Metabolite List

all metabolites that has the same formula 'C10H14N2'

(-)-Anabasine (BioCAD00000000019)
Formula: C10H14N2 (Exact Mass: 162.1157)

The (S)-enantiomer of anabasine." []

plant natural products
(R,S)-Nicotine (BioCAD00000000790)
Formula: C10H14N2 (Exact Mass: 162.1157)

3-(1-methylpyrrolidin-2-yl)pyridine is an N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2. It is a N-alkylpyrrolidine, a pyridine alkaloid and a pyrrolidine alkaloid. 3-(1-Methylpyrrolidin-2-yl)pyridine is a natural product found in Acacia speckii, Areca, and other organisms with data available. Nicotine is only found in individuals that have used or taken this drug. It is a highly toxic alkaloid. It is the prototypical agonist at nicotinic cholinergic receptors where it dramatically stimulates neurons and ultimately blocks synaptic transmission. Nicotine is also important medically because of its presence in tobacco smoke. [PubChem]Nicotine is a stimulant drug that acts as an agonist at nicotinic acetylcholine receptors. These are ionotropic receptors composed up of five homomeric or heteromeric subunits. In the brain, nicotine binds to nicotinic acetylcholine receptors on dopaminergic neurons in the cortico-limbic pathways. This causes the channel to open and allow conductance of multiple cations including sodium, calcium, and potassium. This leads to depolarization, which activates voltage-gated calcium channels and allows more calcium to enter the axon terminal. Calcium stimulates vesicle trafficking towards the plasma membrane and the release of dopamine into the synapse. Dopamine binding to its receptors is responsible the euphoric and addictive properties of nicotine.Nicotine also binds to nicotinic acetylcholine receptors on the chromaffin cells in the adrenal medulla. Binding opens the ion channel allowing influx of sodium, causing depolarization of the cell, which activates voltage-gated calcium channels. Calcium triggers the release of epinephrine from intracellular vesicles into the bloodstream, which causes vasoconstriction, increased blood pressure, increased heart rate, and increased blood sugar.

(R)-Nicotine (BioCAD00000000883)
Formula: C10H14N2 (Exact Mass: 162.1157)

A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration." []

plant natural products
Anabasine (BioCAD00000006540)
Formula: C10H14N2 (Exact Mass: 162.1157)

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. It's decomposition products include Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases and carbon dioxide.

microbial natural products plant natural products
Nicotine (BioCAD00000015187)
Formula: C10H14N2 (Exact Mass: 162.1157)

Nicotine is an alkaloid found in the nightshade family of plants (Solanaceae), predominantly in tobacco and in lower quantities in tomato, potato, eggplant (aubergine), and green pepper. Nicotine alkaloids are also found in the leaves of the coca plant. Nicotine constitutes 0.3 to 5% of the tobacco plant by dry weight, with biosynthesis taking place in the root and accumulation in the leaves. It is a potent neurotoxin with particular specificity to insects; therefore nicotine was widely used as an insecticide in the past and nicotine derivatives such as imidacloprid continue to be widely used. It has been noted that the majority of people diagnosed with schizophrenia smoke tobacco. Estimates for the number of schizophrenics that smoke range from 75% to 90%. It was recently argued that the increased level of smoking in schizophrenia may be due to a desire to self-medicate with nicotine. More recent research has found the reverse: it is a risk factor without long-term benefit, used only for its short-term effects. However, research on nicotine as administered through a patch or gum is ongoing. As nicotine enters the body, it is distributed quickly through the bloodstream and can cross the blood-brain barrier. On average, it takes about seven seconds for the substance to reach the brain. The half-life of nicotine in the body is around 2 hours. The amount of nicotine inhaled with tobacco smoke is a fraction of the amount contained in the tobacco leaves (most of the substance is destroyed by the heat). The amount of nicotine absorbed by the body from smoking depends on many factors, including the type of tobacco, whether the smoke is inhaled, and whether a filter is used. For chewing tobacco, often called dip, snuff, or sinus, which is held in the mouth between the lip and gum, the amount released into the body tends to be much greater than smoked tobacco. The currently available literature indicates that nicotine, on its own, does not promote the development of cancer in healthy tissue and has no mutagenic properties. Its teratogenic properties have not yet been adequately researched, and while the likelihood of birth defects caused by nicotine is believed to be very small or nonexistent, nicotine replacement product manufacturers recommend consultation with a physician before using a nicotine patch or nicotine gum while pregnant or nursing. However, nicotine and the increased acetylcholinic activity it causes have been shown to impede apoptosis, which is one of the methods by which the body destroys unwanted cells (programmed cell death). Since apoptosis helps to remove mutated or damaged cells that may eventually become cancerous, the inhibitory actions of nicotine create a more favourable environment for cancer to develop. Thus, nicotine plays an indirect role in carcinogenesis. It is also important to note that its addictive properties are often the primary motivating factor for tobacco smoking, contributing to the proliferation of cancer. Nicotine is a highly toxic alkaloid. It is the prototypical agonist at nicotinic cholinergic receptors where it dramatically stimulates neurons and ultimately blocks synaptic transmission. Nicotine is also important medically because of its presence in tobacco smoke. Nicotine is a hygroscopic, oily liquid that is miscible with water in its base form. As a nitrogenous base, nicotine forms salts with acids that are usually solid and water soluble. Nicotine easily penetrates the skin. As shown by the physical data, free base nicotine will burn at a temperature below its boiling point, and its vapours will combust at 95 °C in the air despite a low vapour pressure. Because of this, most nicotine is burned when a cigarette is smoked; however, enough is inhaled to provide the desired effects. Nicotine is a stimulant drug that acts as an agonist at nicotinic acetylcholine receptors. These are ionotropic receptors composed of five homomeric or heteromeric subunits. In the brain, nicotine binds to nicotinic acetylcholine receptors on dopaminergic neurons in the cortico-limbic pathways. This causes the channel to open and allow conductance of multiple cations including sodium, calcium, and potassium. This leads to depolarization, which activates voltage-gated calcium channels and allows more calcium to enter the axon terminal. Calcium stimulates vesicle trafficking towards the plasma membrane and the release of dopamine into the synapse. Dopamine binding to its receptors is responsible for the euphoric and addictive properties of nicotine. Nicotine also binds to nicotinic acetylcholine receptors on the chromaffin cells in the adrenal medulla. Binding opens the ion channel allowing an influx of sodium which causes depolarization of the cell and activates voltage-gated calcium channels. Calcium triggers the release of epinephrine from intracellular vesicles into the bloodstream, which causes vasoconstriction, increased blood pressure, increased heart rate, and increased blood sugar. Cotinine is a byproduct of the metabolism of nicotine which remains in the blood for up to 48 hours and can be used as an indicator of a person's exposure to smoke. In high doses, nicotine will cause a blocking of the nicotinic acetylcholine receptor, which is the reason for its toxicity and its effectiveness as an insecticide. In lower concentrations, the substance acts as a stimulant in mammals and is one of the main factors responsible for the dependence-forming and energy-boosting properties of tobacco smoking.

