Methyllycaconitine (BioDeep_00000003591)

 

Secondary id: BioDeep_00001103911, BioDeep_00001870504, BioDeep_00001874897

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Methyllycaconitine Perchlorate, Delphinium sp.

化学式: C37H50N2O10 (682.3465)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 52.79%

分子结构信息

SMILES: C([C@]12[C@@H]3[C@@]4([C@H](CC1)OC)[C@H]1[C@H]5[C@@]([C@@]([C@H]3OC)([C@H]4N(C2)CC)O)(C[C@@H]([C@H]([C@@H]5OC)C1)OC)O)OC(=O)c1c(cccc1)N1C(=O)C[C@@H](C1=O)C
InChI: InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3

描述信息

Origin: Plant; SubCategory_DNP: Terpenoid alkaloids, Diterpene alkaloid, Aconitum alkaloid
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.835
D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.832
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.827

同义名列表

4 个代谢物同义名

Methyllycaconitine; Methyllycaconitine Perchlorate, Delphinium sp.; CID 441748; Methyllycaconitine



数据库引用编号

29 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)

47 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
Cytoplasm 11 AKT1, BDNF, CA1, CA3, GFAP, JAK2, MAPK14, PIK3C3, PIK3CA, SLC6A3, STAT3
Peripheral membrane protein 3 ACHE, GORASP1, JAK2
Cytoplasmic vesicle, autophagosome 1 PIK3C3
Nucleus 6 ACHE, AKT1, JAK2, MAPK14, MPO, STAT3
autophagosome 1 PIK3C3
cytosol 10 AKT1, CA1, CA3, GFAP, JAK2, MAPK14, PIK3C3, PIK3CA, PRKCQ, STAT3
dendrite 1 BDNF
phosphatidylinositol 3-kinase complex, class III 1 PIK3C3
nucleoplasm 5 AKT1, JAK2, MAPK14, MPO, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 5 ACHE, AKT1, GRID1, SLC6A3, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 2 AKT1, PIK3CA
Cell projection, axon 1 SLC6A3
Multi-pass membrane protein 2 GRID1, SLC6A3
Golgi apparatus membrane 1 GORASP1
Synapse 1 ACHE
cell cortex 1 AKT1
cell surface 3 ACHE, SLC6A3, TNF
glutamatergic synapse 5 AKT1, GRID1, JAK2, MAPK14, PIK3C3
Golgi apparatus 2 ACHE, GORASP1
Golgi membrane 1 GORASP1
neuromuscular junction 1 ACHE
neuronal cell body 2 SLC6A3, TNF
postsynapse 2 AKT1, JAK2
presynaptic membrane 1 SLC6A3
synaptic vesicle 1 BDNF
Lysosome 1 MPO
endosome 1 PIK3C3
plasma membrane 10 ACHE, AKT1, BCHE, GRID1, JAK2, PIK3CA, PRKCQ, SLC6A3, STAT3, TNF
Membrane 6 ACHE, AKT1, BDNF, JAK2, PIK3C3, SLC6A3
axon 2 BDNF, SLC6A3
caveola 1 JAK2
extracellular exosome 3 CA1, GRID1, MPO
extracellular space 7 ACHE, BCHE, BDNF, IL10, IL6, MPO, TNF
perinuclear region of cytoplasm 3 ACHE, BDNF, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 1 MAPK14
protein-containing complex 1 AKT1
intracellular membrane-bounded organelle 1 MPO
Secreted 5 ACHE, BCHE, BDNF, IL10, IL6
extracellular region 8 ACHE, BCHE, BDNF, IL10, IL6, MAPK14, MPO, TNF
cytoplasmic side of plasma membrane 1 JAK2
astrocyte end-foot 1 GFAP
neuronal cell body membrane 1 SLC6A3
Extracellular side 1 ACHE
transcription regulator complex 1 STAT3
centriolar satellite 1 PRKCQ
external side of plasma membrane 1 TNF
microtubule cytoskeleton 1 AKT1
midbody 1 PIK3C3
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
postsynaptic membrane 2 GRID1, SLC6A3
Membrane raft 3 JAK2, SLC6A3, TNF
focal adhesion 1 JAK2
spindle 1 AKT1
GABA-ergic synapse 2 GRID1, PIK3C3
cis-Golgi network 1 GORASP1
flotillin complex 1 SLC6A3
Peroxisome 1 PIK3C3
basement membrane 1 ACHE
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 MPO
intermediate filament 1 GFAP
axoneme 1 PIK3C3
nuclear speck 1 MAPK14
Postsynaptic cell membrane 1 GRID1
Late endosome 1 PIK3C3
Cell projection, neuron projection 1 SLC6A3
neuron projection 1 SLC6A3
ciliary basal body 1 AKT1
chromatin 1 STAT3
cell projection 1 GFAP
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 PIK3C3
cytoskeleton 1 JAK2
spindle pole 1 MAPK14
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
Endomembrane system 1 JAK2
endosome lumen 1 JAK2
phagophore assembly site 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type I 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type II 1 PIK3C3
euchromatin 1 JAK2
cell body 1 GFAP
side of membrane 1 ACHE
intermediate filament cytoskeleton 1 GFAP
azurophil granule 1 MPO
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 3 BCHE, BDNF, IL6
axon terminus 1 SLC6A3
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
postsynaptic density membrane 1 GRID1
immunological synapse 1 PRKCQ
presynaptic endosome 1 PIK3C3
aggresome 1 PRKCQ
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
phagocytic vesicle lumen 1 MPO
extrinsic component of cytoplasmic side of plasma membrane 1 JAK2
synaptic cleft 1 ACHE
