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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H20N2O
Molecular Weight 208.3
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMMODENDRINE

SMILES

CC(=O)N1CCCC(=C1)[C@H]2CCCCN2

InChI

InChIKey=APKLQIQRPUDADG-GFCCVEGCSA-N
InChI=1S/C12H20N2O/c1-10(15)14-8-4-5-11(9-14)12-6-2-3-7-13-12/h9,12-13H,2-8H2,1H3/t12-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Ammodendrine and N-methylammodendrine enantiomers: isolation, optical rotation, and toxicity.
2005 May
The effect of body condition on serum concentrations of two teratogenic alkaloids (anagyrine and ammodendrine) from lupines (Lupinus species) that cause crooked calf disease.
2008 Oct
Separation and measurement of plant alkaloid enantiomers by RP-HPLC analysis of their Fmoc-Alanine analogs.
2008 Sep-Oct
Changes in Lupinus albus and Lupinus angustifolius alkaloid profiles in response to mechanical damage.
2009 Jul 22
Successional change in phosphorus stoichiometry explains the inverse relationship between herbivory and lupin density on Mount St. Helens.
2009 Nov 12
Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors.
2010 May-Jun
Name Type Language
AMMODENDRINE
Common Name English
ISOAMMODENDRIN
Common Name English
(+)-AMMODENDRINE
Common Name English
SPHEROCARPINE
Common Name English
ETHANONE, 1-(3,4-DIHYDRO-5-(2R)-2-PIPERIDINYL-1(2H)-PYRIDINYL)-
Systematic Name English
Code System Code Type Description
CHEBI
2670
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
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PUBCHEM
442625
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
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MESH
C068578
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
PRIMARY
FDA UNII
U0X8I482C7
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
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EPA CompTox
DTXSID70964226
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
PRIMARY
CAS
494-15-5
Created by admin on Fri Dec 15 18:54:08 GMT 2023 , Edited by admin on Fri Dec 15 18:54:08 GMT 2023
PRIMARY