AMMODENDRINE

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

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

PubMed

Title	Date	PubMed
Beef cattle losses after grazing Lupinus argenteus (silvery lupine).	2001 Oct	11577932
Ammodendrine and N-methylammodendrine enantiomers: isolation, optical rotation, and toxicity.	2005 May	15921409
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	18539842
Separation and measurement of plant alkaloid enantiomers by RP-HPLC analysis of their Fmoc-Alanine analogs.	2008 Sep-Oct	18438757
Changes in Lupinus albus and Lupinus angustifolius alkaloid profiles in response to mechanical damage.	2009 Jul 22	19537792
Successional change in phosphorus stoichiometry explains the inverse relationship between herbivory and lupin density on Mount St. Helens.	2009 Nov 12	19907662
Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors.	2010 May-Jun	20116429

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:54:08 GMT 2023` Edited by `admin` on `Fri Dec 15 18:54:08 GMT 2023`
Record UNII	U0X8I482C7
Record Status	`Validated (UNII)`
Record Version

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