dopaminergic synapse 1 SLC6A3
extrinsic component of plasma membrane 1 JAK2
granulocyte macrophage colony-stimulating factor receptor complex 1 JAK2
interleukin-12 receptor complex 1 JAK2
interleukin-23 receptor complex 1 JAK2
postsynaptic endosome 1 PIK3C3
cytoplasmic side of lysosomal membrane 1 GFAP
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
Autolysosome 1 PIK3C3
interleukin-6 receptor complex 1 IL6
[Isoform H]: Cell membrane 1 ACHE
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Meihua Li, Can Zheng, Toru Kawada, Masashi Inagaki, Kazunori Uemura, Tsuyoshi Akiyama, Masaru Sugimachi. Impact of Peripheral α7-Nicotinic Acetylcholine Receptors on Cardioprotective Effects of Donepezil in Chronic Heart Failure Rats. Cardiovascular drugs and therapy. 2021 10; 35(5):877-888. doi: 10.1007/s10557-020-07062-1. [PMID: 32860618]
  • Shu-Juan Zhang, Cong-Xin Huang, Qing-Yan Zhao, Shu-Di Zhang, Zi-Xuan Dai, Hong-Yi Zhao, Yong-Sheng Qian, You-Jing Zhang, You-Cheng Wang, Bo He, Yan-Hong Tang, Teng Wang, Xi Wang. The Role of α7nAChR-Mediated Cholinergic Anti-Inflammatory Pathway in Vagal Nerve Regulated Atrial Fibrillation. International heart journal. 2021; 62(3):607-615. doi: 10.1536/ihj.18-510. [PMID: 34054001]
  • Liu Ji, Yongmei Chen, Huixia Wei, Hui Feng, Ruijie Chang, Di Yu, Xianyu Wang, Xingrui Gong, Mazhong Zhang. Activation of alpha7 acetylcholine receptors reduces neuropathic pain by decreasing dynorphin A release from microglia. Brain research. 2019 07; 1715(?):57-65. doi: 10.1016/j.brainres.2019.03.016. [PMID: 30898676]
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  • K D Welch, K E Panter, D R Gardner, B L Stegelmeier, B T Green, J A Pfister, D Cook. The acute toxicity of the death camas (Zigadenus species) alkaloid zygacine in mice, including the effect of methyllycaconitine coadministration on zygacine toxicity. Journal of animal science. 2011 May; 89(5):1650-7. doi: 10.2527/jas.2010-3444. [PMID: 21521823]
  • Benedict T Green, Kevin D Welch, Dale R Gardner, Bryan L Stegelmeier, James A Pfister, Daniel Cook, T Zane Davis. A toxicokinetic comparison of norditerpenoid alkaloids from Delphinium barbeyi and D. glaucescens in cattle. Journal of applied toxicology : JAT. 2011 Jan; 31(1):20-6. doi: 10.1002/jat.1563. [PMID: 20635330]
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  • Benedict T Green, Kevin D Welch, Dale R Gardner, Bryan L Stegelmeier, T Zane Davis, Daniel Cook, Stephen T Lee, James A Pfister, Kip E Panter. Serum elimination profiles of methyllycaconitine and deltaline in cattle following oral administration of larkspur (Delphinium barbeyi). American journal of veterinary research. 2009 Jul; 70(7):926-31. doi: 10.2460/ajvr.70.7.926. [PMID: 19566479]
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  • K D Welch, B T Green, K E Panter, D R Gardner, J A Pfister, D Cook, B L Stegelmeier. Investigation of the susceptibility of various strains of mice to methyllycaconitine toxicosis. Journal of animal science. 2009 Apr; 87(4):1558-64. doi: 10.2527/jas.2008-1577. [PMID: 19098233]
  • K D Welch, K E Panter, D R Gardner, B T Green, J A Pfister, D Cook, B L Stegelmeier. The effect of 7,8-methylenedioxylycoctonine-type diterpenoid alkaloids on the toxicity of methyllycaconitine in mice. Journal of animal science. 2008 Oct; 86(10):2761-70. doi: 10.2527/jas.2008-1025. [PMID: 18539831]
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  • David H Small, Danuta Maksel, Megan L Kerr, Judy Ng, Xu Hou, Cindy Chu, Hossein Mehrani, Sharon Unabia, Michael F Azari, Richard Loiacono, Marie-Isabel Aguilar, Mary Chebib. The beta-amyloid protein of Alzheimer's disease binds to membrane lipids but does not bind to the alpha7 nicotinic acetylcholine receptor. Journal of neurochemistry. 2007 Jun; 101(6):1527-38. doi: 10.1111/j.1471-4159.2006.04444.x. [PMID: 17286584]
  • Elena Escubedo, Carlos Chipana, Mónica Pérez-Sánchez, Jordi Camarasa, David Pubill. Methyllycaconitine prevents methamphetamine-induced effects in mouse striatum: involvement of alpha7 nicotinic receptors. The Journal of pharmacology and experimental therapeutics. 2005 Nov; 315(2):658-67. doi: 10.1124/jpet.105.089748. [PMID: 16076935]
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  • B L Stegelmeier, J O Hall, D R Gardner, K E Panter. The toxicity and kinetics of larkspur alkaloid, methyllycaconitine, in mice. Journal of animal science. 2003 May; 81(5):1237-41. doi: 10.2527/2003.8151237x. [PMID: 12772851]
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