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Details

Stereochemistry RACEMIC
Molecular Formula C15H24N2O
Molecular Weight 248.3639
Optical Activity ( + / - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUPANINE, (±)-

SMILES

[H][C@]12CN3CCCC[C@@]3([H])[C@]([H])(CN4C(=O)CCC[C@]14[H])C2

InChI

InChIKey=JYIJIIVLEOETIQ-XDQVBPFNSA-N
InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Bacterial removal of quinolizidine alkaloids and other carbon sources from a Lupinus albus aqueous extract.
2002 Apr 10
Alkaloid profile of leaves and seeds of Lupinus hintonii C. P. Smith.
2002 Mar-Apr
Cloning, sequencing and heterologous expression of the gene for lupanine hydroxylase, a quinocytochrome c from a Pseudomonas sp.
2002 Oct 15
The quinohaemoprotein lupanine hydroxylase from Pseudomonas putida.
2003 Apr 11
Comparison of plasma disposition of alkaloids after lupine challenge in cattle that had given birth to calves with lupine-induced arthrogryposis or clinically normal calves.
2004 Nov
Do naïve ruminants degrade alkaloids in the rumen?
2005 Apr
A phytochemical study of the quinolizidine alkaloids from Genista tenera by gas chromatography-mass spectrometry.
2005 Jul-Aug
Alkaloid profiles, concentration, and pools in velvet lupine (Lupinus leucophyllus) over the growing season.
2007 Jan
Quinolizidine alkaloids in seeds of lupin genotypes of different origins.
2008 May 28
Name Type Language
LUPANINE, (±)-
Common Name English
(±)-LUPANINE
Common Name English
(±)-2-OXOSPARTEINE
Common Name English
(RAC)-2-OXOSPARTEINE
Common Name English
7,14-METHANO-2H,11H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCIN-11-ONE, DODECAHYDRO-, (7R,7AS,14R,14AR)-REL-
Systematic Name English
DL-LUPANINE
Common Name English
LUPANINE DL-FORM [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m6937
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY Merck Index
CAS
4356-43-8
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY
FDA UNII
9K48888N9P
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY
PUBCHEM
91471
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY