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butyl myristate

Chemical Structure

General Material Information

Preferred name butyl myristate
Trivial Name Butyl myristate
Short Description myristic acid, butyl ester
Formula C18 H36 O2
CAS Number 110-36-1
ECHA Number 203-759-8
FDA UNII O061W4C37H
Nikkaji Number J150.309J
Beilstein Number 1782649
MDL MFCD00015077
xLogP3-AA 7.60 (est)
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • N- butyl myristate
  • N- butyl myristate tech. grade
  • butyl N-tetradecanoate
  • butyl tetradecanoate
  • dermol 414
  • myristic acid butyl ester
  • myristic acid N-butyl ester
  • myristic acid, butyl ester
  • nikkol BM
  • tetradecanoic acid butyl ester
  • tetradecanoic acid, butyl ester
  • wickenol 141
  • Crodamol BM
  • NSC 4814

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Literature & References

butyl tetradecanoate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:110-36-1
Pubchem (cid):8047
Pubchem (sid):134974347
Pherobase:View
Publications by PubMed
Development of Novel Ionic Liquid-Based Microemulsion Formulation for Dermal Delivery of 5-Fluorouracil.
Uric acid induces NADPH oxidase-independent neutrophil extracellular trap formation.
Drug-excipient compatibility studies in binary mixtures of avobenzone.
Occurrence of fatty acid short-chain-alkyl esters in fruits of Celastraceae plants.
Increased expression of CYP4Z1 promotes tumor angiogenesis and growth in human breast cancer.
Immunomodulatory properties of novel nucleotide oligomerization domain 2 (nod2) agonistic desmuramyldipeptides.
Microstructure, morphology, and ultrafast dynamics of a novel edible microemulsion.
Effects of peanut-skin procyanidin A1 on degranulation of RBL-2H3 cells.
The nitric oxide-donating pravastatin, NCX 6550, inhibits cytokine release and NF-kB activation while enhancing PPARgamma expression in human monocyte/macrophages.
New approach to hydrophobic cyanine-type photosensitizer delivery using polymeric oil-cored nanocarriers: hemolytic activity, in vitro cytotoxicity and localization in cancer cells.
Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension.
Expression and characterization of CYP4V2 as a fatty acid omega-hydroxylase.
Protein delivery using nanoparticles based on microemulsions with different structure-types.
Human neutrophils convert the sebum-derived polyunsaturated fatty acid Sebaleic acid to a potent granulocyte chemoattractant.
Association of nicotinamide with parabens: effect on solubility, partition and transdermal permeation.
Comedogenicity in rabbit: some cosmetic ingredients/vehicles.
Microemulsions containing lecithin and sugar-based surfactants: nanoparticle templates for delivery of proteins and peptides.
Chemical composition and antifungal activity of volatiles from three Opuntia species growing in Tunisia.
Propofol reverses oxidative stress-attenuated glutamate transporter EAAT3 activity: evidence of protein kinase C involvement.
Mechanisms of the antispasmodic activity of 3,5-di-t-butyl catechol (DTCAT) on rat vascular smooth muscles.
Raf-1 kinase activation is uncoupled from downstream MEK/ERK pathway in cells treated with Src tyrosine kinase inhibitor PP2.
The nitric oxide-donating pravastatin derivative, NCX 6550 [(1S-[1alpha(betaS*, deltaS*), 2alpha, 6alpha, 8beta-(R*), 8a alpha]]-1,2,6,7,8,8a-Hexahydro-beta, delta, 6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-1-naphtalene-heptanoic acid 4-(nitrooxy)butyl ester)], reduces splenocyte adhesion and reactive oxygen species generation in normal and atherosclerotic mice.
Purification and characterization of C-terminal truncated forms of histone H2A in monocytic THP-1 cells.
On the incorporation of the non-steroidal anti-inflammatory naproxen into cationic O/W microemulsions.
Chronic oxidative stress reduces the respiratory burst response of neutrophils from beta-thalassaemia patients.
A role for ERK1/2 in EGF- and ATP-dependent regulation of amiloride-sensitive sodium absorption.
Phorbol 12-myristate 13-acetate induces epidermal growth factor receptor transactivation via protein kinase Cdelta/c-Src pathways in glioblastoma cells.
[Research on components of Cornus officinalis extracted by supercritical carbon dioxide].
