LUPININE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H19NO.ClH
Molecular Weight	205.725
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@]12CCCCN1CCC[C@H]2CO

InChI

InChIKey=ZKXVUMSVQBQBCR-BAUSSPIASA-N

InChI=1S/C10H19NO.ClH/c12-8-9-4-3-7-11-6-2-1-5-10(9)11;/h9-10,12H,1-8H2;1H/t9-,10+;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C10H19NO
Molecular Weight	169.264
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/556411 | https://www.ncbi.nlm.nih.gov/pubmed/624390

Lupinine is a bitter tasting quinolizidine alkaloid present in Lupinus species of the Family Fabaceae. It has been shown to lower the locomotion excitation brought on by ethanol anesthesia in mice. Lupinine has also shown some ability to inhibit human and rabbit cholinesterases.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cholinesterase 14 Target ID: P06276 Gene ID: 590.0 Gene Symbol: BCHE Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7405439	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Indolizidine and quinolizidine alkaloids.	2001 Oct	11699884
Thesinine-4'-O-beta-D-glucoside the first glycosylated plant pyrrolizidine alkaloid from Borago officinalis.	2002 Jun	12031432
Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors.	2003 Jan-Feb	12741131
A direct stereoselective approach to trans-2,3-disubstituted piperidines: application in the synthesis of 2-Epi-CP-99,994 and (+)-epilupinine.	2008 Jun 19	18476706
Cholinesterase hydrolysis of substituted lupinine benzoates.	2008 Mar-Apr	18505160
Bactericidal and fungicidal activities of Calia secundiflora (Ort.) Yakovlev.	2008 Sep-Oct	19040102
Epiquinamide: a poison that wasn't from a frog that was.	2009 Feb 27	19245264
Comparative analysis of medicinal plants used in traditional medicine in Italy and Tunisia.	2009 Oct 26	19857257
Short access to (+)-lupinine and (+)-epiquinamide via double hydroformylation.	2010 Feb 5	20038131

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:11:52 GMT 2023` Edited by `admin` on `Fri Dec 15 17:11:52 GMT 2023`
Record UNII	F9BHN6SHEW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LUPININE HYDROCHLORIDE

Common Name

English

LUPININE L-FORM HYDROCHLORIDE [MI]

Common Name

English

(-)-LUPININE HYDROCHLORIDE

Common Name

English

2H-QUINOLIZINE-1-METHANOL, OCTAHYDRO-, HYDROCHLORIDE, (1R,9AR)-

Systematic Name

English

LUPININE, HYDROCHLORIDE

Common Name

English

2H-QUINOLIZINE-1-METHANOL, OCTAHYDRO-, HYDROCHLORIDE, (1R-TRANS)-

Systematic Name

English

Code System Code Type Description

FDA UNII

F9BHN6SHEW