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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H24N2O
Molecular Weight 248.3639
Optical Activity UNSPECIFIED
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

Molecular Formula C15H24N2O
Molecular Weight 248.3639
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
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
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
The effect of body condition on disposition of alkaloids from silvery lupine (Lupinus argenteus pursh) in sheep.
2004 Sep
Histological evaluation of brain damage caused by crude quinolizidine alkaloid extracts from lupines.
2005 Oct
Hypoglycaemic effect of quinolizidine alkaloids--lupanine and 2-thionosparteine on non-diabetic and streptozotocin-induced diabetic rats.
2007 Jun 22
Evaluation of total quinolizidine alkaloids content in lupin flours, lupin-based ingredients, and foods.
2008 Apr
Periplasmically-exported lupanine hydroxylase undergoes transition from soluble to functional inclusion bodies in Escherichia coli.
2009 Apr 1
Comparative analysis of medicinal plants used in traditional medicine in Italy and Tunisia.
2009 Oct 26
Determination of quinolizidine alkaloids in different Lupinus species by NACE using UV and MS detection.
2010 Dec 15
Overproduced Brucella abortus PdhS-mCherry forms soluble aggregates in Escherichia coli, partially associating with mobile foci of IbpA-YFP.
2010 Sep 28
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:09:41 GMT 2023
Edited
by admin
on Fri Dec 15 19:09:41 GMT 2023
Record UNII
183KU7535A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUPANINE
Common Name English
LUPANIN
Common Name English
LUPANINE D-FORM
MI  
Common Name English
LUPANINE, (+)-
Common Name English
7,14-METHANO-2H,11H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCIN-11-ONE, DODECAHYDRO-, (7S,7AR,14S,14AS)-
Common Name English
LUPANINE, D-
Common Name English
2-OXOSPARTEINE
Common Name English
(+)-2-OXOSPARTEINE
Common Name English
LUPANINE D-FORM [MI]
Common Name English
(+)-LUPANINE
Common Name English
Code System Code Type Description
PUBCHEM
91471
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
MERCK INDEX
m6937
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY Merck Index
FDA UNII
183KU7535A
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID001023908
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
CAS
550-90-3
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
CHEBI
64261
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
CHEBI
28193
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
MESH
C008298
Created by admin on Fri Dec 15 19:09:41 GMT 2023 , Edited by admin on Fri Dec 15 19:09:41 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT