Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C8H17N |
| Molecular Weight | 127.2273 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC1CCCCN1
InChI
InChIKey=NDNUANOUGZGEPO-UHFFFAOYSA-N
InChI=1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3
| Molecular Formula | C8H17N |
| Molecular Weight | 127.2273 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9001585
https://www.ncbi.nlm.nih.gov/pubmed/27107833
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9001585
https://www.ncbi.nlm.nih.gov/pubmed/27107833
Coniine is a toxic alkaloid contained in the seeds and leaves of Conium maculatum which is a well-known poisonous plant since ancient times. Coniine is a nicotinic acetylcholine receptor (nAChR) agonist. In vivo coniine causes a biphasic response of first stimulation followed by blockade of nicotinic receptors in the
central nervous system and periphery. Clinical signs of poisoning include protrusion of the nictitating membrane, excessive salivation, and frequent urination and defecation, loss
of coordination, muscle weakness, and tremors followed by collapse and death due to respiratory failure. Coniine is a documented teratogen in many domestic species.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of coniine on peripheral and central synaptic transmission. | 1966 May |
|
| Comparison of nicotinic receptor binding and biotransformation of coniine in the rat and chick. | 1996 Dec 31 |
|
| Stereoselective potencies and relative toxicities of coniine enantiomers. | 2008 Oct |
|
| Antinociceptive activity of coniine in mice. | 2009 Sep 7 |
|
| The effect of coniine on presynaptic nicotinic receptors. | 2016 |
Patents
Sample Use Guides
lethal dose < 5 mg/kg
Route of Administration:
Oral
Anococcygeus muscles were first contracted by a submaximal concentration of phenylephrine (0.1 μM). When the contractile response had reached a plateau, nicotine
(1–100 μM) was added to the medium. After the response to nicotine was complete and had subsided, tissues were washed several times until tensions returned to resting
level. The nicotine-induced noradrenergic contraction response was examined in the presence of the NO-stimulated soluble guanylyl cyclase inhibitor ODQ (oxadiazolo quinoxaline-1-one; 10 μM) in anococcygeus muscle. In the presence of coniin (1–100 μM), a sequential contraction-relaxation procedure with phenylephrine and nicotine applied. Coniine inhibited the noradrenergic contraction response both in 10 and 100 μM concentration (–logIC50 = 4.57 ± 0.12 (M)).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:02:45 UTC 2023
by
admin
on
Sat Dec 16 09:02:45 UTC 2023
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| Record UNII |
04R53ZF48T
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| Record Status |
Validated (UNII)
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| Record Version |
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3238-60-6
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04R53ZF48T
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221-801-3
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9985
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DTXSID3046821
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