alpha-eleostearic acid

CAS: 506-23-0 C18 H30 O2 MW: 278.43550000

Identification

Namealpha-eleostearic acid
IUPAC(9Z,11E,13E)-octadeca-9,11,13-trienoic acid
CAS Number506-23-0
EINECS208-029-2
FDA UNII934U1Q8QHG
Molecular FormulaC18 H30 O2
Molecular Weight278.43550000
XlogP36.40 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 0.02371 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 alpha-eleostearic acid usage levels up tonot for fragrance use.
Recommendation for alpha-eleostearic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

melon bitter melon cotyledon melon bitter melon fruit melon bitter melon seed

Synonyms

(9Z,11E,13E)- octadeca-9,11,13-trienoic acid (9E,11Z,13E)-9,11,13- octadecatrienoic acid (E,Z,E)-9,11,13- octadecatrienoic acid 9,11,13- octadecatrienoic acid, (9Z,11E,13E)- PubMed: Compositional Analyses and Shelf-Life Modeling of Njangsa (Ricinodendron heudelotii) Seed Oil Using the Weibull Hazard Analysis. PubMed: α-Eleostearic acid-containing triglycerides for a continuous assay to determine lipase sn-1 and sn-3 regio-preference. PubMed: Roles of Peroxisome Proliferator-Activated Receptor α in Bitter Melon Seed Oil-Corrected Lipid Disorders and Conversion of α-Eleostearic Acid into Rumenic Acid in C57BL/6J Mice. PubMed: A conjugated fatty acid present at high levels in bitter melon seed favorably affects lipid metabolism in hepatocytes by increasing NAD(+)/NADH ratio and activating PPARα, AMPK and SIRT1 signaling pathway. PubMed: A continuous spectrophotometric assay that distinguishes between phospholipase A1 and A2 activities. PubMed: Impact of Cultivar on Profile and Concentration of Lipophilic Bioactive Compounds in Kernel Oils Recovered from Sweet Cherry (Prunus avium L.) by-Products. PubMed: Bitter melon: a panacea for inflammation and cancer. PubMed: New lipase assay using Pomegranate oil coating in microtiter plates. PubMed: Silphiperfolene-Type Terpenoids and Other Metabolites from Cultures of the Tropical Ascomycete Hypoxylon rickii (Xylariaceae). PubMed: Modulation of peroxisome proliferator-activated receptor gamma (PPAR γ) by conjugated fatty acid in obesity and inflammatory bowel disease. PubMed: miRNA expression in human intestinal Caco-2 cells is comparably regulated by cis- and trans-fatty acids. PubMed: Comparative real-time study of cellular uptake of a formulated conjugated linolenic acid rich nano and conventional macro emulsions and their bioactivity in ex vivo models for parenteral applications. PubMed: Development of a high-throughput assay for measuring phospholipase A activity using synthetic 1,2-α-eleostearoyl-sn-glycero-3-phosphocholine coated on microtiter plates. PubMed: Characterization of a soluble phosphatidic acid phosphatase in bitter melon (Momordica charantia). PubMed: Comparative prophylactic effects of α-eleostearic acid rich nano and conventional emulsions in induced diabetic rats. PubMed: Fatty acid profile and unigene-derived simple sequence repeat markers in tung tree (Vernicia fordii). PubMed: Conjugated linolenic acids and their bioactivities: a review. PubMed: Characterization of white Mahlab (Prunus mahaleb L.) seed oil: a rich source of α-eleostearic acid. PubMed: Α-eleostearic acid inhibits growth and induces apoptosis in breast cancer cells via HER2/HER3 signaling. PubMed: Expression analysis of VfDGAT2 in various tissues of the tung tree and in transgenic yeast. PubMed: Effects of α-eleostearic acid on asolectin liposomes dynamics: relevance to its antioxidant activity. PubMed: Development of a high-throughput assay for measuring lipase activity using natural triacylglycerols coated on microtiter plates. PubMed: Jacaric acid is rapidly metabolized to conjugated linoleic acid in rats. PubMed: Protective effect of conjugated linolenic acid isomers present in vegetable oils against arsenite-induced renal toxicity in rat model. PubMed: Identification of a Bioactive Compound against Adult T-cell Leukaemia from Bitter Gourd Seeds. PubMed: Synergistic effect of conjugated linolenic acid isomers against induced oxidative stress, inflammation and erythrocyte membrane disintegrity in rat model. PubMed: Prophylactic effect of α-linolenic acid and α-eleostearic acid against MeHg induced oxidative stress, DNA damage and structural changes in RBC membrane. PubMed: Conjugated fatty acid synthesis: residues 111 and 115 influence product partitioning of Momordica charantia conjugase. PubMed: Studies on comparative efficacy of α-linolenic acid and α-eleostearic acid on prevention of organic mercury-induced oxidative stress in kidney and liver of rat. PubMed: