Shionon (BioDeep_00000000539)
Secondary id: BioDeep_00000868516
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C30H50O (426.3861)
中文名称: 紫菀酮
谱图信息:
最多检出来源 Viridiplantae(plant) 17.67%
分子结构信息
SMILES: CC(C)=CCCC1(C)CCC2(C)C3CCC4(C)C(C)C(=O)CCC4C3(C)CCC2(C)C1
InChI: InChI=1S/C30H50O/c1-21(2)10-9-14-26(4)16-19-30(8)25-13-15-28(6)22(3)23(31)11-12-24(28)29(25,7)18-17-27(30,5)20-26/h10,22,24-25H,9,11-20H2,1-8H3/t22-,24+,25-,26+,27-,28+,29-,30+/m0/s1
描述信息
Shionone is a tetracyclic triterpenoid that is perhydrochrysene which is substituted by methyl groups at positions 1, 4bbeta, 6aalpha, 8beta, 10abeta and 12a positions, by a 4-methylpent-3-enyl group at the 8alpha position, and with an oxo group at position 2. It is a tetracyclic triterpenoid and a cyclic terpene ketone.
Shionone is a natural product found in Aster baccharoides, Aster poliothamnus, and other organisms with data available.
Shionone is the major triterpenoid isolated from Aster tataricus, has anti-tussive, anti-inflammatory activities[1][2]. Shionone possesses a unique six-membered tetracyclic skeleton and 3-oxo-4-monomethyl structure[1].
Shionone is the major triterpenoid isolated from Aster tataricus, has anti-tussive, anti-inflammatory activities[1][2]. Shionone possesses a unique six-membered tetracyclic skeleton and 3-oxo-4-monomethyl structure[1].
同义名列表
12 个代谢物同义名
2(1H)-CHRYSENONE, HEXADECAHYDRO-1,4B,6A,8,10A,12A-HEXAMETHYL-8-(4-METHYL-3-PENTENYL)-, (1R-(1.ALPHA.,4A.BETA.,4B.ALPHA.,6A.BETA.,8.BETA.,10A.ALPHA.,10B.BETA.,12A.ALPHA.))-; (1R,4aS,4bS,6aS,8R,10aR,10bS,12aS)-1,4b,6a,8,10a,12a-hexamethyl-8-(4-methylpent-3-enyl)-1,3,4,4a,5,6,7,9,10,10b,11,12-dodecahydrochrysen-2-one; 2(1H)-CHRYSENONE, HEXADECAHYDRO-1,4B,6A,8,10A,12A-HEXAMETHYL-8-(4-METHYL-3-PENTEN-1-YL)-, (1R,4AS,4BS,6AS,8R,10AR,10BS,12AS)-; (1R,4aS,4bS,6aS,8R,10aR,10bS,12aS)-1,4b,6a,8,10a,12a-hexamethyl-8-(4-methylpent-3-en-1-yl)hexadecahydrochrysen-2(1H)-one; D-Homo-5.alpha.-androstan-17-one, 3.alpha.,5,8,17a.beta.-tetramethyl-3-(4-methyl-3-pentenyl)-; D:A-Friedo-18,19-secolup-19-en-3-one; UNII-BT0AMD31UB; SHIONONE [MI]; BT0AMD31UB; Shionone; Shionon; Shionone
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:63459
- KEGG: C17966
- PubChem: 12315506
- PubChem: 12315507
- Metlin: METLIN71962
- MeSH: shionone
- ChemIDplus: 0010376484
- CAS: 10376-48-4
- medchemexpress: HY-N0829
- PMhub: MS000026247
- PubChem: 96024186
- NIKKAJI: J9.810H
- KNApSAcK: 63459
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)
5 个相关的物种来源信息
- 1196466 - Aster baccharoides: 10.1016/S0031-9422(00)97174-7
- 1196493 - Aster poliothamnus: 10.1055/S-2006-961497
- 588669 - Aster tataricus:
- 858950 - Aster tongolensis: 10.1021/NP50101A008
- 33090 - Plants: -
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
- Xin Wang, Hao Yin, Ling Fan, Yiqun Zhou, Xiaolong Tang, Xiaojun Fei, Hailin Tang, Juan Peng, Junjun Zhang, Yi Xue, Jianping Luo, Qinglei Jin, Qingjiang Jin. Shionone alleviates NLRP3 inflammasome mediated pyroptosis in interstitial cystitis injury.
International immunopharmacology.
2021 Jan; 90(?):107132. doi:
10.1016/j.intimp.2020.107132. [PMID: 33223465] - Nana Xu, Jingnuan Hu, Ke Han, Yang Ou, Tingting Ji, Jialiang Xing. Shionone suppresses the growth, migration and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways.
Journal of B.U.ON. : official journal of the Balkan Union of Oncology.
2020 Jul; 25(4):1821-1826. doi:
. [PMID: 33099919] - De-Feng Yin, Kai Zhou, Ji-Tao Liu, Li Hu, Ying Liu, Jun Deng, Song-Ping Wang, Ying Xiong, Wu Zhong. Development and validation of an LC/MS/MS method for simultaneous determination of shionone and epi-friedelinol in rat plasma for pharmacokinetic study after oral administration of Aster tataricus extract.
Biomedical chromatography : BMC.
2016 Jul; 30(7):1112-1117. doi:
10.1002/bmc.3658. [PMID: 26581126] - Wen-Bing Zhou, Guang-Zhi Zeng, Hui-Min Xu, Wen-Jun He, Yu-Mei Zhang, Ning-Hua Tan. Astershionones A-F, six new anti-HBV shionane-type triterpenes from Aster tataricus.
Fitoterapia.
2014 Mar; 93(?):98-104. doi:
10.1016/j.fitote.2013.12.021. [PMID: 24393620] - Satoru Sawai, Hiroshi Uchiyama, Syuhei Mizuno, Toshio Aoki, Tomoyoshi Akashi, Shin-ichi Ayabe, Takeyoshi Takahashi. Molecular characterization of an oxidosqualene cyclase that yields shionone, a unique tetracyclic triterpene ketone of Aster tataricus.
FEBS letters.
2011 Apr; 585(7):1031-6. doi:
10.1016/j.febslet.2011.02.037. [PMID: 21377465] - Tao Wu, Guo-yan Wang, Gui-xin Chou, Li-hua Gu, Zheng-tao Wang, Zhi-bi Hu. [Determination of shionone in Radix Asteris by HPLC].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2003 Aug; 28(8):738-40. doi:
. [PMID: 15015355] - W KAMISAKO, M TAKAHASHI. [STUDIES ON THE CONSTITUENTS OF ASTER TATARICUS L. 3. STRUCTURE OF SHIONONE. (3). PARTIAL STRUCTURE AT CARBONYL RADICAL IN SHIONONE].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
1964 Apr; 84(?):318-21. doi:
. [PMID: 14191438] - W KAMISAKO, M TAKAHASHI. [STUDIES ON THE CONSTITUENTS OF ASTER TATARICUS L. IV. STRUCTURE OF SHIONONE. 4. REDUCTIVE PRODUCTS OF SHIONONE AND DIHYDROSHIONONE].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
1964 Apr; 84(?):322-4. doi:
. [PMID: 14191439] - W KAMISAKO. [STUDIES ON THE CONSTITUENTS OF ASTER TATARICUS L. V. STRUCTURE OF SHIONONE. 5. NUCLEAR MAGNETIC RESONANCE SPECTRA OF SHIONONE AND ITS DERIVATIVES AND END-RING STRUCTURE OF SHIONONE].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
1964 Apr; 84(?):325-8. doi:
. [PMID: 14191440]
