1ST159055 (BioDeep_00000230098)

   

PANOMIX_OTCML-2023


代谢物信息卡片


SPIRO(3H-INDOLE-3,1(5H)-INDOLIZINE)-7-ACETIC ACID, 6-ETHENYL-1,2,2,3,6,7,8,8A-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (.ALPHA.E,1S,6R,7S,8AS)-

化学式: C22H26N2O4 (382.18924760000004)
中文名称: 异去氢钩藤碱, 异柯诺辛因碱, 异去氢钩藤碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.54%

分子结构信息

SMILES: COC=C(C1CC2C3(CCN2CC1C=C)C4=CC=CC=C4NC3=O)C(=O)OC
InChI: InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1

描述信息

Isocorynoxeine is a natural product found in Uncaria tomentosa, Mitragyna parvifolia, and other organisms with data available.
See also: Cats Claw (part of).
Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.
Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.
Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.

同义名列表

14 个代谢物同义名

SPIRO(3H-INDOLE-3,1(5H)-INDOLIZINE)-7-ACETIC ACID, 6-ETHENYL-1,2,2,3,6,7,8,8A-OCTAHYDRO-.ALPHA.-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (.ALPHA.E,1S,6R,7S,8AS)-; SPIRO(3H-INDOLE-3,1(5H)-INDOLIZINE)-7-ACETIC ACID, 6-ETHENYL-1,2,2,3,6,7,8,8A-OCTAHYDRO-alpha-(METHOXYMETHYLENE)-2-OXO-, METHYL ESTER, (alphaE,1S,6R,7S,8AS)-; methyl (E)-2-[(3S,6R,7S,8aS)-6-ethenyl-2-oxospiro[1H-indole-3,1-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7-yl]-3-methoxyprop-2-enoate; Methyl (E)-3-methoxy-2-((3S,6R,7S,8aS)-2-oxo-6-vinyl-2,3,6,7,8,8a-hexahydro-5H-spiro[indoline-3,1-indolizin]-7-yl)acrylate; CORYNOXAN-16-CARBOXYLIC ACID, 16,17,18,19-TETRADEHYDRO-17-METHOXY-2-OXO-, METHYL ESTER, (16E,20.ALPHA.)-; CORYNOXAN-16-CARBOXYLIC ACID, 16,17,18,19-TETRADEHYDRO-17-METHOXY-2-OXO-, METHYL ESTER, (16E,20alpha)-; methyl (7beta,16E,20alpha)-17-methoxy-2-oxocorynoxa-16,18-dien-16-carboxylate; corynoxeine, (16E,20alpha)-isomer; 7-Isocorynoxeine; UNII-J18B596D11; Isocorynoxeine; corynoxeine; J18B596D11; 1ST159055



数据库引用编号

7 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)

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

  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Lizhu Zhao, Wen Qi, Fangfang Chen, Jiahong Sun, Dan Yuan. Metabolic Profile of Isocorynoxeine in Rats Obtained by Ultra-High Performance Liquid Chromatography/Quadrupole Time-of-Flight Mass Spectrometry. European journal of drug metabolism and pharmacokinetics. 2016 Oct; 41(5):615-26. doi: 10.1007/s13318-015-0287-0. [PMID: 26077124]
  • Lizhu Zhao, Bin Zang, Wen Qi, Fangfang Chen, Haibo Wang, Yoshihiro Kano, Dan Yuan. Pharmacokinetic study of isocorynoxeine metabolites mediated by cytochrome P450 enzymes in rat and human liver microsomes. Fitoterapia. 2016 Jun; 111(?):49-57. doi: 10.1016/j.fitote.2016.04.008. [PMID: 27094112]
  • Ya-Ping Chen, Min-Nan Lu, Jing-Chao Hao, Mei-Hong Li, Masao Hattori, Wei Wang. Metabolites of isocorynoxeine in rats after its oral administration. Journal of Asian natural products research. 2015; 17(4):384-90. doi: 10.1080/10286020.2014.1003182. [PMID: 25633191]
  • Wen Qi, Fangfang Chen, Jiahong Sun, James W Simpkins, Dan Yuan. Isolation and identification of twelve metabolites of isocorynoxeine in rat urine and their neuroprotective activities in HT22 cell assay. Planta medica. 2015 Jan; 81(1):46-55. doi: 10.1055/s-0034-1383357. [PMID: 25519834]
  • Yanan Gai, Han Chen, Wenyuan Liu, Feng Feng, Ning Xie. The metabolism of YiGan San and subsequent pharmacokinetic evaluation of four metabolites in rat based on liquid chromatography with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Dec; 972(?):22-8. doi: 10.1016/j.jchromb.2014.09.033. [PMID: 25306115]
  • Jianshe Ma, Jinzhang Cai, Guanyang Lin, Huilin Chen, Xianqin Wang, Xianchuan Wang, Lufeng Hu. Development of LC-MS determination method and back-propagation ANN pharmacokinetic model of corynoxeine in rat. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 May; 959(?):10-5. doi: 10.1016/j.jchromb.2014.03.024. [PMID: 24732215]
  • Jianyu He, Shengli Han, Fangfang Yang, Nan Zhou, Sicen Wang. Prostate cell membrane chromatography-liquid chromatography-mass spectrometry for screening of active constituents from Uncaria rhynchophylla. Journal of chromatographic science. 2013 Nov; 51(10):905-9. doi: 10.1093/chromsci/bms188. [PMID: 23192737]
  • Tack-Joong Kim, Ju-Hyun Lee, Jung-Jin Lee, Ji-Yeon Yu, Bang-Yeon Hwang, Sang-Kyu Ye, Li Shujuan, Li Gao, Myoung-Yun Pyo, Yeo-Pyo Yun. Corynoxeine isolated from the hook of Uncaria rhynchophylla inhibits rat aortic vascular smooth muscle cell proliferation through the blocking of extracellular signal regulated kinase 1/2 phosphorylation. Biological & pharmaceutical bulletin. 2008 Nov; 31(11):2073-8. doi: 10.1248/bpb.31.2073. [PMID: 18981576]
  • Dan Yuan, Bin Ma, Chunfu Wu, Jingyu Yang, Lijia Zhang, Suiku Liu, Lijun Wu, Yoshihiro Kano. Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia. Journal of natural products. 2008 Jul; 71(7):1271-4. doi: 10.1021/np8000305. [PMID: 18588343]
  • Kinzo Matsumoto, Ryo Morishige, Yukihisa Murakami, Michihisa Tohda, Hiromitsu Takayama, Iwao Sakakibara, Hiroshi Watanabe. Suppressive effects of isorhynchophylline on 5-HT2A receptor function in the brain: behavioural and electrophysiological studies. European journal of pharmacology. 2005 Jul; 517(3):191-9. doi: 10.1016/j.ejphar.2005.05.015. [PMID: 15963493]