Basic information Safety Supplier Related

HECOGENIN ACETATE

Basic information Safety Supplier Related

HECOGENIN ACETATE Basic information

Product Name:
HECOGENIN ACETATE
Synonyms:
  • 25R,5ALPHA-SPIROSTAN-3BETA-OL-12-ONE 3-ACETATE
  • 5-ALPHA, 20-ALPHA, 22-ALPHA, 25D-SPIROSTAN-3-BETA-OL-12-ONE ACETATE
  • HECOGENIN ACETATE
  • 12-oxo-5-alpha-spirostan-3-beta-yl acetate
  • (-)-HECOGENIN ACETATE, TECH., 90%
  • HECOGENIN ALCOHOL
  • (22R,25R)-3β-Acetoxy-5α-spirostane-12-one
  • (25R)-3β-Acetoxy-5α-spirostane-12-one
CAS:
915-35-5
MF:
C29H44O5
MW:
472.66
EINECS:
213-021-7
Product Categories:
  • Pharmaceutical Intermediates
  • Biochemistry
  • Steroids
  • Steroids (Others)
Mol File:
915-35-5.mol
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HECOGENIN ACETATE Chemical Properties

Melting point:
246-248 °C (dec.)(lit.)
Boiling point:
95-140 °C
Density 
1.15±0.1 g/cm3(Predicted)
refractive index 
-4 ° (C=1, Dioxane)
storage temp. 
Refrigerator
solubility 
Chloroform (Sparingly), Dioxane (Sparingly, Heated), Ethyl Acetate (Slightly, Heated)
form 
Solid
color 
White
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2937.29.9095

MSDS

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HECOGENIN ACETATE Usage And Synthesis

Description

Hecogenin acetate is a steroid sapogenin and an acetylated form of hecogenin that has anthelmintic and antinociceptive properties. It reduces the percentage of mobile larvae in goat fecal cultures containing Haemonchus, Oesophagostomum, and Trichostrongylus nematodes (EC50 = 0.49 mg/ml). Hecogenin acetate (5, 10, or 20 mg/kg, i.p.) inhibits development of mechanical hyperalgesia induced by carrageenan, TNF-α, dopamine , and prostaglandin E2 (PGE2; ) in mice. It also increases latency to tail withdrawal in the tail flick test and has no effect on motor performance in the rotarod test in mice when administered at a dose of 40 mg/kg.

Uses

Hecogenin Acetate, is a derivative of Hecogenin (H129945), which is a sapogenin present in the leaves of species from the Agave genus, possessing wide spectrum of pharmacology activities, such as having antinociceptive properties.

Definition

ChEBI: HECOGENIN ACETATE is a triterpenoid.

Purification Methods

Crystallise the acetate from MeOH. [Beilstein 19 IV 2583.]

References

[1] ACIDáLIA CARINE VIEIRA SANTOS. In vitro ovicidal and larvicidal activities of some saponins and flavonoids against parasitic nematodes of goats.[J]. Parasitology, 2018, 145 14: 1884-1889. DOI: 10.1017/s0031182018000689
[2] JULLYANA S S QUINTANS. Evidence for the involvement of spinal cord-inhibitory and cytokines-modulatory mechanisms in the anti-hyperalgesic effect of hecogenin acetate, a steroidal sapogenin-acetylated, in mice.[J]. Molecules, 2014, 19 6: 8303-8316. DOI: 10.3390/molecules19068303
[3] KELLY BARBOSA GAMA. Evidence for the Involvement of Descending Pain-Inhibitory Mechanisms in the Antinociceptive Effect of Hecogenin Acetate[J]. Journal of Natural Products , 2013, 76 4: 559-563. DOI: 10.1021/np3007342

HECOGENIN ACETATESupplier

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