Wuweizisu A (BioDeep_00000017246)

 

Secondary id: BioDeep_00000000151, BioDeep_00000398488

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-,stereoisomer

化学式: C24H32O7 (432.2148)
中文名称: 五味子醇甲, 五味子素
谱图信息: 最多检出来源 Viridiplantae(plant) 56.58%

分子结构信息

SMILES: CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1(C)O)OC)OC)OC)OC)OC)OC
InChI: InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3

描述信息

Schizandrin is a tannin.
Schisandrin is a natural product found in Schisandra rubriflora, Schisandra sphenanthera, and Schisandra chinensis with data available.
Schisandrin (Schizandrin), a dibenzocyclooctadiene lignan, is isolated from the fruit of Schisandra chinensis Baill. Schisandrin exhibits antioxidant, hepatoprotective, anti-cancer and anti-inflammatory activities. Schisandrin also can reverses memory impairment in rats[1][2][3].
Schisandrin (Schizandrin), a dibenzocyclooctadiene lignan, is isolated from the fruit of Schisandra chinensis Baill. Schisandrin exhibits antioxidant, hepatoprotective, anti-cancer and anti-inflammatory activities. Schisandrin also can reverses memory impairment in rats[1][2][3].

同义名列表

16 个代谢物同义名

Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-,stereoisomer; 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol; 1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-6-ol #; 1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol; YEFOAORQXAOVJQ-UHFFFAOYSA-N; Wuweizi alcohol A; Schisandrin,(S); Schisandrol A; Wuweizichun A; schizandrol A; Wuweizisu A; Schizandrin; Schisandrin; Schizandrol; Schizandrol-A; Schizandrin



数据库引用编号

12 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)

