic triterpenoid. It derives from a hydride of a dammarane.
Gypenoside XVII is a natural product found in Panax vietnamensis, Gynostemma pentaphyllum, and other organisms with data available.
Gynosaponin S is found in tea. Gynosaponin S is a constituent of Panax species.
Constituent of Panax subspecies Gynosaponin S is found in tea.
Gypenoside XVII, a novel phytoestrogen belonging to the gypenosides, can activate estrogen receptors.
Gypenoside XVII, a novel phytoestrogen belonging to the gypenosides, can activate estrogen receptors.

同义名列表

9 个代谢物同义名

2-{[2-(16-hydroxy-2,6,6,10,11-pentamethyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl)-6-methylhept-5-en-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol; (3beta,12beta)-20-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl beta-D-glucopyranoside; Ginsenoside XVII; GYPENOSIDE-XVII; Gypenoside XVII; Gynosaponin S; Gypenoside; Gyp-17; GP-17



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(1)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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 ATG5, BCL2, CAT, HSPA5, KEAP1, MTOR, NLRP3, NQO1, PIK3CA, RB1, STMN4
Peripheral membrane protein 3 ATG5, GBA1, MTOR
Endoplasmic reticulum membrane 6 ABCA1, ABCG1, BCL2, HMOX1, HSPA5, MTOR
Nucleus 10 BCL2, GABPA, HMOX1, HSPA5, KEAP1, MTOR, NLRP3, NQO1, RB1, RBL2
autophagosome 2 ATG5, MAP1LC3A
cytosol 13 ATG5, BCL2, CAT, HMOX1, HSPA5, KEAP1, MAP1LC3A, MTOR, NLRP3, NQO1, PIK3CA, RB1, RBL2
dendrite 2 MTOR, NQO1
phagocytic vesicle 2 ABCA1, MTOR
trans-Golgi network 1 GBA1
nucleoplasm 6 GABPA, HMOX1, KEAP1, MTOR, RB1, RBL2
Cell membrane 3 ABCA1, ABCG1, TNF
Lipid-anchor 1 MAP1LC3A
Cytoplasmic side 2 HMOX1, MTOR
lamellipodium 1 PIK3CA
Cell projection, axon 1 STMN4
Cell projection, growth cone 1 STMN4
Multi-pass membrane protein 2 ABCA1, ABCG1
Golgi apparatus membrane 3 ABCG1, MTOR, NLRP3
Synapse 1 NQO1
cell surface 2 HSPA5, TNF
glutamatergic synapse 2 ATG5, MAP1LC3A
Golgi apparatus 4 ABCA1, ABCG1, GBA1, STMN4
Golgi membrane 3 ABCG1, MTOR, NLRP3
growth cone 1 STMN4
lysosomal membrane 2 GBA1, MTOR
neuronal cell body 2 NQO1, TNF
postsynapse 1 ATG5
Cytoplasm, cytosol 2 NLRP3, NQO1
Lysosome 2 GBA1, MTOR
endosome 2 ABCA1, ABCG1
plasma membrane 5 ABCA1, ABCG1, HSPA5, PIK3CA, TNF
Membrane 10 ABCA1, ABCG1, ATG5, BCL2, CAT, HMOX1, HSPA5, MTOR, NLRP3, NQO1
axon 1 ATG5
basolateral plasma membrane 1 ABCA1
extracellular exosome 4 CAT, GBA1, HSPA5, RBL2
Lysosome membrane 2 GBA1, MTOR
Lumenal side 1 GBA1
endoplasmic reticulum 6 BCL2, GBA1, HMOX1, HSPA5, KEAP1, NLRP3
extracellular space 2 HMOX1, TNF
lysosomal lumen 1 GBA1
perinuclear region of cytoplasm 3 ABCA1, HMOX1, PIK3CA
Schaffer collateral - CA1 synapse 1 ATG5
intercalated disc 1 PIK3CA
mitochondrion 5 ABCG1, BCL2, CAT, HSPA5, NLRP3
protein-containing complex 4 ATG5, BCL2, CAT, HSPA5
intracellular membrane-bounded organelle 4 ABCA1, CAT, HSPA5, MAP1LC3A
Microsome membrane 1 MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 1 NLRP3
extracellular region 3 CAT, NLRP3, TNF
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 3 BCL2, HMOX1, MTOR
mitochondrial matrix 1 CAT
transcription regulator complex 1 RBL2
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 ABCA1, ABCG1, TNF
nucleolus 1 RBL2
midbody 2 HSPA5, KEAP1
recycling endosome 2 ABCG1, TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 ABCA1, TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 MAP1LC3A
focal adhesion 2 CAT, HSPA5
microtubule 1 MAP1LC3A
spindle 1 RB1
Peroxisome 1 CAT
intracellular vesicle 1 ABCA1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 MTOR
PML body 2 MTOR, RB1
axoneme 1 ATG5
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Late endosome 1 MAP1LC3A
neuron projection 1 STMN4
chromatin 3 GABPA, RB1, RBL2
Cytoplasmic vesicle, autophagosome membrane 1 MAP1LC3A
autophagosome membrane 1 MAP1LC3A
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 ATG5
Chromosome 1 RBL2
actin filament 1 KEAP1
organelle membrane 1 MAP1LC3A
Cul3-RING ubiquitin ligase complex 1 KEAP1
nuclear envelope 1 MTOR
Endomembrane system 3 MAP1LC3A, MTOR, NLRP3
microtubule organizing center 1 NLRP3
Preautophagosomal structure membrane 1 ATG5
Atg12-Atg5-Atg16 complex 1 ATG5
mitochondria-associated endoplasmic reticulum membrane contact site 1 ATG5
phagophore assembly site membrane 1 ATG5
Melanosome 1 HSPA5
