laevo-ascorbyl stearate
(stearoyloxy)-L-ascorbic acid
 
Notes:
None found
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(2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one; octadecanoic acid (Click)
CAS Number: 25395-66-8Picture of molecule
ECHA EINECS - REACH Pre-Reg: 246-944-9
FDA UNII: 7Z1QT341US
Nikkaji Web: J2.486.961J
Molecular Weight: 442.59314000
Formula: C24 H42 O7
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
 FDA/DG SANTE Petitions, Reviews, Notices:
EU SANCO Fatty acid esters of ascorbic acid View-review
JECFA Food Additive: Ascorbyl Stearate
GSFA Codex: View
FDA Mainterm: ASCORBYL STEARATE
FDA Regulation:
FDA PART 166 -- MARGARINE
Subpart B--Requirements for Specific Standardized Margarine
Sec. 166.110 Margarine.
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 117.00 °C. @ 760.00 mm Hg
Boiling Point: 357.00 to  359.00 °C. @ 760.00 mm Hg
Flash Point: 324.00 °F. TCC ( 162.22 °C. )
logP (o/w): 7.127 (est)
Soluble in:
 water, 0.005839 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
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Suppliers:
Penta International
L-ASCORBYL-6-STEARATE
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants
Recommendation for laevo-ascorbyl stearate usage levels up to:
 not for fragrance use.
 
Recommendation for laevo-ascorbyl stearate flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on the re-evaluation of ascorbyl palmitate (E 304(i)) and ascorbyl stearate (E 304(ii)) as food additives
View page or View pdf
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 54725318
National Institute of Allergy and Infectious Diseases: Data
 (2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one; octadecanoic acid
Chemidplus: 0025395668
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References:
 (2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one; octadecanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 54725318
Pubchem (sid): 135348147
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEMBL: View
KEGG (GenomeNet): C20340
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antioxidants 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
L-ascorbic acid monooctadecanoate
laevo-ascorbic acid monooctadecanoate
L-ascorbic acid monostearate
laevo-ascorbic acid monostearate
L-ascorbyl monooctadecanoate
laevo-ascorbyl monooctadecanoate
L-ascorbyl monostearate
laevo-ascorbyl monostearate
L-ascorbyl stearate
L-ascorbyl-6-stearate
laevo-ascorbyl-6-stearate
(2S)-2-[(2R)-3,4-dihydroxy-5-oxo-2,5-dihydro-2-furanyl]-2-hydroxyethyl stearate
(S)-2-((R)-3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl stearate
(2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one; octadecanoic acid
(stearoyl oxy)-laevo-ascorbic acid
6-O-stearoyl-L-ascorbic acid
(stearoyloxy)-L-ascorbic acid
 vitamin C stearate
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Articles:
Info: EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS
PubMed: Ascorbyl stearate inhibits cell proliferation and tumor growth in human ovarian carcinoma cells by targeting the PI3K/AKT pathway.
PubMed: Targeted antitumoral dehydrocrotonin nanoparticles with L-ascorbic acid 6-stearate.
PubMed: Formulation and stability evaluation of immediate release antioxidant tablet.
PubMed: L-ascorbic acid microencapsulated with polyacylglycerol monostearate for milk fortification.
PubMed: P53 enhances ascorbyl stearate-induced G2/M arrest of human ovarian cancer cells.
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: The microencapsulated ascorbic acid release in vitro and its effect on iron bioavailability.
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: 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: Growth suppression of malignant leukemia cell line in vitro by ascorbic acid (vitamin C) and its derivatives.
PubMed: Mixtures of Ascorbyl-stearate and Vitamin D3: A Monolayer Study at the Gas/Water Interface
PubMed: Fluid-bed microencapsulation of ascorbic acid.
PubMed: Carbon tetrachloride-induced alterations in hepatic glutathione and ascorbic acid contents in mice fed a diet containing ascorbate esters.
PubMed: Effect of ascorbic acid esters on hepatic glutathione levels in mice treated with a hepatotoxic dose of acetaminophen.
PubMed: Design of novel hybrid vitamin C derivatives: thermal stability and biological activity.
PubMed: Antimetastatic effect of a lipophilic ascorbic acid derivative with antioxidation through inhibition of tumor invasion.
PubMed: The effect of vitamin C supplementation in healthy dogs on antioxidative capacity and immune parameters.
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: Effects of anticaking agents and relative humidity on the physical and chemical stability of powdered vitamin C.
