AC1L9DW8 (BioDeep_00000230102)

PANOMIX_OTCML-2023 Antitumor activity Volatile Flavor Compounds

代谢物信息卡片

CYCLOOCTA(1,2-F:3,4-F)BIS(1,3)BENZODIOXOLE, 5,6,7,8-TETRAHYDRO-13,14-DIMETHOXY-6,7-DIMETHYL-, (6R,7S,13AS)-

化学式: C22H24O6 (384.1572804)
中文名称: 五味子丙素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CC2=CC3=C(C(=C2C4=C(C5=C(C=C4CC1C)OCO5)OC)OC)OCO3
InChI: InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3/t11-,12+

描述信息

Wuweizisu C is a tannin.
Schizandrin C is a natural product found in Kadsura heteroclita, Schisandra bicolor, and other organisms with data available.
See also: Schisandra chinensis fruit (part of).
Schisandrin C (Schizandrin-C) is a phytochemical lignan isolated from Schizandra chinensis[1]. Schisandrin C has diverse biological activities, including anticancer, anti-inflammatory?and antioxidant effects. Schisandrin C is a molecular glue. Schisandrin C can be used for cancer, alzheimer’s disease, and liver diseases?research[2][3]. Schisandrin C induces cell apoptosis[1].
Schisandrin C (Schizandrin-C) is a phytochemical lignan isolated from Schizandra chinensis[1]. Schisandrin C has diverse biological activities, including anticancer, anti-inflammatory?and antioxidant effects. Schisandrin C is a molecular glue. Schisandrin C can be used for cancer, alzheimer’s disease, and liver diseases?research[2][3]. Schisandrin C induces cell apoptosis[1].

同义名列表

13 个代谢物同义名

CYCLOOCTA(1,2-F:3,4-F)BIS(1,3)BENZODIOXOLE, 5,6,7,8-TETRAHYDRO-13,14-DIMETHOXY-6,7-DIMETHYL-, (6R,7S,13AS)-; Cycloocta(1,2-f:3,4-f)bis(1,3)benzodioxole 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6R,7S,13aS)-; (6R,7S,13aS)-5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-cycloocta[1,2-f:3,4-f]bis[1,3]benzodioxole; (S)-(-)-SCHISANDRIN C; (-)-WUWEIZISU C; Schisandrin-C; schizandrin C; Schizandrin-C; schisandrin C; Wuweizisu-C; wuweizisu C; AC1L9DW8; Schizandrin C

数据库引用编号

13 个数据库交叉引用编号

ChEBI: CHEBI:10044
KEGG: C10893
PubChem: 443027
ChEMBL: CHEMBL437412
MeSH: schizandrin C
ChemIDplus: 0061301335
KNApSAcK: C00002634
CAS: 61301-33-5
medchemexpress: HY-N0690
PubChem: 13076
3DMET: B04197
NIKKAJI: J815.755C
KNApSAcK: 10044

分类词条

苯丙素类

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

124781 - Kadsura heteroclita:
2126358 - Kadsura interior:
33090 - Plants: -
133442 - Schisandra bicolor: 10.1021/NP100067W
50507 - Schisandra chinensis:
50507 - Schisandra chinensis: -
50507 - Schisandra chinensis (Turcz.) Baill.: -
13674 - Schisandra sphenanthera:

