Anabasine (BioDeep_00000000753)

 

Secondary id: BioDeep_00000016554

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin BioNovoGene_Lab2019 natural product


代谢物信息卡片


1-[(tert-butyl)oxycarbonyl]-4-phenylpyrroline-3-carboxylicacid

化学式: C10H14N2 (162.1157)
中文名称: (+)-假木贼碱, (+)-新烟碱, 毒藜碱, (+)-毒藜碱, 新烟碱, (-)-假木贼碱
谱图信息: 最多检出来源 Viridiplantae(plant) 10.9%

分子结构信息

SMILES: C1(C2NCCCC2)=CC=CN=C1
InChI: InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2

描述信息

Anabasine is a pyridine alkaloid that is pyridine substituted by a piperidin-2-yl group at position 3. It has a role as a plant metabolite, a teratogenic agent and a nicotinic acetylcholine receptor agonist. It is a piperidine alkaloid and a pyridine alkaloid.
Anabasine is a natural product found in Nicotiana, Nicotiana tabacum, and Anabasis aphylla with data available.
Anabasine is a nicotine analog that is an alkaloid found in tree tobacco (Nicotiana glauca) and is comprised of a pyridine substituted by a piperidin-2-yl group at position 3. Anabasine has been used as an industrial insecticide and, since it is present in trace amounts in tobacco smoke, its detection in urine can be used as an indicator of exposure to tobacco smoke.
Anabasine is a nicotinic receptor agonist toxin and Cholinesterase inhibitor which acts upon the nicotinic acetylcholine receptors. Anabasine is an unstable yellow liquid which is succeptable to light, heat and moisture. Its decomposition products include Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases and carbon dioxide. Anabasine is a pyridine alkaloid found in the stem of the (Nicotiana glauca) plant, a close relative of (Nicotiana tabacum) the common tobacco plant. Anabasine is a metabolite of nicotine which can be used as an indicator of a persons exposure to tobbacco smoke. A piperidine botanical insecticide.
A piperidine botanical insecticide.
Anabasine is a pyridine and piperidine alkaloid found in the Tree Tobacco (Nicotiana glauca) plant, a close relative of the common tobacco plant (Nicotiana tabacum). It is a structural isomer of, and chemically similar to, nicotine. Its principal (historical) industrial use is as an insecticide. Anabasine is a nicotinic receptor agonist toxin and Cholinesterase inhibitor which acts upon the nicotinic acetylcholine receptors. Anabasine is an unstable yellow liquid which is succeptable to light, heat and moisture. Its decomposition products include Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases and carbon dioxide.
Anabasine is a nicotinic receptor agonist toxin and Cholinesterase inhibitor which acts upon the nicotinic acetylcholine receptors.
A pyridine alkaloid that is pyridine substituted by a piperidin-2-yl group at position 3.
D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals
(±) Anabasine is a biphasic muscle relaxant.
(±) Anabasine is a biphasic muscle relaxant.
Anabasine ((S)-Anabasine) is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical?pesticide?nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 μM)[1][2].
Anabasine ((S)-Anabasine) is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical?pesticide?nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 μM)[1][2].

同义名列表

66 个代谢物同义名

1-[(tert-butyl)oxycarbonyl]-4-phenylpyrroline-3-carboxylicacid; 3-[(2RS)-Piperidin-2-yl]pyridine ((RS)-Anabasine); ( inverted exclamation markA) Anabasine; 1,2,3,4,5,6-Hexahydro-[2,3]Bipyridinyl; (+/-)-Anabasine, >=90\\% (TLC), liquid; 2-(3-PYRIDYL)PIPERIDINE/(-)-ANABASINE; E48D8A38-D352-4AA3-BCCF-B14E46A0556C; PHENYLTHIOHYDANTOIN-ASPARTICACID; rac.-2-(pyridin-3-yl)piperidine; (S)-3-(2-Piperidinyl)pyridine; Pyridine, 3-(2-piperidinyl)-; 2-(3-Pyridinyl)piperidine #; 2-(pyridin-3-yl)-piperidine; PYRIDINE,3-(2-PIPERIDINYL)-; (-)-2-(3-Pyridyl)piperidine; 3-(piperidin-2-yl)pyridine; L-3-(2-Piperidyl)pyridine; 3-(2-Piperidinyl)pyridine; 2-(3-Pyridinyl)piperidine; 2-(3-Pyridyl) piperidine; 2-Pyridin-3-ylpiperidine; 3-piperidin-2-ylpyridine; 3-(2-piperidyl)pyridine; (+/-)-ABSCISICACID; Prestwick0_000669; Anabasine, >=97\\%; Prestwick2_000669; (.+/-.)-Anabasine; Prestwick1_000669; Spectrum2_001792; Spectrum4_000071; Spectrum4_001899; Spectrum3_001356; Spectrum5_000558; Anabasine, (+/-); (+/-) Anabasine; (R,S)-ANABASINE; S-(-)-Anabasine; (+/-)-Anabasine; (+-)-Anabasine; (+/-)Anabasine; (-)-Anabasine; DivK1c_006712; (±)-Anabasine; KBio3_002391; KBio2_000383; KBio2_005519; () Anabasine; PDSP1_000171; PDSP2_000170; KBio2_002951; DL-Anabasine; KBio1_001656; Neonicotine; SMP2_000070; Neonikotin; Anabasine; Anabazin; Anabasin; (±) Anabasine; (S)-Anabasine; (+)-Anabasine; (-)-Anabasine; Anabasine; (-)-Anabasine; Anabasine



数据库引用编号

31 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)

214 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 4 PMP2, QPRT, SLC9A1, TTN
Peripheral membrane protein 3 CYP1B1, GBA1, GORASP1
Endosome membrane 1 CTSD
Endoplasmic reticulum membrane 2 CYP19A1, CYP1B1
Nucleus 4 CBFA2T2, PMP2, SPEG, TTN
cytosol 3 PMP2, QPRT, TTN
trans-Golgi network 1 GBA1
nucleoplasm 3 CBFA2T2, CD2, SLC9A1
Cell membrane 4 CD2, CHRNA7, SLC9A1, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 1 SLC9A1
Multi-pass membrane protein 3 CHRNA7, CYP19A1, SLC9A1
Golgi apparatus membrane 1 GORASP1
Synapse 1 CHRNA7
cell surface 4 CD2, ICAM1, SLC9A1, TNF
Golgi apparatus 3 CD2, GBA1, GORASP1
Golgi membrane 1 GORASP1
lysosomal membrane 2 CTSD, GBA1
neuronal cell body 1 TNF
postsynapse 1 CHRNA7
Lysosome 2 CTSD, GBA1
plasma membrane 7 BCHE, CD2, CHRNA7, ICAM1, REN, SLC9A1, TNF
Membrane 6 CHRNA7, CYP19A1, CYP1B1, ICAM1, REN, SLC9A1
apical plasma membrane 1 SLC9A1
basolateral plasma membrane 1 SLC9A1
extracellular exosome 8 CTSD, GBA1, ICAM1, LCN2, PMP2, QPRT, SLC9A1, TTN
Lysosome membrane 1 GBA1
Lumenal side 1 GBA1
endoplasmic reticulum 2 CYP19A1, GBA1
extracellular space 7 BCHE, CTSD, ICAM1, IL6, LCN2, REN, TNF
lysosomal lumen 2 CTSD, GBA1
perinuclear region of cytoplasm 1 SLC9A1
intercalated disc 1 SLC9A1
mitochondrion 3 BCO2, CYP1B1, SLC9A1
protein-containing complex 1 CD2
intracellular membrane-bounded organelle 1 CYP1B1
Microsome membrane 2 CYP19A1, CYP1B1
Single-pass type I membrane protein 2 CD2, ICAM1
Secreted 4 BCHE, IL6, LCN2, REN
extracellular region 8 BCHE, CD2, CTSD, IL6, LCN2, REN, TNF, TTN
cytoplasmic side of plasma membrane 1 CD2
mitochondrial matrix 1 BCO2
Cytoplasmic vesicle lumen 1 LCN2
external side of plasma membrane 3 CD2, ICAM1, TNF
T-tubule 1 SLC9A1
Z disc 1 TTN
apical part of cell 1 REN
cell-cell junction 1 CD2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 CHRNA7
Membrane raft 4 CTSD, ICAM1, SLC9A1, TNF
focal adhesion 2 ICAM1, SLC9A1
cis-Golgi network 1 GORASP1
collagen-containing extracellular matrix 2 CTSD, ICAM1
Postsynaptic cell membrane 1 CHRNA7
neuron projection 1 CHRNA7
phagocytic cup 1 TNF
blood microparticle 1 BCHE
Basolateral cell membrane 1 SLC9A1
endosome lumen 1 CTSD
I band 1 TTN
M band 1 TTN
Melanosome 1 CTSD
myelin sheath 1 PMP2
plasma membrane raft 1 CHRNA7
ficolin-1-rich granule lumen 1 CTSD
endoplasmic reticulum lumen 2 BCHE, IL6
specific granule lumen 2 CTSD, LCN2
tertiary granule lumen 1 CTSD
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
immunological synapse 1 ICAM1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
condensed nuclear chromosome 1 TTN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
acetylcholine-gated channel complex 1 CHRNA7
catalytic complex 1 QPRT
interleukin-6 receptor complex 1 IL6
cation-transporting ATPase complex 1 SLC9A1
striated muscle thin filament 1 TTN
Cytoplasmic granule lumen 1 LCN2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
organelle 1 TTN


