Hecogenin

Modify Date: 2024-01-02 10:20:04

Hecogenin Structure
Hecogenin structure
Common Name Hecogenin
CAS Number 467-55-0 Molecular Weight 430.620
Density 1.2±0.1 g/cm3 Boiling Point 548.9±50.0 °C at 760 mmHg
Molecular Formula C27H42O4 Melting Point 268°C
MSDS N/A Flash Point 177.8±23.6 °C

 Use of Hecogenin


Hecogenin is a steroid saponin isolated from Agave sisalana and is a selective inhibitor of human UDP-glucuronosyltransferases. Hecogenin has a wide spectrum of pharmacological activities, including anti-inflammatory, antifungal and gastroprotective effects[1].

 Names

Name Hecogenin
Synonym More Synonyms

 Hecogenin Biological Activity

Description Hecogenin is a steroid saponin isolated from Agave sisalana and is a selective inhibitor of human UDP-glucuronosyltransferases. Hecogenin has a wide spectrum of pharmacological activities, including anti-inflammatory, antifungal and gastroprotective effects[1].
Related Catalog
Target

Human UDP-glucuronosyltransferases[1]

In Vivo Hecogenin (3.1-90 mg/kg; oral administration; for 15 hours; male Swiss mice) acutely administered, before ethanol, exhibits a potent gastroprotective effect. The Hecogenin pretreatment normalizes GSH levels and significantly reduces lipid peroxidation and nitrite levels in the stomach, as evaluated by the ethanol-induced gastric lesion model. Hecogenin also decreases MPO release and significantly protects the gastric mucosa[1]. Animal Model: Male Swiss mice (20-30 g) with ethanol[1] Dosage: 3.1 mg/kg, 7.5 mg/kg, 15 mg/kg, 30 mg/kg, 60 mg/kg and 90 mg/kg Administration: Oral administration; for 15 hours Result: Normalized GSH levels and significantly reduced lipid peroxidation and nitrite levels in the stomach, as evaluated by the ethanol-induced gastric lesion model. Decreased MPO release and significantly protected the gastric mucosa.
References

[1]. Santos Cerqueira G, et al. Effects of hecogenin and its possible mechanism of action on experimental models of gastric ulcer in mice. Eur J Pharmacol. 2012 May 15;683(1-3):260-9.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 548.9±50.0 °C at 760 mmHg
Melting Point 268°C
Molecular Formula C27H42O4
Molecular Weight 430.620
Flash Point 177.8±23.6 °C
Exact Mass 430.308319
PSA 55.76000
LogP 4.22
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.559

 Safety Information

Hazard Codes Xi
Risk Phrases R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Phrases S26-S36
WGK Germany 3

 Synonyms

5ALPHA-SPIROSTAN-3BETA-OL-12-ONE
5α-Spirostan-12-one, 3β-hydroxy-, (25R)-
(25R)-5-Spirostan-3-ol-12-one
MFCD00067285
(22R,25R)-3β-Hydroxy-5α-spirostan-12-one
Spirostan-12-one, 3-hydroxy-, (3β,5α,25R)-
12-Oxotigogenin
(3β,5α,25R)-3-Hydroxyspirostan-12-one
Hocogenin
Hecoginin
(25R)-3b-Hydroxy-5a-spirostan-12-one
Hecogenin
EINECS 207-392-4
3-b-Hydroxy-5-a-spirostan-12-one
(3,5,25R)-3-Hydroxysiprostan-1
(3,5,25R)-3-Hydroxysiprostan-12-one
(3b,5a,25R)-3-Hydroxyspirostan-12-one
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