Schisanhenol (BioDeep_00000183731)
Main id: BioDeep_00000230139
human metabolite PANOMIX_OTCML-2023 blood metabolite Cytotoxicity
代谢物信息卡片
化学式: C23H30O6 (402.2042)
中文名称: 戈米辛K3
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1C)OC)OC)OC)O)OC)OC
InChI: InChI=1S/C23H30O6/c1-12-8-14-10-16(25-3)21(27-5)20(24)18(14)19-15(9-13(12)2)11-17(26-4)22(28-6)23(19)29-7/h10-13,24H,8-9H2,1-7H3
描述信息
Schisanhenol is a natural compound solated from Schisandra rubriflora; UGT2B7 UDP-glucuronosyltransferases inhibitor. IC50 value: Target: in vitro: Schisanhenol exhibited strong inhibition toward UGT2B7, with the residual activity to be 7.9\\% of control activity [1]. The BAECs were cultured with ox-LDL (200 microg/ml) in the presence and absence of Sal (10 and 50 micromol L(- 1)) for 24 h. The cytotoxicity of ox-LDL was evaluated by LDH leakage, cell viability and morphological change. Cell apoptosis was estimated by DNA ladder, chromatin condensation, and flow cytometry assay. The intracellular ROS production was detected by using DCF, a ROS probe, with laser confocal microscopy and flow cytometry. Sal was shown to reduce LDH leakage and increase cell viability. Sal also attenuated ox-LDL-induced BAECs apoptosis as indicated in typical internucleosomal DNA degradation (DNA ladder), condensed chromatin, and the sub-G1 peak appearance in flow cytometry assay [2]. in vivo: Sal significantly impeded production of MDA and loss of ATPase activity induced by reoxygenation following anoxia. Oral administration of Sal induced increase of cytosol glutathione-peroxidase of brain in mice under the condition of reoxygenation following anoxia [4].
Schisanhenol is a natural compound solated from Schisandra rubriflora; UGT2B7 UDP-glucuronosyltransferases inhibitor. IC50 value: Target: in vitro: Schisanhenol exhibited strong inhibition toward UGT2B7, with the residual activity to be 7.9\% of control activity [1]. The BAECs were cultured with ox-LDL (200 microg/ml) in the presence and absence of Sal (10 and 50 micromol L(- 1)) for 24 h. The cytotoxicity of ox-LDL was evaluated by LDH leakage, cell viability and morphological change. Cell apoptosis was estimated by DNA ladder, chromatin condensation, and flow cytometry assay. The intracellular ROS production was detected by using DCF, a ROS probe, with laser confocal microscopy and flow cytometry. Sal was shown to reduce LDH leakage and increase cell viability. Sal also attenuated ox-LDL-induced BAECs apoptosis as indicated in typical internucleosomal DNA degradation (DNA ladder), condensed chromatin, and the sub-G1 peak appearance in flow cytometry assay [2]. in vivo: Sal significantly impeded production of MDA and loss of ATPase activity induced by reoxygenation following anoxia. Oral administration of Sal induced increase of cytosol glutathione-peroxidase of brain in mice under the condition of reoxygenation following anoxia [4].
同义名列表
7 个代谢物同义名
4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2(7),3,5,12,14-hexaen-3-ol; Schisanhenol; CID 433451; Schizanhenol; Gomisin-K3; 4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0(2),?]hexadeca-1(16),2,4,6,12,14-hexaen-3-ol; 4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-3-ol
数据库引用编号
8 个数据库交叉引用编号
- PubChem: 433451
- HMDB: HMDB0258169
- ChEMBL: CHEMBL520939
- KNApSAcK: C00041563
- CAS: 69363-14-0
- PMhub: MS000068610
- medchemexpress: HY-N0859
- MeSH: schisanhenol
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)
4 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 |
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文献列表
- Tsan-Hung Chiu, Chang-Wen Ku, Tsung-Jung Ho, Kun-Ling Tsai, Wei-Ching Hsu, Yu-An Chen, Hsiu-Chung Ou, Hsiu-I Chen. Schisanhenol Attenuates OxLDL-Induced Endothelial Dysfunction via an AMPK-Dependent Mechanism.
The American journal of Chinese medicine.
2023 Jul; ?(?):1-17. doi:
10.1142/s0192415x23500660
. [PMID: 37518097] - Tsan-Hung Chiu, Chang-Wen Ku, Tsung-Jung Ho, Kun-Ling Tsai, Yi-Dung Yang, Hsiu-Chung Ou, Hsiu-I Chen. Schisanhenol ameliorates oxLDL-caused endothelial dysfunction by inhibiting LOX-1 signaling.
Environmental toxicology.
2023 Jul; 38(7):1589-1596. doi:
10.1002/tox.23788
. [PMID: 36999521] - Hongyan Yang, Libo Li, Yu Jiao, Yuanliang Zhang, Yuhua Wang, Kunjie Zhu, Chao Sun. Thioredoxin-1 mediates neuroprotection of Schisanhenol against MPP+-induced apoptosis via suppression of ASK1-P38-NF-κB pathway in SH-SY5Y cells.
Scientific reports.
2021 11; 11(1):21604. doi:
10.1038/s41598-021-01000-3
. [PMID: 34732784] - Xiaoli He, Jiamei Chen, Yongping Mu, Hua Zhang, Gaofeng Chen, Ping Liu, Wei Liu. The effects of inhibiting the activation of hepatic stellate cells by lignan components from the fruits of Schisandra chinensis and the mechanism of schisanhenol.
Journal of natural medicines.
2020 Jun; 74(3):513-524. doi:
10.1007/s11418-020-01394-w
. [PMID: 32193805] - Yunfeng Han, Hongyan Yang, Libo Li, Xiaohui Du, Chao Sun. Schisanhenol improves learning and memory in scopolamine-treated mice by reducing acetylcholinesterase activity and attenuating oxidative damage through SIRT1-PGC-1α-Tau signaling pathway.
