lappacontine (BioDeep_00000000576)
代谢物信息卡片
[(1S,2S,3S,4S,5R,6S,8S,9S,13S,16S,17S)-11-Ethyl-3,8-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl] 2-acetamidobenzoate
化学式: C32H44N2O8 (584.3098)
中文名称: 高乌甲素, 拉帕尼汀
谱图信息:
最多检出来源 Homo sapiens(not specific) 48.39%
分子结构信息
SMILES: CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5(C6OC)O)OC)O)OC)OC(=O)C7=CC=CC=C7NC(=O)C
InChI: InChI=1S/C32H44N2O8/c1-6-34-16-29(42-28(36)18-9-7-8-10-21(18)33-17(2)35)12-11-25(40-4)31-23(29)14-20(26(31)34)30(37)15-22(39-3)19-13-24(31)32(30,38)27(19)41-5/h7-10,19-20,22-27,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20+,22+,23-,24+,25+,26?,27+,29-,30+,31+,32+/m1/s1
描述信息
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
Lappaconitine is a diterpenoid.
同义名列表
6 个代谢物同义名
[(1S,2S,3S,4S,5R,6S,8S,9S,13S,16S,17S)-11-Ethyl-3,8-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl] 2-acetamidobenzoate; N-(2-{[(20-Ethyl-8,9-dihydroxy-1,14,16-trimethoxyaconitan-4-yl)oxy]carbonyl}phenyl)ethanimidic acid; (+)-Lappaconitine; Lappaconitine; lappacontine; Lappaconitine
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:6378
- KEGG: C08694
- PubChem: 441743
- PubChem: 3886
- Metlin: METLIN67128
- MeSH: lappaconitine
- KNApSAcK: C00001650
- CAS: 32854-75-4
- PMhub: MS000012847
- PubChem: 10887
- 3DMET: B02336
- NIKKAJI: J20.714D
- KNApSAcK: 6378
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)
12 个相关的物种来源信息
- 1045223 - Aconitum barbatum var. puberulum: 10.1016/J.PHYTOCHEM.2005.02.010
- 85363 - Aconitum carmichaelii: 10.1016/J.PHYTOCHEM.2005.02.010
- 219064 - Aconitum finetianum: 10.1016/J.PHYTOCHEM.2005.02.010
- 1478108 - Aconitum japonicum: 10.1016/J.PHYTOCHEM.2005.02.010
- 239685 - Aconitum kusnezoffii: 10.1016/J.PHYTOCHEM.2005.02.010
- 632164 - Aconitum leucostomum: 10.1016/J.PHYTOCHEM.2005.02.010
- 112589 - Aconitum lycoctonum: 10.1016/J.PHYTOCHEM.2005.02.010
- 112592 - Aconitum orientale: 10.1016/J.PHYTOCHEM.2005.02.010
- 112593 - Aconitum septentrionale: 10.1016/J.PHYTOCHEM.2005.02.010
- 215066 - Aconitum sinomontanum: 10.1016/J.PHYTOCHEM.2005.02.010
- 1887435 - Aconitum triphyllum: 10.1016/J.PHYTOCHEM.2005.02.010
- 2232087 - Aconitum volubile var. pubescens: 10.1016/J.PHYTOCHEM.2005.02.010
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
- Yan Xiao, Meng Han, Ying Chen, Yu-Zhu Li, Yin-Yong Zhang, Lin Chen, Shuai Huang, Xian-Li Zhou. In vitro and in vivo biological evaluation of Lappaconitine derivatives as potential anti-inflammatory agents.
Chemistry & biodiversity.
2023 Dec; ?(?):e202301761. doi:
10.1002/cbdv.202301761. [PMID: 38117633] - Hang Ruan, Lina Shen, Xiaolin Hou, Jiaqi Li, Teng Guo, Chunyun Zhu, Nianping Feng, Yongtai Zhang. Phytosterol-mediated glycerosomes combined with peppermint oil enhance transdermal delivery of lappaconitine by modulating the lipid composition of the stratum corneum.
Drug delivery and translational research.
2023 Jul; ?(?):. doi:
10.1007/s13346-023-01371-2. [PMID: 37454030] - Shaocheng Ma, Yidan Zheng, Junyi Ma, Xuemei Zhang, Danni Qu, Na Song, Chunyan Sang, Ling Hui. Lappaconitine sulfate inhibits proliferation and induces mitochondrial-mediated apoptosis via regulating PI3K/AKT/GSK3β signaling pathway in HeLa cells.