8 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 16 ABCB1, BCL2, CASP1, CASP3, CYP3A4, IL18, MAPK14, MAPK8, MTOR, NFE2L2, NLRP3, PIK3CA, PTGS2, RB1, RELA, TLR4
Peripheral membrane protein 3 CYP1B1, MTOR, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 6 BCL2, CYP1B1, CYP3A4, HMOX1, MTOR, PTGS2
Nucleus 10 BCL2, CASP3, HMOX1, MAPK14, MAPK8, MTOR, NFE2L2, NLRP3, RB1, RELA
cytosol 13 BCL2, CASP1, CASP3, HMOX1, IL18, MAPK14, MAPK8, MTOR, NFE2L2, NLRP3, PIK3CA, RB1, RELA
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
centrosome 1 NFE2L2
nucleoplasm 8 CASP3, HMOX1, MAPK14, MAPK8, MTOR, NFE2L2, RB1, RELA
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 4 ABCB1, CASP1, TLR4, TNF
Cytoplasmic side 2 HMOX1, MTOR
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 ABCB1
Golgi apparatus membrane 2 MTOR, NLRP3
Synapse 1 MAPK8
cell surface 3 ABCB1, TLR4, TNF
glutamatergic synapse 3 CASP3, MAPK14, RELA
Golgi apparatus 1 NFE2L2
Golgi membrane 2 MTOR, NLRP3
lysosomal membrane 1 MTOR
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 3 IL18, NFE2L2, NLRP3
Lysosome 1 MTOR
plasma membrane 6 ABCB1, CASP1, NFE2L2, PIK3CA, TLR4, TNF
Membrane 8 ABCB1, BCL2, CYP1B1, CYP3A4, HMOX1, MTOR, NLRP3, TLR4
apical plasma membrane 1 ABCB1
axon 1 MAPK8
caveola 1 PTGS2
extracellular exosome 1 ABCB1
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, HMOX1, NLRP3, PTGS2
extracellular space 4 CXCL8, HMOX1, IL18, TNF
perinuclear region of cytoplasm 3 HMOX1, PIK3CA, TLR4
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CYP1B1, MAPK14, NLRP3
protein-containing complex 3 BCL2, CASP1, PTGS2
intracellular membrane-bounded organelle 2 CYP1B1, CYP3A4
Microsome membrane 4 CYP1B1, CYP3A4, MTOR, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 TLR4
Secreted 3 CXCL8, IL18, NLRP3
extracellular region 5 CXCL8, IL18, MAPK14, NLRP3, TNF
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 3 BCL2, HMOX1, MTOR
transcription regulator complex 1 RELA
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 TLR4, TNF
nucleolus 1 CASP1
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Membrane raft 1 TNF
pore complex 1 BCL2
microtubule 1 CASP1
spindle 1 RB1
Nucleus, PML body 1 MTOR
PML body 2 MTOR, RB1
nuclear speck 1 MAPK14
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
chromatin 3 NFE2L2, RB1, RELA
mediator complex 1 NFE2L2
phagocytic cup 2 TLR4, TNF
spindle pole 1 MAPK14
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, NLRP3
microtubule organizing center 1 NLRP3
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 1 PTGS2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
SWI/SNF complex 1 RB1
Single-pass type IV membrane protein 1 HMOX1
AIM2 inflammasome complex 1 CASP1
protein-DNA complex 1 NFE2L2
external side of apical plasma membrane 1 ABCB1
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
canonical inflammasome complex 1 CASP1
Cytoplasmic vesicle, phagosome 1 MTOR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
chromatin lock complex 1 RB1
Rb-E2F complex 1 RB1
BAD-BCL-2 complex 1 BCL2
NF-kappaB p50/p65 complex 1 RELA
NF-kappaB complex 1 RELA
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jingxian Feng, Yuan Yao, Yuqi Qiao, Xueqi Ma, Zongtai Wu, Yonghao Duan, Peng Di, Wansheng Chen, Ying Xiao. Effect of pinoresinol-lariciresinol reductases on biosynthesis of lignans with substrate selectivity in Schisandra chinensis. Phytochemistry. 2024 May; 221(?):114053. doi: 10.1016/j.phytochem.2024.114053. [PMID: 38479587]
  • Shujun Chen, Fang Qin, Ying Yang, Yu Zhao, Shuyun Xiao, Wei Li, Toshihiro Akihisa, Pensak Jantrawut, Jingyu Ji, Jie Zhang. Extraction, purification, structural characterization, and bioactivities of the genus Schisandra polysaccharides: A review. International journal of biological macromolecules. 2024 Mar; 262(Pt 1):130257. doi: 10.1016/j.ijbiomac.2024.130257. [PMID: 38423904]
  • Qingyu Cao, Jiaqi Liu, Peiliang Dong, Hua Han. Different ratios of Schisandra chinensis and Evodia rutaecarpa combination for treating Alzheimer's disease. Experimental biology and medicine (Maywood, N.J.). 2023 10; 248(20):1877-1886. doi: 10.1177/15353702231199075. [PMID: 37787050]
  • Yiping Yan, Wenpeng Lu, Taiping Tian, Nan Shu, Yiming Yang, Shutian Fan, Xianyan Han, Yunhua Ge, Peilei Xu. Analysis of Volatile Components in Dried Fruits and Branch Exudates of Schisandra chinensis with Different Fruit Colors Using GC-IMS Technology. Molecules (Basel, Switzerland). 2023 Sep; 28(19):. doi: 10.3390/molecules28196865. [PMID: 37836708]
  • Xiaohu Wang, Xingwen Wang, Hui Yao, Chaozhuang Shen, Kuo Geng, Haitang Xie. A comprehensive review on Schisandrin and its pharmacological features. Naunyn-Schmiedeberg's archives of pharmacology. 2023 Sep; ?(?):. doi: 10.1007/s00210-023-02687-z. [PMID: 37658213]
  • Truong Thi Thu Hien, Hoang Dac Thang, Hoang Anh Tuan, Pham The Tai, Nguyen Minh Tung, Nguyen Van Khoi, Nguyen Thi Thu Hien, Le Huyen Tram, Phan Van Kiem, Nguyen Xuan Nhiem, Bui Huu Tai, Jinyoung Kim, Junjung Choi, Seung Hyun Kim. Four new lignans obtained from the leaves of Schisandra cauliflora and their effect on skeletal muscle cell proliferation. Journal of natural medicines. 2023 Sep; 77(4):928-938. doi: 10.1007/s11418-023-01712-y. [PMID: 37294499]
  • Yanyan Li, Ke Yang, Linxian Zhao, Chunyi Xu, Weiling Zhou, Zhanguo Wang, Huiling Hu, Yu You. Effects of schisandra lignans on the absorption of protopanaxadiol-type ginsenosides mediated by P-glycoprotein and protopanaxatriol-type ginsenosides mediated by CYP3A4. Journal of ethnopharmacology. 2023 Aug; 318(Pt B):117057. doi: 10.1016/j.jep.2023.117057. [PMID: 37597677]
  • Seong Jae Han, Hyemi Lee, Jiho Nam, Cheol-Ho Pan, Jimin Jeon, Siyoung Yang. Schisandra extract ameliorates arthritis pathogenesis by suppressing the NF-κB and MAPK signalling pathways. Journal of cellular and molecular medicine. 2023 Jun; ?(?):. doi: 10.1111/jcmm.17814. [PMID: 37337779]
  • Karolina Jafernik, Halina Ekiert, Agnieszka Szopa. Schisandra henryi-A Rare Species with High Medicinal Potential. Molecules (Basel, Switzerland). 2023 May; 28(11):. doi: 10.3390/molecules28114333. [PMID: 37298808]
  • Xue-Qing Liu, Xiao-Hui Yan, Jun Liang, Hai-Xue Kuang, Yong-Gang Xia. Microwave assisted free radical degradation of Schisandra polysaccharides: Optimization, identification and application. International journal of biological macromolecules. 2023 May; 237(?):124107. doi: 10.1016/j.ijbiomac.2023.124107. [PMID: 36958456]
  • Shuo Gao, Luping Sun, Xiaolu Zhou, Shuyun Zhu, Huwei Liu, Xian-En Zhao. Simultaneous and dynamic measurement of Schisandrol A changes in rat blood and brain and its comparative pharmacokinetic study in control and Parkinson's disease rats by dual-probe in vivo microdialysis. Journal of chromatography. A. 2023 Apr; 1695(?):463950. doi: 10.1016/j.chroma.2023.463950. [PMID: 37003077]
  • Xinliang Wang, Chanjuan Yang, Yi Ru, Liangqi Xie, Baoguo Xiao, Xiaoming Jin, Cungen Ma, Zhi Chai, Huijie Fan. An optimal combination of five main monomer components in Wuzi Yanzong Pill that prevents neural tube defects and reduces apoptosis and oxidative stress. Journal of ethnopharmacology. 2023 Apr; 313(?):116540. doi: 10.1016/j.jep.2023.116540. [PMID: 37088238]
  • Jana Valíčková, Štěpán Zezulka, Eliška Maršálková, Josef Kotlík, Blahoslav Maršálek, Radka Opatřilová. Bioactive compounds from Schisandra chinensis - Risk for aquatic plants?. Aquatic toxicology (Amsterdam, Netherlands). 2023 Jan; 254(?):106365. doi: 10.1016/j.aquatox.2022.106365. [PMID: 36435013]
  • Sang Ryong Kim, Hyo Jin Park, Un Ju Jung. Anti-adiposity and lipid-lowering effects of schisandrol A in diet-induced obese mice. Journal of food biochemistry. 2022 12; 46(12):e14501. doi: 10.1111/jfbc.14501. [PMID: 36332134]
