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

Details

Stereochemistry RACEMIC
Molecular Formula C15H24N2O.2ClH
Molecular Weight 321.286
Optical Activity ( + / - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

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

SMILES

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

InChI

InChIKey=XAJLNIYNOAYDNE-TWQQIOGWSA-N
InChI=1S/C15H24N2O.2ClH/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;2*1H/t11-,12-,13-,14+;;/m0../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Approval Year

PubMed

PubMed

TitleDatePubMed
Mineralogical and chemical interactions of soils eaten by chimpanzees of the Mahale Mountains and Gombe Stream National Parks, Tanzania.
2001 Feb
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
Mass spectrometry of bisquinolizidine alkaloids: 2- and 17-cyano-substituted derivatives of sparteine and lupanine.
2004 May
Phloem alkaloid tolerance allows feeding on resistant Lupinus angustifolius by the aphid Myzus persicae.
2006 Sep
Influence of plant secondary metabolites on in vitro oxidation of methyl ferulate with cell wall peroxidases from lupine apoplast.
2008
Quinolizidine alkaloids in seeds of lupin genotypes of different origins.
2008 May 28
Periplasmically-exported lupanine hydroxylase undergoes transition from soluble to functional inclusion bodies in Escherichia coli.
2009 Apr 1
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 Sat Dec 16 09:13:18 GMT 2023
Edited
by admin
on Sat Dec 16 09:13:18 GMT 2023
Record UNII
9F9506TGS9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUPANINE DIHYDROCHLORIDE, (±)-
Common Name English
7,14-METHANO-2H,11H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCIN-11-ONE, DODECAHYDRO-, HYDROCHLORIDE (1:2), (7R,7AS,14R,14AR)-REL-
Systematic Name English
LUPANINE DL-FORM DIHYDROCHLORIDE [MI]
Common Name English
(±)-LUPANINE DIHYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
6113-05-9
Created by admin on Sat Dec 16 09:13:18 GMT 2023 , Edited by admin on Sat Dec 16 09:13:18 GMT 2023
PRIMARY
PUBCHEM
72710652
Created by admin on Sat Dec 16 09:13:18 GMT 2023 , Edited by admin on Sat Dec 16 09:13:18 GMT 2023
PRIMARY
FDA UNII
9F9506TGS9
Created by admin on Sat Dec 16 09:13:18 GMT 2023 , Edited by admin on Sat Dec 16 09:13:18 GMT 2023
PRIMARY