zeylenone (BioDeep_00000230097)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(4R,5S,6S)-4-(Benzoyloxy)-6-[(benzoyloxy)methyl]-5,6-dihydroxy-,2-cyclohexen-1-one

化学式: C21H18O7 (382.1052)
中文名称: 山椒子烯酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C(=O)OCC2(C(C(C=CC2=O)OC(=O)C3=CC=CC=C3)O)O
InChI: InChI=1S/C21H18O7/c22-17-12-11-16(28-20(25)15-9-5-2-6-10-15)18(23)21(17,26)13-27-19(24)14-7-3-1-4-8-14/h1-12,16,18,23,26H,13H2/t16-,18+,21-/m1/s1

描述信息

((1S,5R,6S)-5-(Benzoyloxy)-1,6-dihydroxy-2-oxocyclohex-3-en-1-yl)methyl benzoate is a natural product found in Uvaria grandiflora with data available.

同义名列表

6 个代谢物同义名

(4R,5S,6S)-4-(Benzoyloxy)-6-[(benzoyloxy)methyl]-5,6-dihydroxy-,2-cyclohexen-1-one; ((1S,5R,6S)-5-(Benzoyloxy)-1,6-dihydroxy-2-oxocyclohex-3-en-1-yl)methyl benzoate; [(1S,5R,6S)-5-(Benzoyloxy)-1,6-dihydroxy-2-oxocyclohex-3-en-1-yl]methyl benzoate; [(1S,5R,6S)-5-benzoyloxy-1,6-dihydroxy-2-oxocyclohex-3-en-1-yl]methyl benzoate; 5-[(Benzoyloxy)methyl]-5,6-dihydroxy-4-oxocyclohex-2-en-1-yl benzoate; zeylenone



数据库引用编号

6 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)

1 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


文献列表

  • Jianguo He, Menglan Dou, Jia Xie, Shuai Hou, Qifeng Liu, Zhan Hu, Beijing Zhang, Shuai Zheng, Fengman Yin, Meng Zhang, Changping Xie, Dadong Lu, Xiaofan Ding, Chaohua Zhu, Ranfeng Sun. Discovery of zeylenone from Uvaria grandiflora as a potential botanical fungicide. Pest management science. 2021 Dec; 77(12):5407-5417. doi: 10.1002/ps.6580. [PMID: 34314099]
  • Zhonghao Sun, Shuxian Yang, Chengfang Xu, Fan Yi, Li Cao, Yu Tian, Jiahao Lin, Xudong Xu. Concise total synthesis of (+)-Zeylenone with antitumor activity and the structure-activity relationship of its derivatives. Bioorganic chemistry. 2021 11; 116(?):105333. doi: 10.1016/j.bioorg.2021.105333. [PMID: 34537516]
  • Shuxian Yang, Haiyan Xiao, Yunfang Sun, Li Cao. Zeylenone synergizes with cisplatin in osteosarcoma by enhancing DNA damage, apoptosis, and necrosis via the Hsp90/AKT/GSK3β and Fanconi anaemia pathway. Phytotherapy research : PTR. 2021 Oct; 35(10):5899-5918. doi: 10.1002/ptr.7299. [PMID: 34585447]
  • Pornphimol Meesakul, Christopher Richardson, Stephen G Pyne, Surat Laphookhieo. α-Glucosidase Inhibitory Flavonoids and Oxepinones from the Leaf and Twig Extracts of Desmos cochinchinensis. Journal of natural products. 2019 04; 82(4):741-747. doi: 10.1021/acs.jnatprod.8b00581. [PMID: 30835120]
  • Shuxian Yang, Yonghong Liao, Liyong Li, Xudong Xu, Li Cao. Zeylenone Induces Mitochondrial Apoptosis and Inhibits Migration and Invasion in Gastric Cancer. Molecules (Basel, Switzerland). 2018 Aug; 23(9):. doi: 10.3390/molecules23092149. [PMID: 30150551]
  • Xiaoli Xu, Junyu Shi, Hongyan Gao, Qin Li. Zeylenone inhibits proliferation and promotes apoptosis in ovarian carcinoma cells via Janus kinase 2 / signal transducers and activators of transcription 3 pathways. The journal of obstetrics and gynaecology research. 2018 Aug; 44(8):1451-1457. doi: 10.1111/jog.13690. [PMID: 29974554]
  • Leilei Zhang, Xiaowei Huo, Yonghong Liao, Feifei Yang, Li Gao, Li Cao. Zeylenone, a naturally occurring cyclohexene oxide, inhibits proliferation and induces apoptosis in cervical carcinoma cells via PI3K/AKT/mTOR and MAPK/ERK pathways. Scientific reports. 2017 05; 7(1):1669. doi: 10.1038/s41598-017-01804-2. [PMID: 28490807]
  • Leilei Zhang, Jing Jin, Lijing Zhang, Ruifeng Hu, Li Gao, Xiaowei Huo, Dongyu Liu, Xiaoling Ma, Canhong Wang, Jiayuan Han, Liyong Li, Xiaobo Sun, Li Cao. Quantitative analysis of differential protein expression in cervical carcinoma cells after zeylenone treatment by stable isotope labeling with amino acids in cell culture. Journal of proteomics. 2015 Aug; 126(?):279-87. doi: 10.1016/j.jprot.2015.06.012. [PMID: 26130516]
  • Xiao Hu, Rong Han, Li-Hui Quan, Chun-Yu Liu, Yong-Hong Liao. Stabilization and sustained release of zeylenone, a soft cytotoxic drug, within polymeric micelles for local antitumor drug delivery. International journal of pharmaceutics. 2013 Jun; 450(1-2):331-7. doi: 10.1016/j.ijpharm.2013.04.007. [PMID: 23587966]
  • Xiao-Lan Wei, Rong Han, Xiao Hu, Li-Hui Quan, Chun-Yu Liu, Qi Chang, Yong-Hong Liao. Stabilization of zeylenone in rat plasma by the presence of esterase inhibitors and its LC-MS/MS assay for pharmacokinetic study. Biomedical chromatography : BMC. 2013 May; 27(5):636-40. doi: 10.1002/bmc.2838. [PMID: 23166039]
  • Yi Zhang, An Liu, Zu Guang Ye, Jia Lin, Li Zhen Xu, Shi Lin Yang. New approach to the total synthesis of (-)-zeylenone from shikimic acid. Chemical & pharmaceutical bulletin. 2006 Oct; 54(10):1459-61. doi: 10.1248/cpb.54.1459. [PMID: 17015992]