LUPANINE

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 Search

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

Title	Date	PubMed
Immunolocalization of alkaloids and X-ray microanalysis of elements in lupin seeds.	2001	11732315
Mineralogical and chemical interactions of soils eaten by chimpanzees of the Mahale Mountains and Gombe Stream National Parks, Tanzania.	2001 Feb	14768816
Chemical composition, nutritive value, and toxicology evaluation of Mexican wild lupins.	2001 Nov	11714325
Bacterial removal of quinolizidine alkaloids and other carbon sources from a Lupinus albus aqueous extract.	2002 Apr 10	11929291
Cloning, sequencing and heterologous expression of the gene for lupanine hydroxylase, a quinocytochrome c from a Pseudomonas sp.	2002 Oct 15	12119046
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	15566098
The effect of body condition on disposition of alkaloids from silvery lupine (Lupinus argenteus pursh) in sheep.	2004 Sep	15446497
A phytochemical study of the quinolizidine alkaloids from Genista tenera by gas chromatography-mass spectrometry.	2005 Jul-Aug	16042152
Quinolizidine alkaloids and phomopsins in lupin seeds and lupin containing food.	2006 Apr 21	16359686
Alkaloid profiles, concentration, and pools in velvet lupine (Lupinus leucophyllus) over the growing season.	2007 Jan	17146716
Quinolizidine alkaloids in seeds of lupin genotypes of different origins.	2008 May 28	18433102
Alkaloids and saponins as cytochrome P450 inhibitors from blue cohosh (Caulophyllum thalictroides) in an in vitro assay.	2009 Mar	19137500
Comparative analysis of medicinal plants used in traditional medicine in Italy and Tunisia.	2009 Oct 26	19857257
Determination of quinolizidine alkaloids in different Lupinus species by NACE using UV and MS detection.	2010 Dec 15	20580181
Overproduced Brucella abortus PdhS-mCherry forms soluble aggregates in Escherichia coli, partially associating with mobile foci of IbpA-YFP.	2010 Sep 28	20920169

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:09:41 UTC 2023` Edited by `admin` on `Fri Dec 15 19:09:41 UTC 2023`
Record UNII	183KU7535A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LUPANINE

Common Name

English

LUPANIN

Common Name

English

LUPANINE D-FORM

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