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 HSPA5
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 ABCA1
SWI/SNF complex 1 RB1
Single-pass type IV membrane protein 1 HMOX1
endoplasmic reticulum-Golgi intermediate compartment 1 HSPA5
Cytoplasmic vesicle, phagosome 1 MTOR
transferase complex 1 ATG5
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
Autolysosome 1 MAP1LC3A
catalase complex 1 CAT
inclusion body 1 KEAP1
chromatin lock complex 1 RB1
Rb-E2F complex 1 RB1
endoplasmic reticulum chaperone complex 1 HSPA5
BAD-BCL-2 complex 1 BCL2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
phagophore 1 ATG5
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jiarui Wang, Yingli Yu, Haorui Zhang, Li Li, Jing Wang, Shijia Su, Yue Zhang, Lei Song, Kun Zhou. Gypenoside XVII attenuates renal ischemia-reperfusion injury by inhibiting endoplasmic reticulum stress and NLRP3 inflammasome-triggered pyroptosis. European journal of pharmacology. 2024 Jan; 962(?):176187. doi: 10.1016/j.ejphar.2023.176187. [PMID: 37984729]
  • Kailu Zhou, Yangyang Zhang, Yikai Zhou, Minghao Xu, Shanshan Yu. Production of Gypenoside XVII from Ginsenoside Rb1 by Enzymatic Transformation and Their Anti-Inflammatory Activity In Vitro and In Vivo. Molecules (Basel, Switzerland). 2023 Oct; 28(19):. doi: 10.3390/molecules28197001. [PMID: 37836844]
  • Wen-Yi Deng, Cheng-Long Zhou, Meng-Ya Zeng. Gypenoside XVII inhibits ox-LDL-induced macrophage inflammatory responses and promotes cholesterol efflux through activating the miR-182-5P/HDAC9 signaling pathway. Journal of ethnopharmacology. 2023 Aug; ?(?):117070. doi: 10.1016/j.jep.2023.117070. [PMID: 37625608]
  • Weijie Xie, Ting Zhu, Shuxia Zhang, Xiaobo Sun. Protective effects of Gypenoside XVII against cerebral ischemia/reperfusion injury via SIRT1-FOXO3A- and Hif1a-BNIP3-mediated mitochondrial autophagy. Journal of translational medicine. 2022 12; 20(1):622. doi: 10.1186/s12967-022-03830-9. [PMID: 36572901]
  • Shijia Su, Jiarui Wang, Jing Wang, Ruili Yu, Likang Sun, Yue Zhang, Lei Song, Weiling Pu, Yi Tang, Yingli Yu, Kun Zhou. Cardioprotective effects of gypenoside XVII against ischemia/reperfusion injury: Role of endoplasmic reticulum stress, autophagy, and mitochondrial fusion fission balance. Phytotherapy research : PTR. 2022 Jul; 36(7):2982-2998. doi: 10.1002/ptr.7493. [PMID: 35624528]
  • Man-Man Zhang, Guo-Ming Huo, Jie Cheng, Qiu-Ping Zhang, Na-Zhi Li, Min-Xia Guo, Qing Liu, Guang-Hui Xu, Ji-Xiao Zhu, Cheng-Fu Li, Feng Zhou, Li-Tao Yi. Gypenoside XVII, an Active Ingredient from Gynostemma Pentaphyllum, Inhibits C3aR-Associated Synaptic Pruning in Stressed Mice. Nutrients. 2022 Jun; 14(12):. doi: 10.3390/nu14122418. [PMID: 35745148]
  • So-Yeon Kim, Ha-Nul Lee, Seong-Jin Hong, Hye-Jin Kang, Jae Young Cho, Doman Kim, Kashif Ameer, Young-Min Kim. Enhanced biotransformation of the minor ginsenosides in red ginseng extract by Penicillium decumbens β-glucosidase. Enzyme and microbial technology. 2022 Jan; 153(?):109941. doi: 10.1016/j.enzmictec.2021.109941. [PMID: 34785432]
  • Hengmian Sun, Li-Juan Ma, Jian-Bo Wan, Shengqiang Tong. Preparative separation of gypenoside XVII, ginsenoside Rd2, and notoginsenosides Fe and Fd from Panax notoginseng leaves by countercurrent chromatography and orthogonality evaluation for their separation. Journal of separation science. 2021 Aug; 44(15):2996-3003. doi: 10.1002/jssc.202100078. [PMID: 34086419]
  • Yun Luo, Xi Dong, Shan Lu, Ye Gao, Guibo Sun, Xiaobo Sun. Gypenoside XVII alleviates early diabetic retinopathy by regulating Müller cell apoptosis and autophagy in db/db mice. European journal of pharmacology. 2021 Mar; 895(?):173893. doi: 10.1016/j.ejphar.2021.173893. [PMID: 33493483]
  • Xuewei Ye, Siran Yu, Ying Liang, Haocai Huang, Xiao-Yuan Lian, Zhizhen Zhang. Bioactive triterpenoid saponins and phenolic compounds against glioma cells. Bioorganic & medicinal chemistry letters. 2014 Nov; 24(22):5157-63. doi: 10.1016/j.bmcl.2014.09.087. [PMID: 25442304]
  • Ping Wang, Stacy Ownby, Zhizhen Zhang, Wei Yuan, Shiyou Li. Cytotoxicity and inhibition of DNA topoisomerase I of polyhydroxylated triterpenoids and triterpenoid glycosides. Bioorganic & medicinal chemistry letters. 2010 May; 20(9):2790-6. doi: 10.1016/j.bmcl.2010.03.063. [PMID: 20371180]
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