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

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Name:2-[(2S,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
CAS Number: 34422-12-3Picture of molecule3D/inchi
Other(deleted CASRN):24582-90-9
FDA UNII: 5C9M8PFI8E
Nikkaji Web:J732.186D
XlogP3-AA:-0.40 (est)
Molecular Weight:242.22778000
Formula:C11 H14 O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
ELENAIC ACID 95%
 
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
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for elenolic acid usage levels up to:
 not for fragrance use.
 
Recommendation for elenolic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :169607
National Institute of Allergy and Infectious Diseases:Data
2-[(2S,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
Chemidplus:0034422123
 
References:
 2-[(2S,3S,4S)-3-formyl-5-methoxycarbonyl-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):169607
Pubchem (sid):135126592
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):HMDB39136
FooDB:FDB018655
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 olive fruit
Search Trop Picture
 olive leaf
Search Trop Picture
 
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))-
 

Articles:

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.
 
Notes:
extract of olive plant. Isol. from olives (Olea europaea) leaves and fruits
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