10605-09-1

Basic information

• Product Name: L-Ascorbic acid 6-stearate
• Synonyms: 6-(stearoyloxy)-L-ascorbic acid;[2-(4,5-dihydroxy-3-oxo-furan-2-yl)-2-hydroxy-ethyl] octadecanoate;[2-(4,5-dihydroxy-3-oxofuran-2-yl)-2-hydroxyethyl] octadecanoate;stearic acid [2-(4,5-dihydroxy-3-keto-2-furyl)-2-hydroxy-ethyl] ester;6-O-Stearoyl-L-ascorbic Acid;l-ascorbicacidmonostearate;6-o-stearylascorbic acid;6-O-STEAROYL-L-ASCORBIC ACID
• CAS NO: 10605-09-1
• Molecular Formula: C₂₄H₄₂O₇
• Molecular Weight: 442.59
• EINECS: 234-231-5
• Product Categories: Biochemistry;Sugar Acids;Sugars
• Mol File: 10605-09-1.mol

Chemical Properties

• Melting Point: 117 °C
• Boiling Point: 536 °C at 760 mmHg
• Flash Point: 168.5 °C
• Appearance: /
• Density: 1.125
• Vapor Pressure: 1.01E-13mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: 3.96±0.10(Predicted)
• CAS DataBase Reference: L-Ascorbic acid 6-stearate(CAS DataBase Reference)
• NIST Chemistry Reference: L-Ascorbic acid 6-stearate(10605-09-1)
• EPA Substance Registry System: L-Ascorbic acid 6-stearate(10605-09-1)

Safety Data

• RTECS: CI7671310
• Hazardous Substances Data: 10605-09-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
L-Ascorbic acid 6-stearate is used as an antioxidant for [application reason] to enhance the stability and shelf life of pharmaceutical products. Its lipophilic nature allows for better absorption and bioavailability, making it a valuable component in the development of medications.
Used in Cosmetics Industry:
L-Ascorbic acid 6-stearate is used as a skin brightening agent for [application reason] to reduce hyperpigmentation and promote an even skin tone. Its antioxidant properties also help protect the skin from environmental stressors and oxidative damage.
Used in Food Industry:
L-Ascorbic acid 6-stearate is used as a preservative for [application reason] to extend the shelf life of various food products by neutralizing free radicals and preventing oxidation.
Used in Anticancer Applications:
L-Ascorbic acid 6-stearate is used to specifically target anti-tumoral dehydrocrotonin nanoparticles for [application reason] to enhance the delivery and efficacy of cancer treatments. Its antioxidant properties may also contribute to reducing oxidative stress associated with cancer and its treatments.

InChI:InChI=1/C24H42O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(26)30-18-19(25)23-21(27)22(28)24(29)31-23/h19,23,25,27-28H,2-18H2,1H3

Upstream product

• 112-61-8 Methyl stearate 
• 50-81-7 ascorbic acid 
• 57-11-4 stearic acid 

Relevant articles and documents

Green enzymatic synthesis of L-ascorbyl fatty acid ester: An antioxidant

In green chemistry, biocatalysis using microwaves is a very attractive tool for various regioselective syntheses. L-Ascorbyl fatty acid esters were synthesized by an immobilized lipase from Bulkholderia multivorans using microwaves, with a dynamically enh

Novel 6-O-acylated vitamin C derivatives as hyaluronidase inhibitors with selectivity for bacterial lyases

Previously, we identified ascorbic acid 6-O-hexadecanoate as an up to 1500 times more potent inhibitor of bacterial and bovine hyaluronidases than the parent compound, vitamin C, and determined a crystal structure of hyaluronidase from Streptococcus pneumoniae in complex with the inhibitor. As the alkanoyl chain interacts with a hydrophobic patch of the enzyme we synthesized other 6-O-acylated vitamin C derivatives bearing various lipophilic residues and investigated the inhibition of Streptococcus agalactiae strain 4755 hyaluronidase (SagHyal4755) and of bovine testicular hyaluronidases (BTH) in a turbidimetric assay. All compounds showed selectivity for the bacterial enzyme. Whereas vitamin C 6-O-hexanoate only weakly inhibited SagHyal4755, the inhibition of both enzymes increased with the length of the aliphatic chain. In the case of the 6-O-octadecanoate, IC50 values of 0.9 and 39 μM for SagHyal4755 and BTH, respectively, were determined. Partial replacement of the aliphatic chain with a phenyl, p-phenylene or p-biphenylyl group resulted in inhibitors with activity in the lower micromolar range, too. The title compounds are among the most potent inhibitors of both enzymes known to date.