The International journal of neuroscience.
2019 Feb; 129(2):110-118. doi:
10.1080/00207454.2018.1503183
. [PMID: 30033800] - Lian-lin Su, Xue Cheng, De Ji, Li-jun Wang, Xi-yan Ding, Tu-lin Lu, Chun-qin Mao, Ji Zhang. [Analysis of lignans and their metabolites derived from Schisandra chinensis and vinegar Schisandra chinensis in rats’ plasma, bile, urine and faeces based on UHPLC-QTOF/MS].
Yao xue xue bao = Acta pharmaceutica Sinica.
2016 10; 51(10):1600-8. doi:
. [PMID: 29932608]
- Jin-Hui Song, Li Cui, Li-Bin An, Wen-Tao Li, Zhong-Ze Fang, Yan-Yan Zhang, Pei-Pei Dong, Xue Wu, Li-Xuan Wang, Frank J Gonzalez, Xiao-Yu Sun, De-Wei Zhao. Inhibition of UDP-Glucuronosyltransferases (UGTs) Activity by constituents of Schisandra chinensis.
Phytotherapy research : PTR.
2015 Oct; 29(10):1658-64. doi:
10.1002/ptr.5395
. [PMID: 26084208] - Qing-Yao Wang, Lu-Lu Deng, Jia-Ju Liu, Jian-Xin Zhang, Xiao-Jiang Hao, Shu-Zhen Mu. Schisanhenol derivatives and their biological evaluation against tobacco mosaic virus (TMV).
Fitoterapia.
2015 Mar; 101(?):117-24. doi:
10.1016/j.fitote.2015.01.006
. [PMID: 25598185] - John Richard Bend, Xue Yan Xia, Daofeng Chen, Abudi Awaysheh, Andrea Lo, Michael John Rieder, Rebecca Jane Rylett. Attenuation of Oxidative Stress in HEK 293 Cells by the TCM Constituents Schisanhenol, Baicalein, Resveratrol or Crocetin and Two Defined Mixtures.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
2015; 18(4):661-82. doi:
10.18433/j3mw3n
. [PMID: 26626254] - Guangxin Yuan, Yang Liu, Tan Li, Yan Wang, Yu Sheng, Ming Guan. Simultaneous and rapid determination of main lignans in different parts of Schisandra sphenanthera by micellar electrokinetic capillary chromatography.
Molecules (Basel, Switzerland).
2011 May; 16(5):3713-22. doi:
10.3390/molecules16053713
. [PMID: 21540798] - Hua Wei, Lianna Sun, Zongguang Tai, Shouhong Gao, Wen Xu, Wansheng Chen. A simple and sensitive HPLC method for the simultaneous determination of eight bioactive components and fingerprint analysis of Schisandra sphenanthera.
Analytica chimica acta.
2010 Mar; 662(1):97-104. doi:
10.1016/j.aca.2009.12.039
. [PMID: 20152271] - Ling-Hong Yu, Geng-Tao Liu, You-Min Sun, Hong-Yu Zhang. Antioxidative effect of schisanhenol on human low density lipoprotein and its quantum chemical calculation.
Acta pharmacologica Sinica.
2004 Aug; 25(8):1038-44. doi:
"
. [PMID: 15301737] - L Li, R S Wu. [Protective effect of schisanhenol (SAL) on oxygen free radical induced injury of spleen lymphocytes in mice].
Yao xue xue bao = Acta pharmaceutica Sinica.
1997; 32(3):178-82. doi:
"
. [PMID: 11327017] - H Lu, G T Liu. Anti-oxidant activity of dibenzocyclooctene lignans isolated from Schisandraceae.
Planta medica.
1992 Aug; 58(4):311-3. doi:
10.1055/s-2006-961473
. [PMID: 1332091] - T Lin, G Liu, Y Pan. Protective effect of schisanhenol against oxygen radical induced mitochondrial toxicity on rat heart and liver.
Biomedical and environmental sciences : BES.
1992 Mar; 5(1):57-64. doi:
"
. [PMID: 1586468] - J Y Xue, G T Liu, H L Wei, Y Pan. Antioxidant activity of two dibenzocyclooctene lignans on the aged and ischemic brain in rats.
Free radical biology & medicine.
1992; 12(2):127-35. doi:
10.1016/0891-5849(92)90006-3
. [PMID: 1532786] - T J Lin, G T Liu, Y Pan, Y Liu, G Z Xu. Protection by schisanhenol against adriamycin toxicity in rat heart mitochondria.
Biochemical pharmacology.
1991 Oct; 42(9):1805-10. doi:
10.1016/0006-2952(91)90519-b
. [PMID: 1657000] - H Lu, G T Liu. Effect of dibenzo[a,c]cyclooctene lignans isolated from Fructus schizandrae on lipid peroxidation and anti-oxidative enzyme activity.
Chemico-biological interactions.
1991; 78(1):77-84. doi:
10.1016/0009-2797(91)90104-f
. [PMID: 1849050] - T J Lin, G T Liu, X J Li, B L Zhao, W J Xin. Detection of free radical scavenging activity of schisanhenol by electron spin resonance.
Zhongguo yao li xue bao = Acta pharmacologica Sinica.
1990 Nov; 11(6):534-9. doi:
"
. [PMID: 1966655] - H Lu, G T Liu. [Effects of schizandrin B and schisanhenol on drug metabolizing-phase II enzymes and estradiol metabolism].
Zhongguo yao li xue bao = Acta pharmacologica Sinica.
1990 Jul; 11(4):331-5. doi:
NULL
. [PMID: 2104487]