(Z)-9-tetradecenoic acid

myristoleic acid

CAS: 544-64-9 C14 H26 O2 MW: 226.35962000

Identification

Name(Z)-9-tetradecenoic acid
IUPAC(Z)-tetradec-9-enoic acid
CAS Number544-64-9
EINECS208-876-8
FDA UNIIRF23WGD123
Molecular FormulaC14 H26 O2
Molecular Weight226.35962000
MDL NumberMFCD00004436
Nikkaji NumberJ11.362J
XlogP35.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 338.00 to 339.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000017 mmHg @ 25.00 °C. (est)
Flash Point 404.00 °F. TCC ( 206.50 °C. ) (est)
logP (o/w) 5.383 (est)
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
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 (Z)-9-tetradecenoic acid usage levels up tonot for fragrance use.
Recommendation for (Z)-9-tetradecenoic acid flavor usage levels up tonot for flavor use.

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Potential Uses

None Found

Natural Occurrence

buckwheat pollen carrot seed dandelion pollen molasses PMC papaya flower papaya fruit poppy opium poppy seed oil ziziphus jujuba

Synonyms

myristoleic acid (9Z)- tetradec-9-enoic acid (Z)- tetradec-9-enoic acid cis- tetradec-9-enoic acid (9Z)- tetradecenoic acid (9Z)-9- tetradecenoic acid cis-9- tetradecenoic acid 9- tetradecenoic acid, (9Z)- 9- tetradecenoic acid, (Z)- PubMed: Malva verticillata seed extracts upregulate the Wnt pathway in human dermal papilla cells. PubMed: System model network for adipose tissue signatures related to weight changes in response to calorie restriction and subsequent weight maintenance. PubMed: Comparing the fatty acid levels of preterm and term breast milk in Turkish women. PubMed: Reconciling ligase ribozyme activity with Fatty Acid vesicle stability. PubMed: Polymorphisms in lipogenic genes and milk fatty acid composition in Holstein dairy cattle. PubMed: Fatty Acid and Volatile Oil Compositions of Allomyrina dichotoma Larvae. PubMed: Metabolomic analysis of cold acclimation of Arctic Mesorhizobium sp. strain N33. PubMed: Identification of some yeasts by fatty acid profiles. PubMed: Oxyfunctionalization of aliphatic compounds by a recombinant peroxygenase from Coprinopsis cinerea. PubMed: Ileal flows and apparent ileal digestibility of fatty acids in growing gilts fed flaxseed containing diets. PubMed: Seasonal changes of buffalo colostrum: physicochemical parameters, fatty acids and cholesterol variation. PubMed: Multivariate data analysis for finding the relevant fatty acids contributing to the melting fractions of cream. PubMed: Association of five candidate genes with fatty acid composition in Korean cattle. PubMed: Production of 10-hydroxystearic acid from oleic acid and olive oil hydrolyzate by an oleate hydratase from Lysinibacillus fusiformis. PubMed: Cloning, expression and characterization of CYP102D1, a self-sufficient P450 monooxygenase from Streptomyces avermitilis. PubMed: Biosynthesis of the pyoverdine siderophore of Pseudomonas aeruginosa involves precursors with a myristic or a myristoleic acid chain. PubMed: Regioselective oxygenation of fatty acids, fatty alcohols and other aliphatic compounds by a basidiomycete heme-thiolate peroxidase. PubMed: Effects of bovine fatty acid synthase, stearoyl-coenzyme A desaturase, sterol regulatory element-binding protein 1, and growth hormone gene polymorphisms on fatty acid composition and carcass traits in Japanese Black cattle. PubMed: Free fatty acids profile of the fetal brain and the plasma, liver, brain and kidneys of pregnant rats treated with sodium arsenite at mid-organogenesis. PubMed: Quantitative morphometry of respiratory tract epithelial cells as a tool for testing chemopreventive agent efficacy. PubMed: Striatal dopamine in the response of brain and liver unsaturated and saturated free fatty acids following administration of C75 in CD-1 mice. PubMed: Stearoyl-CoA desaturase 1 genotype and stage of lactation influences milk fatty acid composition of Canadian Holstein cows. PubMed: Biochemical composition of some red and brown macro algae from the Northeastern Mediterranean Sea. PubMed: Lipid compounds of the umbilical cord vein and their alterations in preeclampsia. PubMed: Effect of a seaweed extract on fatty acid accumulation and glycerol-3-phosphate dehydrogenase activity in 3T3-L1 adipocytes. PubMed: Purification and identification of bovine cheese whey fatty acids exhibiting in vitro antifungal activity. PubMed: Measurements of binary diffusion coefficients, retention factors and partial molar volumes for myristoleic acid and its methyl ester in supercritical carbon dioxide. PubMed: Whey-derived free fatty acids suppress the germination of Candida albicans in vitro. PubMed: RNA catalysis in model protocell vesicles. PubMed: Sulfoquinovosylmonoacylglycerol inhibitory mode analysis of rat DNA polymerase beta. PubMed: The effects of topical application of various fatty acids on pheromone and glandular lipid biosynthesis in the moth Heliothis virescens. PubMed: Fusion of lamellar body with plasma membrane is driven by the dual action of annexin II tetramer and arachidonic acid. PubMed: Growth suppression of hamster flank organs by topical application of catechins, alizarin, curcumin, and myristoleic acid. PubMed: Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells. PubMed: Breed effects on growth performance, carcass characteristics, fatty acid composition, and palatability attributes in finishing steers. PubMed: Chimeras of Delta6-fatty acid and Delta8-sphingolipid desaturases. PubMed: Elo1p-dependent carboxy-terminal elongation of C14:1Delta(9) to C16:1Delta(11) fatty acids in Saccharomyces cerevisiae. PubMed: Relation between the intake of milk fat and the occurrence of conjugated linoleic acid in human adipose tissue. PubMed: Enhancement of propylene glycol distribution in the skin by high purity cis-unsaturated fatty acids with different alkyl chain lengths having different double bond position. PubMed: Thiazolidinediones downregulate stearoyl-CoA desaturase 1 gene expression in 3T3-L1 adipocytes. PubMed: Stimulatory effect of fatty acid treatment on glucose utilization in human erythrocytes. PubMed: The inhibitory action of fatty acids on oral bacteria. PubMed: Production of 10-Ketostearic Acid from Oleic Acid by Flavobacterium sp. Strain DS5 (NRRL B-14859). PubMed: Type A behavior and adipose tissue linoleic acid: implications for stress management. PubMed: Cetyl myristoleate isolated from Swiss albino mice: an apparent protective agent against adjuvant arthritis in rats. PubMed: [The effect of zinc depletion on the fat content and fatty acid composition of the liver and brain in forcibly fed rats]. PubMed: Inhibition of steroid 5 alpha-reductase by specific aliphatic unsaturated fatty acids. PubMed: Effect of modification of HEp 2 cell membrane lipidic phase on susceptibility to infection from herpes simplex virus. PubMed: Rapid determination by high-performance liquid chromatography of free fatty acids released from rat platelets after derivatization with monodansylcadaverine. PubMed: Regulation of transmembrane ion transport by reaction products of phospholipase A2. II. Effects of arachidonic acid and other fatty acids on mitochondrial Ca2+ transport. PubMed: Induction of the differentiation of HL-60 promyelocytic leukemia cells by palmitoleic and myristoleic acids. PubMed: Certain physiochemical properties of uterine tubal fluid, follicular fluid, and blood plasma in the mare. PubMed: Effect of diethylstilboestrol on adipose-tissue lipids.