文献列表

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  • Kacper Piotr Kaminski, Lucien Bovet, Helene Laparra, Gerhard Lang, Damien De Palo, Nicolas Sierro, Simon Goepfert, Nikolai V Ivanov. Alkaloid chemophenetics and transcriptomics of the Nicotiana genus. Phytochemistry. 2020 Sep; 177(?):112424. doi: 10.1016/j.phytochem.2020.112424. [PMID: 32526514]
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  • Nipunika H Godage, Erasmus Cudjoe, Rabin Neupane, Sai Hs Boddu, Pradeep Kumar Bolla, Jwala Renukuntla, Emanuela Gionfriddo. Biocompatible SPME fibers for direct monitoring of nicotine and its metabolites at ultra trace concentration in rabbit plasma following the application of smoking cessation formulations. Journal of chromatography. A. 2020 Aug; 1626(?):461333. doi: 10.1016/j.chroma.2020.461333. [PMID: 32797819]
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  • Kristin Andrud, Hong Xing, Bjarne Gabrielsen, Linda Bloom, Vladimir Mahnir, Stephen Lee, Benedict T Green, Jon Lindstrom, William Kem. Investigation of the Possible Pharmacologically Active Forms of the Nicotinic Acetylcholine Receptor Agonist Anabaseine. Marine drugs. 2019 Oct; 17(11):. doi: 10.3390/md17110614. [PMID: 31671780]
  • Carlos F Pinto, D Torrico-Bazoberry, M Penna, R Cossio-Rodríguez, R Cocroft, H Appel, H M Niemeyer. Chemical Responses of Nicotiana tabacum (Solanaceae) Induced by Vibrational Signals of a Generalist Herbivore. Journal of chemical ecology. 2019 Aug; 45(8):708-714. doi: 10.1007/s10886-019-01089-x. [PMID: 31313135]
  • Kristen M Michaud, Rebecca E Irwin, Nicholas A Barber, Lynn S Adler. Preinfection Effects of Nectar Secondary Compounds on a Bumble Bee Gut Pathogen. Environmental entomology. 2019 06; 48(3):685-690. doi: 10.1093/ee/nvz018. [PMID: 30855085]
  • B T Green, S T Lee, J W Keele, K D Welch, D Cook, J A Pfister, W R Kem. Complete inhibition of fetal movement in the day 40 pregnant goat model by the piperidine alkaloid anabasine but not related alkaloids. Toxicon : official journal of the International Society on Toxinology. 2018 Mar; 144(?):61-67. doi: 10.1016/j.toxicon.2018.02.007. [PMID: 29452148]
  • Amanda Gobeli, Dane Crossley, Jeff Johnson, Kelly Reyna. The effects of neonicotinoid exposure on embryonic development and organ mass in northern bobwhite quail (Colinus virginianus). Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2017 May; 195(?):9-15. doi: 10.1016/j.cbpc.2017.02.001. [PMID: 28188895]
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