.BETA.-ISOSPARTEINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H26N2
Molecular Weight	234.3803
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@@H]34)[C@@H]2C1

InChI

InChIKey=SLRCCWJSBJZJBV-AJNGGQMLSA-N

InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H26N2
Molecular Weight	234.3803
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18798673 | https://www.ncbi.nlm.nih.gov/pubmed/641742 | DOI: 10.1021/jf00112a048

b-Isospartaine is a C2 symmetrical diastereoisomer of Sparteine. It has been found in a variety of Lupus species. b-Isospartaine exhibited the potent acute toxic response for mice but less prominent than (-)-Sparteine has (LD50=92.5 mg/kg vs 47.5mg/kg, respectively).

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
A Two-Directional Synthesis of (+)-β-Isosparteine.	2017-07-07	28609629
Total synthesis of (+/-)-alpha-isosparteine, (+/-)-beta-isosparteine, and (+/-)-sparteine from a common tetraoxobispidine intermediate.	2008-10-17	18798673
(-)-alpha-Isosparteine from Lupinus argenteus var. stenophyllus.	1983-05	6864508
Alkaloids from Lupinus argenteus var. stenophyllus.	1978-03	641742
(-)-7-hydroxy-beta-isosparteine, an alkaloid accompanying beta-isosparteine in Lupinus sericeus Pursh.	1967-10	6077626

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 `Mon Mar 31 22:34:29 GMT 2025` Edited by `admin` on `Mon Mar 31 22:34:29 GMT 2025`
Record UNII	HPV1ED2WZQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.BETA.-ISOSPARTEINE

Common Name

English

.BETA.-ISOSPARTEINE [MI]

Preferred Name

English

.BETA.-SPARTEINE

Common Name

English

7,14-METHANO-2H,6H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCINE, DODECAHYDRO-, (7S-(7.ALPHA.,7A.BETA.,14.ALPHA.,14A.BETA.))-

Systematic Name

English

.BETA.-ISOSPARTEINE, (+)-

Common Name

English

7,14-METHANO-2H,6H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCINE, DODECAHYDRO-, (7S,7AS,14S,14AS)-

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m252