CAS 125279-72-3

(-)-Lentiginosine

Description:

(-)-Lentiginosine is a naturally occurring alkaloid that belongs to the class of compounds known as indole alkaloids. It is primarily derived from certain plant species, particularly those in the genus *Lantana*. This compound is characterized by its chiral nature, existing as a specific enantiomer, which contributes to its biological activity. (-)-Lentiginosine has been studied for its potential pharmacological properties, including anti-inflammatory and anti-cancer effects, although further research is needed to fully understand its mechanisms of action and therapeutic potential. The compound typically exhibits moderate solubility in organic solvents and may have limited solubility in water, which is common for many alkaloids. Its molecular structure features a complex arrangement of carbon, hydrogen, nitrogen, and oxygen atoms, contributing to its unique chemical properties. As with many natural products, the extraction and purification of (-)-Lentiginosine from plant sources can be challenging, necessitating advanced techniques in organic chemistry for its isolation and characterization.

Formula: C₈H₁₅NO₂

InChI: InChI=1S/C8H15NO2/c10-7-5-9-4-2-1-3-6(9)8(7)11/h6-8,10-11H,1-5H2/t6-,7-,8-/m1/s1

InChI key: InChIKey=SQECYPINZNWUTE-BWZBUEFSSA-N

SMILES: O[C@@H]1[C@@]2(N(C[C@H]1O)CCCC2)[H]

Synonyms:

• (1R,2R,8aR)-1,2-Dihydroxyindolizidine
• (1R,2R,8aR)-Lentiginosine
• (1R,2R,8aR)-Octahydro-1,2-indolizinediol
• (1R,2R,8aR)-octahydroindolizine-1,2-diol
• 1,2-Indolizinediol, octahydro-, (1R,2R,8aR)-
• 1,2-Indolizinediol, octahydro-, [1R-(1α,2β,8aα)]-
• [1R-(1a,2,8aa)]-Octahydro-1,2-indolizinediol
• Lentiginosine, (-)-
• (-)-Lentiginosine

(-)-Lentiginosine

CAS: 125279-72-3

Formula: C₈H₁₅NO₂

Color and Shape: Solid

Molecular weight: 157.2102

Ref: IN-DA000NFM

(-)-Lentiginosine

CAS: 125279-72-3

(-)-Lentiginosine is a natural iminosugar that serves as a potent glycosidase inhibitor. This compound is sourced primarily from a variety of plant species, where it occurs naturally as a secondary metabolite. The mode of action of (-)-lentiginosine involves the competitive inhibition of glycosidase enzymes, particularly α-glucosidases. By binding to these enzymes, it prevents the hydrolysis of glycosidic bonds, therefore impeding carbohydrate digestion and absorption processes.

Formula: C₈H₁₅NO₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 157.21 g/mol

Ref: 3D-ML24866

(-)-Lentiginosine

Controlled Product

CAS: 125279-72-3

Applications A selective and powerful inhibitor of amyloglucosidases.
References Pastuszak, I., et al.: Biochemistry, 29, 1881 (1990), Chandra, K., et al.: J. Org. Chem., 67, 4630 (2002)

Formula: C₈H₁₅NO₂

Color and Shape: Neat

Molecular weight: 157.21

Ref: TR-L329000

Lentiginosine

CAS: 125279-72-3

Lentiginosine is a selective amyloglucosidase inhibitor.

Formula: C₈H₁₅NO₂

Color and Shape: Solid

Molecular weight: 157.21

Ref: TM-T25662