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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

Description

(-)-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.

CNS Activity

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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.