Benzoylmesaconine (BioDeep_00000298095)

 

Secondary id: BioDeep_00000176585, BioDeep_00000230463

PANOMIX_OTCML-2023


代谢物信息卡片


[(1S,2R,3R,4R,5R,6S,7S,8R,9R,10S,13R,14R,16S,17S,18R)-5,7,8,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

化学式: C31H43NO10 (589.2886818000001)
中文名称: 苯甲酰新乌头原碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.95%

分子结构信息

SMILES: CN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6OC(=O)C7=CC=CC=C7)(C(C5O)OC)O)O)OC)OC)O)COC
InChI: InChI=1S/C31H43NO10/c1-32-13-28(14-38-2)17(33)11-18(39-3)30-16-12-29(36)25(42-27(35)15-9-7-6-8-10-15)19(16)31(37,24(34)26(29)41-5)20(23(30)32)21(40-4)22(28)30/h6-10,16-26,33-34,36-37H,11-14H2,1-5H3/t16-,17-,18+,19-,20+,21+,22-,23+,24+,25-,26+,28+,29-,30+,31-/m1/s1

描述信息

A diterpene alkaloid with formula C31H43NO10 that is isolated from several Aconitum species.
Benzoylmesaconine is the most abundant component of Wutou decoction, which is widely used in China because of its therapeutic effect on rheumatoid arthritis.
Benzoylmesaconine is the most abundant component of Wutou decoction, which is widely used in China because of its therapeutic effect on rheumatoid arthritis.

同义名列表

3 个代谢物同义名

Benzoylmesaconine; [(1S,2R,3R,4R,5R,6S,7S,8R,9R,10S,13R,14R,16S,17S,18R)-5,7,8,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate; Mesaconine 14-benzoate



数据库引用编号

12 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)