PubMed: Vitamin C in human health and disease is still a mystery? An overview.
PubMed: Cytotoxic effect of substitution at 2-, 6-, and 2,6-positions in ascorbic acid on malignant cell line.
PubMed: Understanding the impact of microcrystalline cellulose physicochemical properties on tabletability.
PubMed: Optimization of process parameters for foam-mat drying of papaya pulp.
PubMed: Stearate-modified carbon paste electrodes for detecting dopamine in vivo: decrease in selectivity caused by lipids and other surface-active agents.
PubMed: Regulation of Tiam1 nucleotide exchange activity by pleckstrin domain binding ligands.
PubMed: Determination of major phenolic compounds in Echinacea spp. raw materials and finished products by high-performance liquid chromatography with ultraviolet detection: single-laboratory validation matrix extension.
PubMed: Countercurrent Chromatographic Separation of Lipophilic Ascorbic Acid Derivatives and Extract from Kadsura Coccinea Using Hydrophobic Organic-Aqueous Two-Phase Solvent Systems.
PubMed: Reduction of doxyl stearates by ascorbate in unilamellar liposomes.
PubMed: Spectroscopic and molecular docking studies on the charge transfer complex of bovine serum albumin with quinone in aqueous medium and its influence on the ligand binding property of the protein.
PubMed: Inhibition of human term placental and fetal liver glutathione-S-transferases by fatty acids and fatty acid esters.
PubMed: Inhibition of human glioma cell proliferation and glutathione S-transferase by ascorbyl esters and interferon.
PubMed: Improved electrochemical properties of stearate-graphite paste electrodes after albumin and phospholipid treatments.
PubMed: Optimization of "Askoeziuofito" tablets.
PubMed: Characterizing stearate probes in vitro for the electrochemical detection of dopamine and serotonin.
PubMed: Evaluation of Vitacel M80K as a new direct compressible vehicle.
PubMed: A study of the properties of compacts from silicified microcrystalline celluloses.
PubMed: Direct in vivo electrochemical monitoring of dopamine release in response to neuroleptic drugs.
PubMed: Comparison of Temperature and Additives Affecting the Stability of the Probiotic Weissella cibaria.
PubMed: [A study of the properties of compacts from a mixed dry binder on the base of alpha-lactose monohydrate and microcrystalline cellulose].
PubMed: Distribution of a fatty acid spin probe in sarcoplasmic reticulum. Evidence of membrane asymmetry.
PubMed: Inhibition of cell proliferation and glutathione S-transferase by ascorbyl esters and interferon in mouse glioma.
PubMed: Monoamine neurotransmitters in resected hippocampal subparcellations from neocortical and mesial temporal lobe epilepsy patients: in situ microvoltammetric studies.
PubMed: Energy evaluation of the compaction process of directly compressible isomalt.
PubMed: Changes in the ordering of lipids in the membrane of Dunaliella in response to osmotic-pressure changes. An e.s.r. study.
PubMed: Electron paramagnetic resonance investigations of free radical-induced alterations in neocortical synaptosomal membrane protein infrastructure.
PubMed: Alterations in the physiochemical characteristics of low and high density lipoproteins after lipolysis with phospholipase A2. A spin-label study.
PubMed: [Studies of the properties of tablets made from directly compressible starch and its mixtures with directly compressible lactose].
PubMed: Electrochemistry in vivo: monitoring dopamine release in the brain of the conscious, freely moving rat.
PubMed: A study of the properties of tablets made of directly compressible maltose.
PubMed: A study of the properties of tablets from coprocessed dry binders composed of alpha-lactose monohydrate and different types of cellulose.
PubMed: Studies of rapidly disintegrating tablets in the oral cavity using co-ground mixtures of mannitol with crospovidone.
PubMed: Short-term screening of promoters of bladder carcinogenesis in N-butyl-N-(4-hydroxybutyl)nitrosamine-initiated, unilaterally ureter-ligated rats.
PubMed: Increased extracellular dopamine in the nucleus accumbens of the rat elicited by a conditional stimulus for food: an electrochemical study.
PubMed: Biogenic amines in the human neocortex in patients with neocortical and mesial temporal lobe epilepsy: identification with in situ microvoltammetry.
PubMed: Alteration in membrane fluidity of rat liver microsomes and of liposomes by protoporphyrin and its anti-lipidperoxidative effect.
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