U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

Molecular Formula C12H20N2O
Molecular Weight 208.3
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Successional change in phosphorus stoichiometry explains the inverse relationship between herbivory and lupin density on Mount St. Helens.
2009-11-12
Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors.
2009-09-02
Changes in Lupinus albus and Lupinus angustifolius alkaloid profiles in response to mechanical damage.
2009-07-22
The effect of body condition on serum concentrations of two teratogenic alkaloids (anagyrine and ammodendrine) from lupines (Lupinus species) that cause crooked calf disease.
2008-10
Separation and measurement of plant alkaloid enantiomers by RP-HPLC analysis of their Fmoc-Alanine analogs.
2008-04-29
Ammodendrine and N-methylammodendrine enantiomers: isolation, optical rotation, and toxicity.
2005-05
Beef cattle losses after grazing Lupinus argenteus (silvery lupine).
2001-10
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:25:11 GMT 2025
Edited
by admin
on Mon Mar 31 19:25:11 GMT 2025
Record UNII
U0X8I482C7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMMODENDRINE
Common Name English
(+)-AMMODENDRINE
Preferred Name English
ISOAMMODENDRIN
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 Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY
PUBCHEM
442625
Created by admin on Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY
MESH
C068578
Created by admin on Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY
FDA UNII
U0X8I482C7
Created by admin on Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY
EPA CompTox
DTXSID70964226
Created by admin on Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY
CAS
494-15-5
Created by admin on Mon Mar 31 19:25:11 GMT 2025 , Edited by admin on Mon Mar 31 19:25:11 GMT 2025
PRIMARY