Pharmacology

What It Is

Estratetraenol acetate (Cโ‚‚โ‚€Hโ‚‚โ‚„Oโ‚‚, MW 296.4) is the acetate ester prodrug of estratetraenol. The 3-hydroxyl group is esterified with acetic acid, creating a compound that is hydrolyzed by skin esterases to release free estratetraenol over time. Non-estrogenic (retains the C16=C17 double bond). CAS number not documented in major databases.

Overview

Estratetraenol acetate is an acetylated derivative of estratetraenol (EST), created by esterifying the 3-hydroxyl group with acetic acid. This modification creates a prodrug โ€” a compound that is converted by the body's enzymes (esterases) back into the active parent compound, estratetraenol.

Unlike methoxyestratetraenol (MEO-EST), which is a stable methyl ether that doesn't convert back to EST, the acetate ester is designed to be cleaved, releasing free estratetraenol over time. This may provide a depot or slow-release effect, potentially extending the duration of estratetraenol's effects.

The compound retains the 16-position double bond characteristic of human estratetraenes, meaning it has NO estrogenic activity (despite being estrogen-derived).

Chemical Notes

Ester Hydrolysis: The acetate ester is cleaved by esterases (enzymes found in skin, blood, and tissues):

Estratetraenol-3-acetate + Hโ‚‚O โ†’ Estratetraenol + Acetic acid

This occurs relatively quickly (minutes to hours), making it a true prodrug rather than a separate active compound.

Improved Properties:

  • Loss of H-bonding ability (before hydrolysis) may improve skin penetration
  • Slightly more volatile than free EST
  • More stable in formulations
  • Better shelf life

Important Distinction: This is NOT a ketone (estratetraenone) - the 16-position double bond prevents a 17-ketone from existing. The acetate is at position 3 (the phenolic OH), not position 17.