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。

文献列表

Di He, Xinyi Pei, Bo Liu, Jiajing Li, Juane Dong, Thomas Efferth, Pengda Ma. Lignan contents of Schisandra chinensis (Turcz.) Baill. from different origins-A new model for evaluating the content of prominent components of Chinese herbs. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jun; 128(?):155361. doi: 10.1016/j.phymed.2024.155361. [PMID: 38552434]
Jia Zhao, Guang Xu, Xiaorong Hou, Wenqing Mu, Huijie Yang, Wei Shi, Jincai Wen, Tingting Liu, Zhixin Wu, Jun Bai, Ping Zhang, Zhongxia Wang, Xiaohe Xiao, Wenjun Zou, Zhaofang Bai, Xiaoyan Zhan. Schisandrin C enhances cGAS-STING pathway activation and inhibits HBV replication. Journal of ethnopharmacology. 2023 Mar; ?(?):116427. doi: 10.1016/j.jep.2023.116427. [PMID: 37001770]
Miran Jang, Soo-Im Choi. Schisandrin C isolated from Schisandra chinensis fruits inhibits lipid accumulation by regulating adipogenesis and lipolysis through AMPK signaling in 3T3-L1 adipocytes. Journal of food biochemistry. 2022 12; 46(12):e14454. doi: 10.1111/jfbc.14454. [PMID: 36200699]
Yiwen Zhang, Saiyu Li, Panpan Yang, Qian Zhang, Huarong Xu, Kaishun Bi, Qing Li. A multidimensional strategy for uncovering comprehensive quality markers of Schisandra chinensis (Turcz.) Baill based on pharmacodynamics and chemical properties. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Nov; 106(?):154273. doi: 10.1016/j.phymed.2022.154273. [PMID: 36044818]
Qiangqiang Tao, Wei Wei, Xiaoqing Lv, Jian Guo, Yaotian Tao, Mingming Zhang, Ge He, Zhi Li, Shuangying Gui, Xiaodong Ma. SAR study culminates in a series of HDAC6 selective inhibitors featuring Schisandrin C-analogous Cap as potential immunomodulatory agents for cancer therapy. Bioorganic chemistry. 2022 10; 127(?):105992. doi: 10.1016/j.bioorg.2022.105992. [PMID: 35785553]
Wen-Zhang Dai, Zhao-Fang Bai, Ting-Ting He, Xiao-Yan Zhan, Qiang Li, Jing Zhao, Xiao-He Xiao. [Schisandrin C improves acetaminophen-induced liver injury in mice by regulating Nrf2 signaling pathway]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Oct; 47(19):5299-5305. doi: 10.19540/j.cnki.cjcmm.20220421.704. [PMID: 36472037]
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]
Peili Zhu, Junkui Li, Xiuqiong Fu, Zhiling Yu. Schisandra fruits for the management of drug-induced liver injury in China: A review. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Jun; 59(?):152760. doi: 10.1016/j.phymed.2018.11.020. [PMID: 31004881]
Maarit Kortesoja, Elina Karhu, Elin Soffia Olafsdottir, Jona Freysdottir, Leena Hanski. Impact of dibenzocyclooctadiene lignans from Schisandra chinensis on the redox status and activation of human innate immune system cells. Free radical biology & medicine. 2019 02; 131(?):309-317. doi: 10.1016/j.freeradbiomed.2018.12.019. [PMID: 30578916]
Jing-Jing Wu, Yun-Feng Cao, Liang Feng, Yu-Qi He, James Y Hong, Tong-Yi Dou, Ping Wang, Da-Cheng Hao, Guang-Bo Ge, Ling Yang. A Naturally Occurring Isoform-Specific Probe for Highly Selective and Sensitive Detection of Human Cytochrome P450 3A5. Journal of medicinal chemistry. 2017 05; 60(9):3804-3813. doi: 10.1021/acs.jmedchem.7b00001. [PMID: 28441491]
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]
Tao Yang, Shan Liu, Tian-Hui Zheng, Yan-Yan Tao, Cheng-Hai Liu. Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe. Journal of ethnopharmacology. 2015 May; 166(?):305-12. doi: 10.1016/j.jep.2015.03.024. [PMID: 25794805]
Yiming Jiang, Xiaomei Fan, Ying Wang, Huasen Tan, Pan Chen, Hang Zeng, Min Huang, Huichang Bi. Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. Chemico-biological interactions. 2015 Apr; 231(?):83-9. doi: 10.1016/j.cbi.2015.02.022. [PMID: 25753323]
Li-shi Zheng, Shu-shan Du, Qian Cai. [Study on chemical constituents from Schisandra chinensis stem]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Oct; 37(10):1803-6. doi: . [PMID: 25895389]
Xin Song, Pu Ding, Xian-Kuan Li, Ting Chen, Liang Chen, Bing Wang. [Effect of forchlorfenuron on fruit morphology and lignans content of Schisandra chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 May; 39(9):1579-83. doi: . [PMID: 25095364]
Haitao Liu, Hongwu Lai, Xinyue Jia, Jiushi Liu, Zhao Zhang, Yaodong Qi, Jin Zhang, Junbin Song, Chongming Wu, Bengang Zhang, Peigen Xiao. Comprehensive chemical analysis of Schisandra chinensis by HPLC-DAD-MS combined with chemometrics. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Sep; 20(12):1135-43. doi: 10.1016/j.phymed.2013.05.001. [PMID: 23880331]