Src tyrosine kinase inhibitor PP2 markedly enhances Ras-independent activation of Raf-1 protein kinase by phorbol myristate acetate and H2O2.
Qualitative investigation on hydrothermal treatment of Hinoki (Chamaecyparis obtusa) bark for production of useful chemicals.
Proteasome-mediated degradation of RNase L in response to phorbol-12-myristate-13-acetate (PMA) treatment of mouse L929 cells.
Endogenous oxidoreductase expression is induced by aminoglycosides.
Effect of butylated hydroxyanisole and some of its derivatives on human neutrophil oxidative burst: chemiluminescence evaluation.
Formulation study and anti-inflammatory efficacy of topical semi-solids containing a nitro ester of flurbiprofen.
Regulation of the very late antigen-4-mediated adhesive activity of normal and nonreleaser basophils: roles for Src, Syk, and phosphatidylinositol 3-kinase.
NF-kappaB is involved in the regulation of CD154 (CD40 ligand) expression in primary human T cells.
Phosphorylation of protein kinase Cdelta on distinct tyrosine residues regulates specific cellular functions.
A novel fluorescent probe diphenyl-1-pyrenylphosphine to follow lipid peroxidation in cell membranes.
Epidermal growth factor-stimulated tyrosine phosphorylation of caveolin-1. Enhanced caveolin-1 tyrosine phosphorylation following aberrant epidermal growth factor receptor status.
Activation of antioxidant/electrophile-responsive elements in IMR-32 human neuroblastoma cells.
Bradykinin-evoked Ca2+ mobilization in Madin Darby canine kidney cells.
Further characterization of hydrogen peroxide-dependent fatty acid alpha-hydroxylase from Sphingomonas paucimobilis.
Genetic and biochemical studies establish that the fungicidal effect of a fully depeptidized inhibitor of Cryptococcus neoformans myristoyl-CoA:protein N-myristoyltransferase (Nmt) is Nmt-dependent.
[Assay for oxidative stress injury by detection of luminol-enhanced chemiluminescence in a freshly obtained blood sample: a study to follow the time course of oxidative injury].
Antioxidative properties of organotellurium compounds in cell systems.
Neuroprotective effects of pterin-6-aldehyde in gerbil global brain ischemia: comparison with those of alpha-phenyl-N-tert-butyl nitrone.
Ca(2+)-dependent p47phox translocation in hydroperoxide modulation of the alveolar macrophage respiratory burst.
Inhibitory effects of N-acetylcysteine on superoxide anion generation in human polymorphonuclear leukocytes.
Augmentation of oxidant injury to human pulmonary epithelial cells by the Pseudomonas aeruginosa siderophore pyochelin.
Distinct mechanisms of neurotransmitter release from PC 12 cells exposed to lead.
Ethanol cytotoxicity to a transfected HepG2 cell line expressing human cytochrome P4502E1.
Synthesis of racemic 2,4-dimethyltetradecanoic acid from Mycobacterium kansasii.
Effects of hydroquinone-type and phenolic antioxidants on calcium signals and degranulation of RBL-2H3 cells.
Effects of extracellular ATP on hepatic fatty acid metabolism.
Comparison of tBuBHQ with chemotactic peptide and phorbol ester in O2- production in HL-60 cells.
Role of intracellular calcium as a priming signal for the induction of nitric oxide synthesis in murine peritoneal macrophages.
Discovery of a novel, potent, and Src family-selective tyrosine kinase inhibitor. Study of Lck- and FynT-dependent T cell activation.
A role for protein phosphorylation in modulating Ca2+ elevation in rabbit platelets treated with thapsigargin.
Granulation in livers of mice infected with Salmonella typhimurium is caused by superoxide released from host phagocytes.
Effects of 2,5-di(tert-butyl)-1,4-hydroquinone on intracellular free Ca2+ levels and histamine secretion in RBL-2H3 cells.
Phosphorylation of human I kappa B-alpha on serines 32 and 36 controls I kappa B-alpha proteolysis and NF-kappa B activation in response to diverse stimuli.
Activation of protein kinase C inhibits potassium currents in cultured endothelial cells.
Eosinophil peroxidase-dependent hydroxyl radical generation by human eosinophils.
Contrasting effects of two arachidonate 5-lipoxygenase inhibitors on formyl-methionyl-leucyl-phenylalanine (fMLP) and complement fragment 5a induced human neutrophil superoxide generation.
