3-O-Ethyl Ascorbic Acid

3-O-Ethyl Ascorbic Acid

Nome del prodotto 3-O-Ethyl Ascorbic Acid
Numero CAS 86404-04-8
Aspetto Polvere cristallina di colore da bianco a bianco sporco
Caratteristiche tecniche ≥98,01 TP3T (HPLC)
Formula molecolare C8H12O6
Peso molecolare 204.18 g/mol
Solubilità Soluble in water, ethanol, propylene glycol
Perdita per essiccazione ≤0.5%
Metalli pesanti ≤10 ppm
Confezione 25 kg fiber drum with inner polyethylene bag

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3-O-Ethyl Ascorbic Acid Structure

Sinonimi: 3-O-Ethyl Ascorbic Acid, 3-O-Ethyl-L-ascorbic acid, Ethyl Ascorbic Acid, EAC, Vitamin C Ethyl Ether, 3-O-Ethylascorbate

3-O-Ethyl Ascorbic Acid is a stable, lipophilic derivative of L-ascorbic acid (Vitamin C) where the hydroxyl group at the C-3 position is etherified with an ethyl group. This structural modification protects the enediol moiety—the key antioxidant pharmacophore—from rapid oxidation, while preserving the ability to release ascorbate upon enzymatic or chemical hydrolysis in vivo. The ethyl ether enhances lipophilicity, facilitating penetration through the stratum corneum and enabling delivery into deeper skin layers, where it acts as a reservoir for sustained Vitamin C activity.

Commercially, 3-O-Ethyl Ascorbic Acid is produced via a multi-step synthesis starting from L-ascorbic acid, involving selective protection and ethylation. It is supplied as a high-purity crystalline powder (≥98% HPLC) that remains stable under normal storage conditions, unlike ascorbic acid which degrades rapidly in aqueous formulations. This stability profile makes it a preferred active in anhydrous and emulsion-based cosmetic systems, as well as in topical pharmaceuticals where consistent dosing is critical.

In the B2B arena, 3-O-Ethyl Ascorbic Acid is utilized by formulators for skin-brightening, anti-aging, and antioxidant products. Its ability to inhibit tyrosinase and modulate collagen synthesis has been documented in peer-reviewed studies, driving demand in the personal care and dermatology sectors. Our material is manufactured under cGMP and is available with full regulatory documentation to support global product registrations.

Chemical Structure & Properties

The molecule retains the γ-lactone ring of ascorbic acid but carries an ethyl group at the C-3 hydroxyl, which blocks the primary site of oxidative degradation. The free C-2 hydroxyl still allows for antioxidant activity, though the ethyl group must be removed for full Vitamin C function. The compound is a white to off-white powder with a molecular weight of 204.18 g/mol. It is freely soluble in water (up to 10% w/v) and common glycols, and exhibits excellent stability in formulations with a pH below 6.0.

Meccanismo d'azione

  • Antioxidant activity: Scavenges reactive oxygen species (ROS) and regenerates α-tocopherol, protecting cellular lipids and proteins from oxidative damage.
  • Inibizione della tirosinasi: Interferes with copper ions at the active site of tyrosinase, reducing melanin synthesis and thereby diminishing hyperpigmentation.
  • Collagen synthesis: Acts as a cofactor for prolyl and lysyl hydroxylases, enzymes essential for stabilizing the collagen triple helix, leading to improved skin firmness and elasticity.
  • Photoprotection: Reduces UV-induced erythema and thymine dimer formation, complementing sunscreen actives.

Quality Specifications

Parametro Specifiche
Assay (HPLC, dry basis) 98.0% – 102.0%
Aspetto Polvere cristallina di colore da bianco a bianco sporco
Identification (IR) Conforms to reference spectrum
Perdita per essiccazione ≤0.5%
Metalli pesanti ≤10 ppm
Arsenic ≤2 ppm
Solventi residui ≤0.5% (ethanol)

Supply & Documentation

  • Capacity: 20 metric tons per year
  • Tempi di consegna: 3-5 business days (stock items)
  • Documentazione: COA, MSDS, TDS, regulatory support (REACH, FDA, etc.)
  • Confezionamento: 25 kg fiber drum with double polyethylene liners; custom packaging available

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