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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

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
Immunolocalization of alkaloids and X-ray microanalysis of elements in lupin seeds.
2001
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
Quinolizidine alkaloids isolated from Lupinus species enhance insulin secretion.
2004 Nov 3
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:13:17 GMT 2023
Edited
by admin
on Sat Dec 16 09:13:17 GMT 2023
Record UNII
9K48888N9P
Record Status Validated (UNII)
Record Version
  • Download
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