2 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

  • Xiaocui Li, Weiqing Hou, Tingting Lin, Jiadong Ni, Huawei Qiu, Yu Fu, Zhongxiang Zhao, Caihua Yang, Na Li, Hua Zhou, Rong Zhang, Zhongqiu Liu, Ling Fu, Lijun Zhu. Neoline, fuziline, songorine and 10-OH mesaconitine are potential quality markers of Fuzi: In vitro and in vivo explorations as well as pharmacokinetics, efficacy and toxicity evaluations. Journal of ethnopharmacology. 2023 Mar; 303(?):115879. doi: 10.1016/j.jep.2022.115879. [PMID: 36370966]
  • Fei Gao, Fei Zhou, Shuai Gan, Ya-Lan Chen, Shu Fu, Mei-Si Lin, Chao-Mei Fu. [Comparative study on intestinal absorption kinetics of main active components in Sini Decoction and its separated recipes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Sep; 47(18):5064-5070. doi: 10.19540/j.cnki.cjcmm.20220421.701. [PMID: 36164916]
  • Yana Shi, Yi Zhao, Junxiang Qian, Zhiyuan Dong, Guosong Wen, Dake Zhao, Edward J Kennelly. Aconitum Diterpenoid Alkaloid Profiling to Distinguish between the Official Traditional Chinese Medicine (TCM) Fuzi and Adulterant Species Using LC-qToF-MS with Chemometrics. Journal of natural products. 2021 03; 84(3):570-587. doi: 10.1021/acs.jnatprod.0c00851. [PMID: 33496169]
  • Yohei Tanimura, Masato Yoshida, Kan'ichiro Ishiuchi, Masahiro Ohsawa, Toshiaki Makino. Neoline is the active ingredient of processed aconite root against murine peripheral neuropathic pain model, and its pharmacokinetics in rats. Journal of ethnopharmacology. 2019 Sep; 241(?):111859. doi: 10.1016/j.jep.2019.111859. [PMID: 30974202]
  • Yi-Bei Zhang, Juan DA, Jing-Xian Zhang, Shang-Rong Li, Xin Chen, Hua-Li Long, Qiu-Rong Wang, Lu-Ying Cai, Shuai Yao, Jin-Jun Hou, Wan-Ying Wu, De-An Guo. A feasible, economical, and accurate analytical method for simultaneous determination of six alkaloid markers in Aconiti Lateralis Radix Praeparata from different manufacturing sources and processing ways. Chinese journal of natural medicines. 2017 Apr; 15(4):301-309. doi: 10.1016/s1875-5364(17)30048-1. [PMID: 28527516]
  • Jian Wu, Ying Xie, Zheng Xiang, Canjian Wang, Hua Zhou, Liang Liu. Simultaneous Determination of Multiple Components in Guanjiekang in Rat Plasma via the UPLC-MS/MS Method and Its Application in Pharmacokinetic Study. Molecules (Basel, Switzerland). 2016 Dec; 21(12):. doi: 10.3390/molecules21121732. [PMID: 27999285]
  • Zheng Zhou, Li-ping Liu, Hai-tao Liu, Peng Lei. [Optimization of Extraction Technology of Yiyi Fuzi Baijiang Powder by Orthogonal Design]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Apr; 39(4):829-32. doi: ". [PMID: 30132593]
  • Ying Liang, Jian-Lin Wu, Elaine Lai-Han Leung, Hua Zhou, Zhongqiu Liu, Guanyu Yan, Ying Liu, Liang Liu, Na Li. Identification of Oxygenated Fatty Acid as a Side Chain of Lipo-Alkaloids in Aconitum carmichaelii by UHPLC-Q-TOF-MS and a Database. Molecules (Basel, Switzerland). 2016 Mar; 21(4):437. doi: 10.3390/molecules21040437. [PMID: 27043515]
  • Shuai Song, Qingfa Tang, Huiling Huo, Hancheng Li, Xuefeng Xing, Jiabo Luo. Simultaneous quantification and pharmacokinetics of alkaloids in Herba Ephedrae-Radix Aconiti Lateralis extracts. Journal of analytical toxicology. 2015 Jan; 39(1):58-68. doi: 10.1093/jat/bku113. [PMID: 25324527]
  • Pei-Min Dai, Ying Wang, Ling Ye, Shan Zeng, Zhi-Jie Zheng, Qiang Li, Lin-Liu Lu, Zhong-Qiu Liu. Pharmacokinetic comparisons of benzoylmesaconine in rats using ultra-performance liquid chromatography-tandem mass spectrometry after administration of pure benzoylmesaconine and Wutou decoction. Molecules (Basel, Switzerland). 2014 Oct; 19(10):16757-69. doi: 10.3390/molecules191016757. [PMID: 25329869]
  • Wen-Wen Peng, Wen Li, Jun-Song Li, Xiao-Bing Cui, Yong-xin Zhang, Guang-Ming Yang, Hong-Mei Wen, Bao-Chang Cai. The effects of Rhizoma Zingiberis on pharmacokinetics of six Aconitum alkaloids in herb couple of Radix Aconiti Lateralis-Rhizoma Zingiberis. Journal of ethnopharmacology. 2013 Jul; 148(2):579-86. doi: 10.1016/j.jep.2013.04.056. [PMID: 23707213]
  • Qian Wang, Rong Shi, Yue-Ming Ma, Peng Jiang, Jie Zhong, Hong-Yan Cui, Ping Liu, Cheng-Hai Liu. Content determination of the major constituents of Yinchenzhufu decoction via ultra high-performance liquid chromatography coupled with electrospray ionisation tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):88-93. doi: 10.1016/j.jpba.2013.01.020. [PMID: 23411001]
  • Ling Ye, Xiaoshan Yang, Zhen Yang, Song Gao, Taijun Yin, Wei Liu, Feng Wang, Ming Hu, Zhongqiu Liu. The role of efflux transporters on the transport of highly toxic aconitine, mesaconitine, hypaconitine, and their hydrolysates, as determined in cultured Caco-2 and transfected MDCKII cells. Toxicology letters. 2013 Feb; 216(2-3):86-99. doi: 10.1016/j.toxlet.2012.11.011. [PMID: 23200901]
  • Rui-Qing Wen, Dong-Hui Li, Xin Zhao, Jia-Bo Wang, Yan-Ling Zhao, Ping Zhang, Zhi-Yong Sun, Dan Yan, Xiao-He Xiao, Yu-Zhen Ren, Fei Li, Jie Du, Hai-Yan Zhou. [Rationality of the processing methods of aconiti lateralis radix (Fuzi) based on chemical analysis]. Yao xue xue bao = Acta pharmaceutica Sinica. 2013 Feb; 48(2):286-90. doi: ". [PMID: 23672028]
  • Yoshimasa Kasahara, Takeshi Itou, Toshiaki Numazawa, Akinobu Wada. [Aconitine analogues in wild Aconitum plants: contents toxicity to mice and decrease by boiling]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2013; 54(5):364-9. doi: 10.3358/shokueishi.54.364. [PMID: 24190290]
  • Ping Cui, Han Han, Rui Wang, Li Yang. Identification and determination of Aconitum alkaloids in Aconitum herbs and Xiaohuoluo pill using UPLC-ESI-MS. Molecules (Basel, Switzerland). 2012 Aug; 17(9):10242-57. doi: 10.3390/molecules170910242. [PMID: 22926305]
  • Bingya Jiang, Sheng Lin, Chenggen Zhu, Sujuan Wang, Yanan Wang, Minghua Chen, Jianjun Zhang, Jinfeng Hu, Naihong Chen, Yongchun Yang, Jiangong Shi. Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii. Journal of natural products. 2012 Jun; 75(6):1145-59. doi: 10.1021/np300225t. [PMID: 22607495]
  • Xiao Liu, Linqian Fan, Hao Cai, Baochang Cai. [Simultaneous determination of four components in sini tang by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):803-5. doi: . [PMID: 22715726]
  • Jing-Zheng Song, Quan-Bin Han, Chun-Feng Qiao, Paul Pui-Hay But, Hong-Xi Xu. Development and validation of a rapid capillary zone electrophoresis method for the determination of aconite alkaloids in aconite roots. Phytochemical analysis : PCA. 2010 Mar; 21(2):137-43. doi: 10.1002/pca.1168. [PMID: 19810124]
  • Fan Zhang, Ming-Hai Tang, Li-Juan Chen, Rui Li, Xian-Huo Wang, Jun-Guo Duan, Xia Zhao, Yu-Quan Wei. Simultaneous quantitation of aconitine, mesaconitine, hypaconitine, benzoylaconine, benzoylmesaconine and benzoylhypaconine in human plasma by liquid chromatography-tandem mass spectrometry and pharmacokinetics evaluation of "SHEN-FU" injectable powder. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Oct; 873(2):173-9. doi: 10.1016/j.jchromb.2008.08.008. [PMID: 18778973]
  • Xiu-xiu Liu, Ruo-bing Chao. [Determination of alkaloids in Radix Aconiti Lateralis Preparata by RP-ion-pair HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Apr; 41(4):365-9. doi: . [PMID: 16856485]
  • Zhaohong Wang, Jiao Wen, Junbo Xing, Ye He. Quantitative determination of diterpenoid alkaloids in four species of Aconitum by HPLC. Journal of pharmaceutical and biomedical analysis. 2006 Mar; 40(4):1031-4. doi: 10.1016/j.jpba.2005.08.012. [PMID: 16181762]