Galegine hydrochloride - ≥97% , CAS No.2368870-39-5

CAS: 2368870-39-5 Cat. No.: G650848 Molecular Weight: 163.65 PubChem CID: 139034173

GRADE & PURITY ≥97%

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Galegine hydrochloride, a guanidine derivative, contributes to weight loss in mice. Guanidine hydrochloride is the compound derived from G. officinalis , which gave rise to the biguanides, metformin and phenformin. Galegine hydrochloride activates AMPK in 3T3-L1 adipocytes and L6 myotubes, as well as in the H4IIE rat hepatoma and HEK293 human kidney cell lines. Galegine hydrochloride has antibacterial activity, with minimum inhibitory concentration of 4 mg/L against Staphylococcus aureus strains.

In Vitro

Pre-treatment with Galegine hydrochloride (10 μM-3 mM; 5 h) produces a concentration-dependent stimulation of insulin-independent glucose uptake by 3T3-L1 adipocytes without any effect on cell viability. Incubation with Galegine hydrochloride (1 μM-1 mM, 5 h) produces a concentration-dependent stimulation of glucose uptake into L6 myotubes, again without any effect on cell viability. Galegine hydrochloride (0.3-300 μM; 24 hours) produced a slight reduction in basal glycerol release and a more marked reduction in isoprenaline-stimulated glycerol release from 3T3-L1 adipocytes. Incubation of H4IIE rat hepatoma cells with Galegine hydrochloride (10 or 300 μM) for up to 6 hours produces a time-dependent activation of AMPK measured in cell lysates, with maximal activation at 360 min and twofold activation still evident at 24 hous in the presence of 300 μM Galegine hydrochloride. The effect of 300 ΜM Galegine hydrochloride is markedly greater than that of 10 μM. Incubation with Galegine hydrochloride for 1 hour produces a concentration-dependent activation of AMPK in both 3T3L-1 adipocytes and L-6 myotubes. Galegine hydrochloride also produces a concentration-dependent activation of the enzyme in a human kidney cell line (HEK293). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Galegine hydrochloride (63 mg/kg; feed; daily for 11 days) produces a significant reduction in body weight . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Adult male BALB/c mice Dosage: 63 mg/kg Administration: feed; daily for 11 days Result: Produced a significant reduction in body weight.

Form:Solid

Specifications

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Galegine hydrochloride, a guanidine derivative, contributes to weight loss in mice. Guanidine hydrochloride is the compound derived from G. officinalis , which gave rise to the biguanides, metformin and phenformin. Galegine hydrochloride activates AMPK in

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CC(=CCN=C(N)N)C.Cl
• IUPAC Name: 2-(3-methylbut-2-enyl)guanidine;hydrochloride
• InChIKey: QORPDBRMGGUYRL-UHFFFAOYSA-N
• INCHI: 1S/C6H13N3.ClH/c1-5(2)3-4-9-6(7)8;/h3H,4H2,1-2H3,(H4,7,8,9);1H
• PubChem CID: 139034173
• Molecular Weight: 163.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Guanidines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Guanidines
• Intermediate Tree Nodes: Not available
• Direct Parent: Guanidines
• Alternative Parents: Propargyl-type 1,3-dipolar organic compounds Carboximidamides Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Guanidine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as guanidines. These are compounds containing a guanidine moiety, with the general structure (R1R2N)(R3R4N)C=N-R5.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: H2O : 43.33 mg/mL (264.77 mM; Need ultrasonic) DMSO : 5.2 mg/mL (31.78 mM; Need ultrasonic)