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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H17N
Molecular Weight 127.2273
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CONIINE, (-)-

SMILES

CCC[C@@H]1CCCCN1

InChI

InChIKey=NDNUANOUGZGEPO-MRVPVSSYSA-N
InChI=1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3/t8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C8H17N
Molecular Weight 127.2273
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(-)-Coniine is a biologically active enantiomer of piperidine alkaloid and nicotinic acetylcholine receptor agonist found in poison hemlock (Conium maculatum L.). (-)-Coniine is teratogenic and its teratogenecity can be explained by the binding, activation, and prolonged desensitization of fetal muscle-type nAChR, which results in the complete inhibition of fetal movement.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Fetal muscle-type nicotinic acetylcholine receptor activation in TE-671 cells and inhibition of fetal movement in a day 40 pregnant goat model by optical isomers of the piperidine alkaloid coniine.
2013 Jan
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Human rhabdomyosarcoma cell line TE-671 was incubated with (-)-Coniine at concentrations from 10(-8) M to 10(-3) M. (-)-Coniine was effective at eliciting changes in membrane potential sensing dye fluorescence, with the EC50 value of 65 uM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:09:36 UTC 2023
Edited
by admin
on Sat Dec 16 09:09:36 UTC 2023
Record UNII
QKK1SI92BR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CONIINE, (-)-
Common Name English
(-)-CONIINE
Common Name English
(R)-(-)-CONIINE
Common Name English
PIPERIDINE, 2-PROPYL-, (2R)-
Systematic Name English
(-)-2-PROPYLPIPERIDINE
Systematic Name English
Code System Code Type Description
CAS
5985-99-9
Created by admin on Sat Dec 16 09:09:36 UTC 2023 , Edited by admin on Sat Dec 16 09:09:36 UTC 2023
PRIMARY
PUBCHEM
638021
Created by admin on Sat Dec 16 09:09:36 UTC 2023 , Edited by admin on Sat Dec 16 09:09:36 UTC 2023
PRIMARY
FDA UNII
QKK1SI92BR
Created by admin on Sat Dec 16 09:09:36 UTC 2023 , Edited by admin on Sat Dec 16 09:09:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID301019378
Created by admin on Sat Dec 16 09:09:36 UTC 2023 , Edited by admin on Sat Dec 16 09:09:36 UTC 2023
PRIMARY