Aconine (BioDeep_00000000188)

 

Secondary id: BioDeep_00000175707

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol

化学式: C25H41NO9 (499.2781176000001)
中文名称: 乌头原碱, 烏頭原鹼
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.03%

分子结构信息

SMILES: CCN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6O)(C(C5O)OC)O)O)OC)OC)O)COC
InChI: InChI=1S/C25H41NO9/c1-6-26-9-22(10-32-2)12(27)7-13(33-3)24-11-8-23(30)19(28)14(11)25(31,20(29)21(23)35-5)15(18(24)26)16(34-4)17(22)24/h11-21,27-31H,6-10H2,1-5H3/t11-,12-,13+,14-,15+,16+,17-,18?,19-,20+,21+,22+,23-,24+,25-/m1/s1

描述信息

A diterpene alkaloid with formula C25H41NO9 that is isolated from several Aconitum species.
Aconine is a diterpene alkaloid with formula C25H41NO9 that is isolated from several Aconitum species. It has a role as a plant metabolite, a human urinary metabolite, a NF-kappaB inhibitor and a xenobiotic. It is a bridged compound, a diterpene alkaloid, an organic heteropolycyclic compound, a polyether, a tertiary amino compound, a pentol, a secondary alcohol and a tertiary alcohol. It derives from a hydride of an aconitane.
Jesaconine is a natural product found in Euglena gracilis, Aconitum, and Aconitum pendulum with data available.
Origin: Plant; SubCategory_DNP: Terpenoid alkaloids, Diterpene alkaloid, Aconitum alkaloid
Aconine inhibits receptor activator of nuclear factor (NF)-κB ligand (RANKL)-induced NF-κB activation.
Aconine inhibits receptor activator of nuclear factor (NF)-κB ligand (RANKL)-induced NF-κB activation.

同义名列表

9 个代谢物同义名

Aconine; (1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol; (1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)aconitane-3,8,13,14,15-pentol; 20-ethyl-1alpha,6,16beta-trimethoxy-4-(methoxymethyl)aconitane-3alpha,8,13,14alpha,15alpha-pentol; SQMGCPHFHQGPIF-JIOYIOPFSA-N; CID 20054813; Jesaconine; (1S,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,18R)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol; Aconine



数据库引用编号

20 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)

5 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。



文献列表

  • Honglin Tao, Xianfeng Liu, Ruimin Tian, Yue Liu, Yong Zeng, Xianli Meng, Yi Zhang. A review: Pharmacokinetics and pharmacology of aminoalcohol-diterpenoid alkaloids from Aconitum species. Journal of ethnopharmacology. 2023 Jan; 301(?):115726. doi: 10.1016/j.jep.2022.115726. [PMID: 36183950]
  • Chunchun Xue, Huan Luo, Libo Wang, Qing Deng, Wenyun Kui, Weiwei Da, Lin Chen, Shuang Liu, Yongpeng Xue, Jiafan Yang, Lingxing Li, Wenlan Du, Qi Shi, Xiaofeng Li. Aconine attenuates osteoclast-mediated bone resorption and ferroptosis to improve osteoporosis via inhibiting NF-κB signaling. Frontiers in endocrinology. 2023; 14(?):1234563. doi: 10.3389/fendo.2023.1234563. [PMID: 38034017]
  • Xiao-Hong Deng, Jing-Jing Liu, Xian-Jun Sun, Jing-Cheng Dong, Jian-Hua Huang. Benzoylaconine induces mitochondrial biogenesis in mice via activating AMPK signaling cascade. Acta pharmacologica Sinica. 2019 May; 40(5):658-665. doi: 10.1038/s41401-018-0174-8. [PMID: 30315253]
  • Shaohua Li, Dawei Chen. Rapid Determination of Aconitum Alkaloids from Human Urine by UHPLC-HRMS. Journal of analytical toxicology. 2017 Sep; 41(7):611-617. doi: 10.1093/jat/bkx045. [PMID: 28873976]
  • Hai Zhang, Sen Sun, Wen Zhang, Xiangqun Xie, Zhenyu Zhu, Yifeng Chai, Guoqing Zhang. Biological activities and pharmacokinetics of aconitine, benzoylaconine, and aconine after oral administration in rats. Drug testing and analysis. 2016 Aug; 8(8):839-46. doi: 10.1002/dta.1858. [PMID: 26360128]
  • Jinjun Wu, Na Lin, Fangyuan Li, Guiyu Zhang, Shugui He, Yuanfeng Zhu, Rilan Ou, Na Li, Shuqiang Liu, Lizhi Feng, Liang Liu, Zhongqiu Liu, Linlin Lu. Induction of P-glycoprotein expression and activity by Aconitum alkaloids: Implication for clinical drug-drug interactions. Scientific reports. 2016 05; 6(?):25343. doi: 10.1038/srep25343. [PMID: 27139035]
  • Xiang-zhou Zeng, Long-gang He, Song Wang, Keng Wang, Yue-yang Zhang, Lei Tao, Xiao-juan Li, Shu-wen Liu. Aconine inhibits RANKL-induced osteoclast differentiation in RAW264.7 cells by suppressing NF-κB and NFATc1 activation and DC-STAMP expression. Acta pharmacologica Sinica. 2016 Feb; 37(2):255-63. doi: 10.1038/aps.2015.85. [PMID: 26592521]
  • Chang-lin Yang, Zhi-fang Huang, Yi-han Zhang, Yu-hong Liu, Yun-huan Liu, Yan Chen, Jin-hai Yi. [Effects of steaming and baking on content of alkaloids in Aconite Lateralis Radix (Fuzi)]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Dec; 39(24):4798-803. doi: . [PMID: 25898581]
  • Kiyotaka Usui, Yoshie Hayashizaki, Masaki Hashiyada, Anri Nakano, Masato Funayama. Simultaneous determination of 11 aconitum alkaloids in human serum and urine using liquid chromatography-tandem mass spectrometry. Legal medicine (Tokyo, Japan). 2012 May; 14(3):126-33. doi: 10.1016/j.legalmed.2012.01.006. [PMID: 22342149]
  • Peng Tan, Yong-Gang Liu, Fei Li, Yan-Jiang Qiao. Reaction product analysis of aconitine in dilute ethanol using ESI-Q-ToF-MS. Die Pharmazie. 2012 Apr; 67(4):274-6. doi: ". [PMID: 22570930]
  • Yujie Wang, Jing Zhang, Huiping Tian, Chenjuan Zeng, Zhe Yao, Yi Zhang. [Study on processing principle of Aconitum pendulum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Mar; 35(5):588-92. doi: 10.4268/cjcmm20100510. [PMID: 20506817]
  • Kentaro Wada, Makoto Nihira, Hideyuki Hayakawa, Yukari Tomita, Makiko Hayashida, Youkichi Ohno. Effects of long-term administrations of aconitine on electrocardiogram and tissue concentrations of aconitine and its metabolites in mice. Forensic science international. 2005 Feb; 148(1):21-9. doi: 10.1016/j.forsciint.2004.04.016. [PMID: 15607586]
  • Ying Sun, Hong-gui Zhang, Xiang-guo Shi, Ming-yu Duan, Da-fang Zhong. [Study on metabolites on aconitine in rabbit urine]. Yao xue xue bao = Acta pharmaceutica Sinica. 2002 Oct; 37(10):781-3. doi: NULL. [PMID: 12567861]
  • C J Liu. [Variations in the alkaloid content of Aconitum carmichaeli before and after processing]. Zhong yao tong bao (Beijing, China : 1981). 1985 Jul; 10(7):22-3. doi: ". [PMID: 2932236]