elenolic acid

glutaric acid, 3-(1-formylpropenyl)-2-(hydroxymethylene)-, 1-methyl ester

CAS: 34422-12-3 C11 H14 O6 MW: 242.22778000

Identification

Nameelenolic acid
IUPAC2-[(2S,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
CAS Number34422-12-3
FDA UNII5C9M8PFI8E
Molecular FormulaC11 H14 O6
Molecular Weight242.22778000
Nikkaji NumberJ732.186D

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 408.90 °C. @ 760.00 mm Hg (est)
Flash Point 317.00 °F. TCC ( 158.20 °C. ) (est)
logP (o/w) 0.220 (est)
Soluble in water, 9.105e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for elenolic acid usage levels up tonot for fragrance use.
Recommendation for elenolic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

olive fruit olive leaf

Synonyms

3- formyl-3,4-dihydro-5-(methoxycarbonyl)-2-methyl-2H-pyran-4-acetic acid [(2S,3S,4S)-3- formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid 2-[(2S,3S,4S)-3- formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid glutaric acid, 3-(1-formylpropenyl)-2-(hydroxymethylene)-, 1-methyl ester 2H- pyran-4-acetic acid, 3-formyl-3,4-dihydro-5-(methoxycarbonyl)-2-methyl-, (2S-(2alpha,3alpha,4beta))- PubMed: Oleacein. Translation from Mediterranean Diet to Potential Antiatherosclerotic Drug. PubMed: Recovering bioactive compounds from olive oil filter cake by advanced extraction techniques. PubMed: Use of dried stoned olive pomace in the feeding of lactating buffaloes: effect on the quantity and quality of the milk produced. PubMed: Secoiridoid type of antiallergic substances in olive waste materials of three Japanese varieties of Olea europaea. PubMed: Inhibition of human neutrophils NEP activity, CD11b/CD18 expression and elastase release by 3,4-dihydroxyphenylethanol-elenolic acid dialdehyde, oleacein. PubMed: Looking beyond sugars: phytochemical profiling and standardization of manna exudates from Sicilian Fraxinus excelsior L. PubMed: Insight into virgin olive oil secoiridoids characterization by high-resolution mass spectrometry and accurate mass measurements. PubMed: Effect of olive oil phenols on the production of inflammatory mediators in freshly isolated human monocytes. PubMed: Characterization of 3,4-DHPEA-EDA oxidation products in virgin olive oil by high performance liquid chromatography coupled with mass spectrometry. PubMed: Olive secoiridoids and semisynthetic bioisostere analogues for the control of metastatic breast cancer. PubMed: High-performance liquid chromatography-mass spectrometry profiling of phenolic compounds for evaluation of olive oil bitterness and pungency. PubMed: Phenolic composition, isolation, and structure of a new deoxyloganic acid derivative from Dhokar and Gemri-Dhokar olive cultivars. PubMed: Absorption and metabolism of olive oil secoiridoids in the small intestine. PubMed: Chemical and cellular antioxidant activity of phytochemicals purified from olive mill waste waters. PubMed: Characterization of antioxidant olive oil biophenols by spectroscopic methods. PubMed: Cardioprotective and neuroprotective roles of oleuropein in olive. PubMed: Effects of heating on virgin olive oils and their blends: focus on modifications of phenolic fraction. PubMed: Effects of olive maturation and stoning on quality indices and antioxidant content of extra virgin oils (cv. Coratina) during storage. PubMed: Effect of olive ripeness on chemical properties and phenolic composition of Chétoui virgin olive oil. PubMed: Qualitative screening of phenolic compounds in olive leaf extracts by hyphenated liquid chromatography and preliminary evaluation of cytotoxic activity against human breast cancer cells. PubMed: Bactericidal activity of glutaraldehyde-like compounds from olive products. PubMed: Powerful protective role of 3,4-dihydroxyphenylethanol-elenolic acid dialdehyde against erythrocyte oxidative-induced hemolysis. PubMed: Simultaneous quantification of oleuropein and its metabolites in rat plasma by liquid chromatography electrospray ionization tandem mass spectrometry. PubMed: Effect of irrigation on quality attributes of olive oil. PubMed: Effects of olive oil polyphenols on erythrocyte oxidative damage. PubMed: Effect of malaxation conditions on phenol and volatile profiles in olive paste and the corresponding virgin olive oils (Olea europaea L. Cv. Cornicabra). PubMed: Chemistry and bioactivity of olive biophenols in some antioxidant and antiproliferative in vitro bioassays. PubMed: tabAnti-HER2 (erbB-2) oncogene effects of phenolic compounds directly