L-ascorbyl stearate
6-(stearoyloxy)-L-ascorbic acid
Identification
| Name | L-ascorbyl stearate |
| IUPAC | [(2S)-2-[(2R)-3,4-dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] octadecanoate |
| CAS Number | 10605-09-1 |
| EINECS | 234-231-5 |
| FDA UNII | 7Z1QT341US |
| Molecular Formula | C24 H42 O7 |
| Molecular Weight | 442.59314000 |
| Nikkaji Number | J227.029C |
Regulatory
| DG SANTE Food Contact Materials | L-ascorbyl stearate |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 0.005839 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-mouse LD50 25070 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | indirect food additives: adhesives and components of coatings |
| Recommendation for L-ascorbyl stearate usage levels up to | not for fragrance use. |
| Recommendation for L-ascorbyl stearate flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
L-
ascorbic acid, 6-stearate
L-
ascorbol stearate
[(2S)-2-[(2R)-3,4-
dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] octadecanoate
6-(
stearoyloxy)-L-ascorbic acid
6-O-
stearylascorbic acid
vitamin C monostearate
PubMed:
Ascorbyl Stearate Promotes Apoptosis Through Intrinsic Mitochondrial Pathway in HeLa Cancer Cells.
PubMed:
Spray Drying of Rhodomyrtus tomentosa (Ait.) Hassk. Flavonoids Extract: Optimization and Physicochemical, Morphological, and Antioxidant Properties.
PubMed:
Metabolism in orange fruits is driven by photooxidative stress in the leaves.
PubMed:
Targeted antitumoral dehydrocrotonin nanoparticles with L-ascorbic acid 6-stearate.
PubMed:
P53 enhances ascorbyl stearate-induced G2/M arrest of human ovarian cancer cells.
PubMed:
Production of ascorbyl palmitate by surfactant-coated lipase in organic media.
PubMed:
Ascorbyl stearate inhibits cell proliferation and tumor growth in human ovarian carcinoma cells by targeting the PI3K/AKT pathway.
PubMed:
Final report of the safety assessment of L-Ascorbic Acid, Calcium Ascorbate, Magnesium Ascorbate, Magnesium Ascorbyl Phosphate, Sodium Ascorbate, and Sodium Ascorbyl Phosphate as used in cosmetics.
PubMed:
L-ascorbic acid microencapsulated with polyacylglycerol monostearate for milk fortification.
PubMed:
The microencapsulated ascorbic acid release in vitro and its effect on iron bioavailability.
PubMed:
Vitamin C in human health and disease is still a mystery? An overview.
PubMed:
Antiproliferative and proapoptotic effect of ascorbyl stearate in human pancreatic cancer cells: association with decreased expression of insulin-like growth factor 1 receptor.
PubMed:
Antiproliferative and apoptotic effect of ascorbyl stearate in human glioblastoma multiforme cells: modulation of insulin-like growth factor-I receptor (IGF-IR) expression.
PubMed:
A kinetic study of the synthesis of ascorbate fatty acid esters catalysed by immobilized lipase in organic media.
PubMed:
Regulation of Tiam1 nucleotide exchange activity by pleckstrin domain binding ligands.
PubMed:
Mixtures of Ascorbyl-stearate and Vitamin D3: A Monolayer Study at the Gas/Water Interface
PubMed:
Inhibition of human glioma cell proliferation and glutathione S-transferase by ascorbyl esters and interferon.
PubMed:
Inhibition of cell proliferation and glutathione S-transferase by ascorbyl esters and interferon in mouse glioma.
PubMed:
Carbon tetrachloride-induced alterations in hepatic glutathione and ascorbic acid contents in mice fed a diet containing ascorbate esters.
PubMed:
Inhibition of human term placental and fetal liver glutathione-S-transferases by fatty acids and fatty acid esters.
PubMed:
Effect of ascorbic acid esters on hepatic glutathione levels in mice treated with a hepatotoxic dose of acetaminophen.
PubMed:
Influence of ascorbic acid esters on acetaminophen-induced hepatotoxicity in mice.
PubMed:
Absence of promotion potential for calcium L-ascorbate, L-ascorbic dipalmitate, L-ascorbic stearate and erythorbic acid on rat urinary bladder carcinogenesis.
PubMed:
Mechanical properties, dissolution behavior and stability to oxidation of L-ascorbylmonostearate microcapsules prepared by a spray-drying polycondensation technique.