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]
Ju-Xian Song, Xiang Lin, Ricky Ngok-Shun Wong, Stephen Cho-Wing Sze, Yao Tong, Pang-Chui Shaw, Yan-Bo Zhang. Protective effects of dibenzocyclooctadiene lignans from Schisandra chinensis against beta-amyloid and homocysteine neurotoxicity in PC12 cells. Phytotherapy research : PTR. 2011 Mar; 25(3):435-43. doi: 10.1002/ptr.3269. [PMID: 20740476]
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]
Su-Yeon Oh, Young Hoon Kim, Deok Sung Bae, Byung Hun Um, Cheol-Ho Pan, Chul Young Kim, Hee Ju Lee, Jae Kwon Lee. Anti-inflammatory effects of gomisin N, gomisin J, and schisandrin C isolated from the fruit of Schisandra chinensis. Bioscience, biotechnology, and biochemistry. 2010; 74(2):285-91. doi: 10.1271/bbb.90597. [PMID: 20139628]
J B Chang, Q Wang, Y F Li. Synthesis and biological activity of Wuweizisu C and analogs. Current topics in medicinal chemistry. 2009; 9(17):1660-75. doi: 10.2174/156802609789941933. [PMID: 19903156]
Min Huang, Jing Jin, Hua Sun, Geng Tao Liu. Reversal of P-glycoprotein-mediated multidrug resistance of cancer cells by five schizandrins isolated from the Chinese herb Fructus Schizandrae. Cancer chemotherapy and pharmacology. 2008 Nov; 62(6):1015-26. doi: 10.1007/s00280-008-0691-0. [PMID: 18270702]
Vamsi L M Madgula, Bharathi Avula, Young W Choi, Srinivas V Pullela, Ikhlas A Khan, Larry A Walker, Shabana I Khan. Transport of Schisandra chinensis extract and its biologically-active constituents across Caco-2 cell monolayers - an in-vitro model of intestinal transport. The Journal of pharmacy and pharmacology. 2008 Mar; 60(3):363-70. doi: 10.1211/jpp.60.3.0012. [PMID: 18284817]
So Ra Kim, Mi Kyeong Lee, Kyung Ah Koo, Seung Hyun Kim, Sang Hyun Sung, Na Gyong Lee, George J Markelonis, Tae H Oh, Jae Ho Yang, Young Choong Kim. Dibenzocyclooctadiene lignans from Schisandra chinensis protect primary cultures of rat cortical cells from glutamate-induced toxicity. Journal of neuroscience research. 2004 May; 76(3):397-405. doi: 10.1002/jnr.20089. [PMID: 15079869]
Kuo-Hsiung Lee. Current developments in the discovery and design of new drug candidates from plant natural product leads. Journal of natural products. 2004 Feb; 67(2):273-83. doi: 10.1021/np030373o. [PMID: 14987069]
Dao-Feng Chen, Shun-Xiang Zhang, Mutsuo Kozuka, Quan-Zhong Sun, Ju Feng, Qiang Wang, Teruo Mukainaka, Yoshitaka Nobukuni, Harukuni Tokuda, Hoyoku Nishino, Hui-Kang Wang, Susan L Morris-Natschke, Kuo-Hsiung Lee. Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation. Journal of natural products. 2002 Sep; 65(9):1242-5. doi: 10.1021/np0105127. [PMID: 12350139]
Y G Chen, G W Qin, Y Y Xie. [Studies on chemical constituents of Schisandra propinqua (Wall.) Hook. f. et Thoms]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Oct; 26(10):694-7. doi: . [PMID: 12776319]
G T Liu. Pharmacological actions and clinical use of fructus schizandrae. Chinese medical journal. 1989 Oct; 102(10):740-9. doi: NULL. [PMID: 2517053]
S Takeda, S Funo, A Iizuka, Y Kase, I Arai, Y Ohkura, K Sudo, N Kiuchi, C Yoshida, S Maeda. [Pharmacological studies on schizandra fruits. III. Effects of wuweizisu C, a lignan component of schizandra fruits, on experimental liver injuries in rats]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1985 Mar; 85(3):193-208. doi: 10.1254/fpj.85.193. [PMID: 2989131]
J X Xie, J Zhou, C Z Zhang, J H Yang, J X Chen. Studies on antihepatitic drugs. Total synthesis of (+/-)schizandrin C and its analogs. Scientia Sinica. Series B, Chemical, biological, agricultural, medical & earth sciences. 1983 Dec; 26(12):1291-303. doi: ". [PMID: 6673110]
K T Liu, P Lesca. Pharmacological properties of Dibenzo[a,c]cyclooctene derivatives isolated from Fructus Schizandrae Chinensis III. Inhibitory effects on carbon tetrachloride-induced lipid peroxidation, metabolism and covalent binding of carbon tetrachloride to lipids. Chemico-biological interactions. 1982 Jul; 41(1):39-47. doi: 10.1016/0009-2797(82)90015-1. [PMID: 7094143]
K T Liu, P Lesca. Pharmacological properties of dibenzo[a,c]cyclooctene derivatives isolated from Fructus Schizandrae chinensis. I. Interaction with rat liver cytochrome P-450 and inhibition of xenobiotic metabolism and mutagenicity. Chemico-biological interactions. 1982 Apr; 39(3):301-14. doi: 10.1016/0009-2797(82)90047-3. [PMID: 7082441]
J X Xie, J Zhou, C Z Zhang, J H Yang, J X Chen, H Q Jin. [Synthesis of Schizandrin C analogs (author's transl)]. Yao xue xue bao = Acta pharmaceutica Sinica. 1981 Apr; 16(4):306-9. doi: ". [PMID: 7257817]