isolated from commercial Extra-Virgin Olive Oil (EVOO). PubMed: Extra-virgin olive oil polyphenols inhibit HER2 (erbB-2)-induced malignant transformation in human breast epithelial cells: relationship between the chemical structures of extra-virgin olive oil secoiridoids and lignans and their inhibitory activities on the tyrosine kinase activity of HER2. PubMed: Analyzing effects of extra-virgin olive oil polyphenols on breast cancer-associated fatty acid synthase protein expression using reverse-phase protein microarrays. PubMed: Main antimicrobial compounds in table olives. PubMed: Chemical screening of olive biophenol extracts by hyphenated liquid chromatography. PubMed: Effect of olive stoning on the volatile and phenolic composition of virgin olive oil. PubMed: Irrigation effects on quality, phenolic composition, and selected volatiles of virgin olive oils cv. Leccino. PubMed: Computational study of bindings of olive leaf extract (OLE) to HIV-1 fusion protein gp41. PubMed: Evaluation of the influence of thermal oxidation on the phenolic composition and on the antioxidant activity of extra-virgin olive oils. PubMed: Changes in volatile and phenolic compounds with malaxation time and temperature during virgin olive oil production. PubMed: Capillary electrophoresis-electrospray ionization-mass spectrometry method to determine the phenolic fraction of extra-virgin olive oil. PubMed: Effects of copper on the antioxidant activity of olive polyphenols in bulk oil and oil-in-water emulsions. PubMed: Evaluation of phenolic compounds in virgin olive oil by direct injection in high-performance liquid chromatography with fluorometric detection. PubMed: Solid-phase extraction gas chromatography-ion trap-mass spectrometry qualitative method for evaluation of phenolic compounds in virgin olive oil and structural confirmation of oleuropein and ligstroside aglycons and their oxidation products. PubMed: Electrophoretic identification and quantitation of compounds in the polyphenolic fraction of extra-virgin olive oil. PubMed: Development of a sensitive and specific solid phase extraction--gas chromatography-tandem mass spectrometry method for the determination of elenolic acid, hydroxytyrosol, and tyrosol in rat urine. PubMed: Interactions of ferric ions with olive oil phenolic compounds. PubMed: Antioxidant activity of olive pulp and olive oil phenolic compounds of the arbequina cultivar. PubMed: Polyphenol changes during fermentation of naturally black olives. PubMed: Olive oil and red wine antioxidant polyphenols inhibit endothelial activation: antiatherogenic properties of Mediterranean diet phytochemicals. PubMed: Changes in phenolic composition and antioxidant activity of virgin olive oil during frying. PubMed: Comparison of the antioxidant activities of extra virgin olive oils. PubMed: Phenolic compounds profile of cornicabra virgin olive oil. PubMed: Deterioration of natural antioxidant species of vegetable edible oils during the domestic deep-frying and pan-frying of potatoes. PubMed: Partition behavior of virgin olive oil phenolic compounds in oil-brine mixtures during thermal processing for fish canning. PubMed: Partitioning of olive oil antioxidants between oil and water phases. PubMed: Changes in the phenolic composition of virgin olive oil from young trees (Olea europaea L. cv. Arbequina) grown under linear irrigation strategies. PubMed: Antioxidant activity of the main bioactive derivatives from oleuropein hydrolysis by hyperthermophilic beta-glycosidase. PubMed: Effect of enzyme treatment during mechanical extraction of olive oil on phenolic compounds and polysaccharides. PubMed: Phenolic Compounds in Different Olive Varieties. PubMed: Rapid evaluation of phenolic component profile and analysis of oleuropein aglycon in olive oil by atmospheric pressure chemical ionization-mass spectrometry (APCI-MS). PubMed: Hydrolysis of oleuropein by recombinant beta-glycosidase from hyperthermophilic archaeon Sulfolobus solfataricus immobilised on chitosan matrix. PubMed: Phenolic compounds in Spanish olive oils. PubMed: Antioxidant activity of 3,4-DHPEA-EA and protocatechuic acid: a comparative assessment with other olive oil biophenols. PubMed: [Occlusion by adhesions treated by celioscopic section]. PubMed: Antimicrobial properties of oleuropein and products of its hydrolysis from green olives. PubMed: Preparation of antimicrobial compounds by hydrolysis of oleuropein from green olives. PubMed: Structure and stereochemistry of elenolic acid.