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  • Xiukun Lin, Rukset Attar, Iqra Mobeen, Ishmuratova Margarita Yulaevna, Aliye Aras, Ghazala Butt, Ammad Ahmad Farooqi. Regulation of cell signaling pathways by Schisandrin in different cancers: Opting for "Swiss Army Knife" instead of "Blunderbuss". Cellular and molecular biology (Noisy-le-Grand, France). 2021 Sep; 67(2):25-32. doi: 10.14715/cmb/2021.67.2.5. [PMID: 34817341]
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  • Qiong Lai, Guang-Ying Yuan, Hao Wang, Ze-Liang Liu, Jun-Ping Kou, Bo-Yang Yu, Fang Li. Exploring the protective effects of schizandrol A in acute myocardial ischemia mice by comprehensive metabolomics profiling integrated with molecular mechanism studies. Acta pharmacologica Sinica. 2020 Aug; 41(8):1058-1072. doi: 10.1038/s41401-020-0377-7. [PMID: 32123298]
  • Huimin Wu, Longfei Lin, Xueying Du, Lingling Zhang, Xingbin Yin, Xiaoxv Dong, Xiaofeng Hao, Like Xie, Changhai Qu, Jian Ni. Study on the potential effective ingredients of Xiaosheng prescription for dry eye disease. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Jul; 127(?):110051. doi: 10.1016/j.biopha.2020.110051. [PMID: 32428832]
  • Hui Gao, Xinya Wang, Yue Xu, Shuang Zhang. Impact of volatile oils from processed products of Schisandra chinensis fruits on a mouse model of allergic asthma. Pakistan journal of pharmaceutical sciences. 2020 Jul; 33(4):1617-1621. doi: NULL. [PMID: 33583795]
  • Yu Qi, Xinhui Cheng, Guowei Gong, Tingxu Yan, Yiyang Du, Bo Wu, Kaishun Bi, Ying Jia. Synergistic neuroprotective effect of schisandrin and nootkatone on regulating inflammation, apoptosis and autophagy via the PI3K/AKT pathway. Food & function. 2020 Mar; 11(3):2427-2438. doi: 10.1039/c9fo02927c. [PMID: 32129354]
  • Eveliina Taavitsainen, Maarit Kortesoja, Tanja Bruun, Niklas G Johansson, Leena Hanski. Assaying Chlamydia pneumoniae Persistence in Monocyte-Derived Macrophages Identifies Dibenzocyclooctadiene Lignans as Phenotypic Switchers. Molecules (Basel, Switzerland). 2020 Jan; 25(2):. doi: 10.3390/molecules25020294. [PMID: 31940776]
  • Yu Qi, Xinhui Cheng, Huiting Jing, Tingxu Yan, Feng Xiao, Bo Wu, Kaishun Bi, Ying Jia. Combination of schisandrin and nootkatone exerts neuroprotective effect in Alzheimer's disease mice model. Metabolic brain disease. 2019 12; 34(6):1689-1703. doi: 10.1007/s11011-019-00475-4. [PMID: 31422511]
  • Yiwen Zhang, Xinyan Lv, Ran Liu, Mingyang Zhang, Haopeng Liu, Hao Gao, Qian Zhang, Huarong Xu, Qing Li, Kaishun Bi. An integrated strategy for ascertaining quality marker of Schisandra chinensis (Turcz.) Baill based on correlation analysis between depression-related monoaminergic metabolites and chemical components profiling. Journal of chromatography. A. 2019 Aug; 1598(?):122-131. doi: 10.1016/j.chroma.2019.03.056. [PMID: 31047662]
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  • Zhi-Ying Zhao, Yuan-Qing Zhang, Yong-Hui Zhang, Xie-Ze Wei, He Wang, Ming Zhang, Zhan-Jun Yang, Chun-Hong Zhang. The protective underlying mechanisms of Schisandrin on SH-SY5Y cell model of Alzheimer's disease. Journal of toxicology and environmental health. Part A. 2019; 82(19):1019-1026. doi: 10.1080/15287394.2019.1684007. [PMID: 31739764]
  • Jia-Wei Wang, Feng-Yin Liang, Xiang-Shuo Ouyang, Pei-Bo Li, Zhong Pei, Wei-Wei Su. Evaluation of neuroactive effects of ethanol extract of Schisandra chinensis, Schisandrin, and Schisandrin B and determination of underlying mechanisms by zebrafish behavioral profiling. Chinese journal of natural medicines. 2018 Dec; 16(12):916-925. doi: 10.1016/s1875-5364(18)30133-x. [PMID: 30595216]
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  • Ajing Zhao, Li Zhang, Rong Li, Jiao Shang, Huihui Yi, Yuan Wang, Dian Zhang, Shixiang Wang, Minfeng Fang. Development and validation of an LC-MS/MS method for the simultaneous quantification of seven constituents in rat plasma and application in a pharmacokinetic study of the Zaoren Anshen prescription. Biomedical chromatography : BMC. 2018 Feb; 32(2):. doi: 10.1002/bmc.4055. [PMID: 28744886]
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