Differentiation of HL60 promyelocytic cells is promoted by a 'differentiation enhancing factor' produced by erythroleukemia cells.
Activated polymorphonuclear leukocytes increase low-level chemiluminescence of isolated perfused rat lungs.
Single-channel properties and regulation of pinacidil/glibenclamide-sensitive K+ channels in follicular cells from Xenopus oocyte.
Augmented glucose use and pentose cycle activity in hepatic endothelial cells after in vivo endotoxemia.
Protein and amino acid oxidation is associated with increased chemiluminescence.
High correlation between lipid peroxide radical and tumor-promoter effect: suppression of tumor promotion in the Epstein-Barr virus/B-lymphocyte system and scavenging of alkyl peroxide radicals by various vegetable extracts.
Synthesis and biological studies of new lipid-soluble cisplatin analogues entrapped in liposomes.
Inhibitory effects of bis(2-aminohexyl)disulfide and its analogues on polymorphonuclear leukocyte functions in vitro.
Spin trapping evidence for the lack of significant hydroxyl radical production during the respiration burst of human phagocytes using a spin adduct resistant to superoxide-mediated destruction.
Inhibition by linoleic acid hydroperoxide of alveolar macrophage superoxide production: effects upon mitochondrial and plasma membrane potentials.
Protein kinase C involvement in lipid peroxidation and cell membrane damage induced by oxygen-based radicals in hepatocytes.
Phorbol esters modulate cyclic AMP accumulation in porcine thyroid cells.
In vitro effect of N-methoxy-3-(3,5-ditert-butyl-4-hydroxybenzylidene)-2-pyrrolidon e (E-5110), a novel nonsteroidal antiinflammatory agent, on generation of some inflammatory mediators.
Effect of the novel non-steroidal antiinflammatory agent N-methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-one on in vitro generation of some inflammatory mediators.
Vapour and liquid diffusion of model penetrants through human skin; correlation with thermodynamic activity.
Correlation of thermodynamic activity and vapour diffusion through human skin for the model compound, benzyl alcohol.
Identification of hydrogen peroxide and hydroxyl radicals as mediators of leukocyte-induced myocardial dysfunction. Limitation of infarct size with neutrophil inhibition and depletion.
The superoxide-generating oxidase of leucocytes. NADPH-dependent reduction of flavin and cytochrome b in solubilized preparations.
[Failure to activate Epstein-Barr virus genome in a latently-infected human lymphoblastoid cell line with urine containing a bladder carcinogenesis promoter].
Comedogenicity of current therapeutic products, cosmetics, and ingredients in the rabbit ear.
Hydrogen peroxide and hydroxyl radical mediation of activated leukocyte depression of cardiac sarcoplasmic reticulum. Participation of the cyclooxygenase pathway.
Mutation assay at the thymidine kinase locus in diploid human lymphoblasts.
Non-comedogenic cosmetics.

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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2915.90.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 284.48330688477
Specific gravity @ 25 °C
Pounds per Gallon 7.073 to 7.156
Refractive Index 1.446 to 1.452 @ 20 °C
Boiling Point 332 to 333°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.00012 mmHg @ 25 °C
Flash Point TCC Value 158.33 °C TCC
logP (o/w) 7.918 est
Solubility
alcohol Yes
water, 0.00371 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Oily
oily, fatty
Odor strength low
General comment At 100.00 %. mild oily fatty

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
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:
oral-rat LD50 > 8000 mg/kg
Journal of the American College of Toxicology. Vol. 9(2), Pg. 247, 1990.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
solvents/deluents for cosmetic and fragrance agents
Recommendation for butyl myristate usage levels up to:
not for fragrance use.
Recommendation for butyl myristate flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):110-36-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8047
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
butyl tetradecanoate
Chemidplus:0000110361
RTECS:XB8550000 for cas# 110-36-1