Naunyn-Schmiedeberg's archives of pharmacology.
2023 Jun; ?(?):. doi:
10.1007/s00210-023-02564-9. [PMID: 37306713] - Kirill P Cheremnykh, Arkadiy O Bryzgalov, Dmitry S Baev, Sergey A Borisov, Yulia S Sotnikova, Victor A Savelyev, Tatyana G Tolstikova, Shamansur S Sagdullaev, Elvira E Shults. Synthesis, Pharmacological Evaluation, and Molecular Modeling of Lappaconitine-1,5-Benzodiazepine Hybrids.
Molecules (Basel, Switzerland).
2023 May; 28(10):. doi:
10.3390/molecules28104234. [PMID: 37241973] - Guixiang Teng, Xifeng Zhang, Chun Zhang, Lele Chen, Wenxiu Sun, Ting Qiu, Ji Zhang. Lappaconitine trifluoroacetate contained polyvinyl alcohol nanofibrous membranes: Characterization, biological activities and transdermal application.
Materials science & engineering. C, Materials for biological applications.
2020 Mar; 108(?):110515. doi:
10.1016/j.msec.2019.110515. [PMID: 31924037] - Yan-Fen Li, Yue-Ming Zheng, Yong Yu, Yong Gan, Zhao-Bing Gao. Inhibitory effects of lappaconitine on the neuronal isoforms of voltage-gated sodium channels.
Acta pharmacologica Sinica.
2019 Apr; 40(4):451-459. doi:
10.1038/s41401-018-0067-x. [PMID: 29991710] - Hanif Ahmad, Shujaat Ahmad, Syed Adnan Ali Shah, Hidayat Ullah Khan, Farman Ali Khan, Mumtaz Ali, Abdul Latif, Farzana Shaheen, Manzoor Ahmad. Selective dual cholinesterase inhibitors from Aconitum laeve.
Journal of Asian natural products research.
2018 Feb; 20(2):172-181. doi:
10.1080/10286020.2017.1319820. [PMID: 28463565] - L Kintsurashvili, V Mshvildadze, T Suladze. [ALKALOIDS OF UNDERGROUND PARTS OF GEORGIAN FLORA'S ACONITUM ORIENTALE MILL. AND ACONITUM NASUTUM FISCH. EX REICHEMB AND THEIR BIOLOGICAL ACTIVITY].
Georgian medical news.
2018 Jan; ?(274):164-167. doi:
. [PMID: 29461247] - M Tarbe, H de Pomyers, L Mugnier, D Bertin, T Ibragimov, D Gigmes, K Mabrouk. Gram-scale purification of aconitine and identification of lappaconitine in Aconitum karacolicum.
Fitoterapia.
2017 Jul; 120(?):85-92. doi:
10.1016/j.fitote.2017.05.008. [PMID: 28552596] - C L Yang, Z R Wei, T H Zhang, X Q Zeng, B H Wu. [Effects of lappaconitine on pain and inflammatory response of severely burned rats and the mechanism].
Zhonghua shao shang za zhi = Zhonghua shaoshang zazhi = Chinese journal of burns.
2017 Jun; 33(6):374-380. doi:
10.3760/cma.j.issn.1009-2587.2017.06.017. [PMID: 28648042] - Jihong Nie, Fang Wang, Tengfei Ji, Jun Zhao, Feicui Zhao. Assessment of in vitro cardiotoxicity of extract fractions and diterpene alkaloids from Aconitum leucostomum Worosch: A short communication.
Journal of pharmaceutical and biomedical analysis.
2017 Apr; 137(?):84-89. doi:
10.1016/j.jpba.2017.01.003. [PMID: 28104561] - Teng Guo, Yongtai Zhang, Jihui Zhao, Chunyun Zhu, Nianping Feng. Nanostructured lipid carriers for percutaneous administration of alkaloids isolated from Aconitum sinomontanum.
Journal of nanobiotechnology.