Antioxidant and anti-inflammatory effect of conjugated linolenic acid isomers against streptozotocin-induced diabetes. PubMed: An ultraviolet spectrophotometric assay for the screening of sn-2-specific lipases using 1,3-O-dioleoyl-2-O-α-eleostearoyl-sn-glycerol as substrate. PubMed: Dietary α-eleostearic acid ameliorates experimental inflammatory bowel disease in mice by activating peroxisome proliferator-activated receptor-γ. PubMed: Growth inhibition and apoptotic effect of alpha-eleostearic acid on human breast cancer cells. PubMed: Studies on the antioxygenic activity of bitter gourd (Momordica charantia) and its fractions using various in vitro models. PubMed: Recent advances in the analysis of the site-specific isotopic fractionation of metabolites such as fatty acids using anisotropic natural-abundance 2H NMR spectroscopy: application to conjugated linolenic methyl esters. PubMed: [Mineral elements analysis of Momordica charantiap seeds by ICP-AES and fatty acid profile identification of seed oil by GC-MS]. PubMed: Ameliorative role of conjugated linolenic acid isomers against oxidative DNA damage induced by sodium arsenite in rat model. PubMed: Poly(ADP-ribose) polymerase (PARP)-1-independent apoptosis-inducing factor (AIF) release and cell death are induced by eleostearic acid and blocked by alpha-tocopherol and MEK inhibition. PubMed: Pomegranate (Punica granatum) seed linolenic acid isomers: concentration-dependent modulation of estrogen receptor activity. PubMed: Alpha-eleostearic acid induces autophagy-dependent cell death through targeting AKT/mTOR and ERK1/2 signal together with the generation of reactive oxygen species. PubMed: Alpha-eleostearic acid suppresses proliferation of MCF-7 breast cancer cells via activation of PPARgamma and inhibition of ERK 1 / 2. PubMed: Ricinodendron heutelotii (Bail.) or Tetracarpidium conophorum Müll. oils fed to male rats lower blood lipids. PubMed: Comparative study of antioxidant activity of alpha-eleostearic acid and punicic acid against oxidative stress generated by sodium arsenite. PubMed: Steady-state and time-resolved fluorescence studies of stripped Borage oil. PubMed: Alpha-eleostearic acid and its dihydroxy derivative are major apoptosis-inducing components of bitter gourd. PubMed: Tumor angiogenesis suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via peroxisome proliferator-activated receptor gamma. PubMed: Antioxidative effect of conjugated linolenic acid in diabetic and non-diabetic blood: an in vitro study. PubMed: Re-characterization of three conjugated linolenic acid isomers by GC-MS and NMR. PubMed: Characteristic long-chain fatty acid of Pleurocybella porrigens. PubMed: Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid. PubMed: Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells. PubMed: Conjugated fatty acids accumulate to high levels in phospholipids of metabolically engineered soybean and Arabidopsis seeds. PubMed: Lipids as renewable resources: current state of chemical and biotechnological conversion and diversification. PubMed: Lack of chemopreventive effects of alpha-eleostearic acid on 7,12-dimethylbenz[a]anthracene (DMBA) and 1,2-dimethylhydrazine (DMH)-induced mammary and colon carcinogenesis in female Sprague-Dawley rats. PubMed: Inhibitory action of conjugated C18-fatty acids on DNA polymerases and DNA topoisomerases. PubMed: Oxidation rate of conjugated linoleic acid and conjugated linolenic acid is slowed by triacylglycerol esterification and alpha-tocopherol. PubMed: Alpha-eleostearic acid (9Z11E13E-18:3) is quickly converted to conjugated linoleic acid (9Z11E-18:2) in rats. PubMed: Recommended methods of fatty acid methylester preparation for conjugated dienes and trienes in food and biological samples. PubMed: Tumor growth suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via lipid peroxidation. PubMed: Molecular analysis of a bifunctional fatty acid conjugase/desaturase from tung. Implications for the evolution of plant fatty acid diversity. PubMed: Effect of dietary tung oil on the growth and lipid metabolism of laying hens. PubMed: An ultraviolet spectrophotometric assay for measuring lipase activity using long-chain triacyglycerols from Aleurites fordii seeds. PubMed: Dietary effects of conjugated octadecatrienoic fatty acid (9 cis, 11 trans, 13 trans) levels on blood lipids and nonenzymatic in vitro lipid peroxidation in rats. PubMed: In Vivo Studies of the Biosynthesis of [alpha]-Eleostearic Acid in the Seed of Momordica charantia L. PubMed: Isomerization of the double bonds of a conjugated fatty acid during beta-oxidation.