plant natural products microbial natural products marine natural products
Trimethyl-2-propenylpyrazine (BioCAD00000036130)
Formula: C10H14N2 (Exact Mass: 162.1157)

Trimethyl-2-propenylpyrazine is found in tea. Trimethyl-2-propenylpyrazine is a constituent of roasted green tea aroma.

1-Phenylpiperazine (BioCAD00000174198)
Formula: C10H14N2 (Exact Mass: 162.1157)

3-[(2R)-2-piperidinyl]pyridine (BioCAD00000483042)
Formula: C10H14N2 (Exact Mass: 162.1157)

2-(1-methyl-2-pyrrolidinyl)-pyridine (BioCAD00000483124)
Formula: C10H14N2 (Exact Mass: 162.1157)

3-(1-methylpyrrolidin-2-yl)pyridine (BioCAD00000504931)
Formula: C10H14N2 (Exact Mass: 162.1157)

An N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2." []

N'-(2,4-dimethylphenyl)-N-methylformamidine (BioCAD00000564495)
Formula: C10H14N2 (Exact Mass: 162.1157)

A member of the class of formamidines that is N-methylimidoformamide in which the hydrogen attached to the nitrogen atom has been replaced by a 2,4-dimethylphenyl group. It is a metabolite of the insecticide amitraz." []

2-(1-methylethenyl)-5-(1-methylethyl)pyrazine (BioCAD00000571662)
Formula: C10H14N2 (Exact Mass: 162.1157)

1-methyl-4-pyrrol-1-yl-3,6-dihydro-2H-pyridine (BioCAD00000622532)
Formula: C10H14N2 (Exact Mass: 162.1157)

N-(2,4-Dimethylphenyl)-N-methylimidoformamide (BioCAD00000694346)
Formula: C10H14N2 (Exact Mass: 162.1157)

3-[1-(Dideuteriomethyl)pyrrolidin-2-yl]pyridine (BioCAD00000696875)
Formula: C10H14N2 (Exact Mass: 162.1157)

2-Phenylpiperazine (BioCAD00000700444)
Formula: C10H14N2 (Exact Mass: 162.1157)

1-Methyl-4-(1H-pyrrol-2-yl)-1,2,3,6-tetrahydropyridine (BioCAD00000711356)
Formula: C10H14N2 (Exact Mass: 162.1157)

Rivanicline (BioCAD00000732997)
Formula: C10H14N2 (Exact Mass: 162.1157)

Rivanicline (TC-2403, RJR-2403, (E)-metanicotine) is a partial agonist at neuronal nicotinic acetylcholine receptors, binding primarily to the α4β2 subtype. It was originally developed as a potential treatment for Alzheimer's disease for its nootropic effects but has also been found to inhibit the production of Interleukin-8. It has subsequently been developed as a potential anti-inflammatory treatment for ulcerative colitis. Rivanicline also has stimulant and analgesic actions which are thought due to increased noradrenaline release. Rivanicline is a natural product found in Duboisia hopwoodii with data available.

plant natural products
N-methyl-1,2,3,4-tetrahydroisoquinolin-8-amine (BioCAD00000762075)
Formula: C10H14N2 (Exact Mass: 162.1157)

(±) Anabasine (BioCAD00000775616)
Formula: C10H14N2 (Exact Mass: 162.1157)