2015 Jul; 13(?):47. doi:
10.1186/s12951-015-0107-3. [PMID: 26156035] - Shupeng Yang, Huiyan Zhang, Ross C Beier, Feifei Sun, Xingyuan Cao, Jianzhong Shen, Zhanhui Wang, Suxia Zhang. Comparative metabolism of Lappaconitine in rat and human liver microsomes and in vivo of rat using ultra high-performance liquid chromatography-quadrupole/time-of-flight mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2015 Jun; 110(?):1-11. doi:
10.1016/j.jpba.2015.02.048. [PMID: 25796978] - Qing-an Gong, Man Li. [Effect of Lappaconitine on Postoperative Pain and Serum Complement 3 and 4 Levels of Cancer Patients Undergoing Rectum Surgery].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2015 Jun; 35(6):668-72. doi:
. [PMID: 26242116] - Min Zhou, Yujie Li, Caiyun Liu, Yongjun Ma, Juan Mi, Shulun Wang. Simultaneous determination of lappaconitine hydrobromide and isopropiram fumarate in rabbit plasma by capillary electrophoresis with electrochemiluminescence detection.
Electrophoresis.
2012 Aug; 33(16):2577-83. doi:
10.1002/elps.201100630. [PMID: 22899266] - Huiwen He, Fei Yan. Relative quantification of the metabolite of aconitine in rat urine by LC-ESI-MS/MS and its application to pharmacokinetics.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2012; 28(12):1203-5. doi:
10.2116/analsci.28.1203. [PMID: 23232242] - Qing Wang, Zi-jing Li, Lu Sun, Li-ying Gao, Ming-hui Li, Jia-jia Hao, Xin Zhang, Yu-ming Sun. Pharmacokinetic study of lappaconitine hydrobromide in mice by LC-MS.
Yao xue xue bao = Acta pharmaceutica Sinica.
2011 Apr; 46(4):432-7. doi:
. [PMID: 21748973] - Ying-zi Wang, Yong-qing Xiao, Chao Zhang, Xiu-mei Sun. Study of analgesic and anti-inflammatory effects of lappaconitine gelata.
Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan.
2009 Jun; 29(2):141-5. doi:
10.1016/s0254-6272(09)60051-0. [PMID: 19663103] - Li Zhang, Rong Wang, Yurong Zhang, Yunqiu Yu. Application of high performance capillary electrophoresis on toxic alkaloids analysis.
Journal of separation science.
2007 Jun; 30(9):1357-63. doi:
10.1002/jssc.200600363. [PMID: 17623479] - Ying-zi Wang, Tian-chi Ren, Yong-qing Xiao. [Effects of different penetration enhancers on percutaneous absorption of lappaconitine gel in vitro].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2005 May; 30(9):665-8. doi:
. [PMID: 16075728] - F P Wang, C S Peng, X X Jian, D L Chen. Five new norditerpenoid alkaloids from Aconitum sinomontanum.
Journal of Asian natural products research.
2001; 3(1):15-22. doi:
10.1080/10286020108042834. [PMID: 11355766] - X Ma, S Jiang, D Zhu. [Diterpenoid alkaloids from Aconitum bulleyanum Diels].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
1998 Nov; 23(11):679-80, 703. doi:
. [PMID: 11599346] - A Ameri, J Gleitz, T Peters. Bicuculline-induced epileptiform activity in rat hippocampal slices: suppression by Aconitum alkaloids.
Planta medica.
1997 Jun; 63(3):228-32. doi:
10.1055/s-2006-957659. [PMID: 9225604] - M G Chen, Q H Wang, W Lin. [Clinical study in epidural injection with lappaconitine compound for post-operative analgesia].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
1996 Sep; 16(9):525-8. doi:
. [PMID: 9772598] - M G Chen, Q H Wang, Y B Lin. [Clinical study in epidural injection with lappaconitine for post-operative analgesia].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
1995 May; 15(5):274-6. doi:
. [PMID: 7640499] - F M Xie, H C Wang, H L Shu, J H Li, J R Jiang, J P Chang, Y Y Hsieh. Separation and characterization of the metabolic products of lappaconitine in rat urine by high-performance liquid chromatography.
Journal of chromatography.
1990 Mar; 526(1):109-18. doi:
10.1016/s0378-4347(00)82488-3. [PMID: 2341523] - F M Xie, H C Wang, J H Li, H L Shu, J R Jiang, J P Chang, Y Y Hsieh. Studies on the metabolism of lappaconitine in humans. Identification of the metabolites of lappaconitine in human urine by high performance liquid chromatography.
Biomedical chromatography : BMC.
1990 Jan; 4(1):43-6. doi:
10.1002/bmc.1130040108. [PMID: 2310842]
