hexadecane dioic acid

thapsic acid

CAS: 505-54-4 C16 H30 O4 MW: 286.41190000

Identification

Namehexadecane dioic acid
IUPAChexadecanedioic acid
CAS Number505-54-4
EINECS208-013-5
FDA UNIISearch
Molecular FormulaC16 H30 O4
Molecular Weight286.41190000
MDL NumberMFCD00002746
Nikkaji NumberJ11.794C
Beilstein1792831
XlogP35.40 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 457.50 °C. @ 760.00 mm Hg (est)
Flash Point 472.00 °F. TCC ( 244.60 °C. ) (est)
logP (o/w) 5.050 (est)
Soluble in water, 1.494 mg/L @ 25 °C (est)

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 hexadecane dioic acid usage levels up tonot for fragrance use.
Recommendation for hexadecane dioic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cherry sweet cherry potato leaf

Synonyms

hexadecane-1,16-dioic acid hexadecanedioic acid 1,14- tetradecane dicarboxylic acid tetradecane-omega,omega'-dicarboxylic acid thapsic acid PubMed: A permeability transition in liver mitochondria and liposomes induced by α,ω-dioic acids and Ca(2+) PubMed: Induction of Ca2+-Dependent Cyclosporin A-Insensitive Nonspecific Permeability of the Inner Membrane of Liver Mitochondria and Cytochrome c Release by α,ω-Hexadecanedioic Acid in Media of Varying Ionic Strength. PubMed: Long-chain α,ω-dioic acids as inducers of cyclosporin A-insensitive nonspecific permeability of the inner membrane of liver mitochondria loaded with calcium or strontium ions. PubMed: Lipid profiling for early diagnosis and progression of colorectal cancer using direct-infusion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. PubMed: Suppression of adipose lipolysis by long-chain fatty acid analogs. PubMed: Stable vesicles composed of monocarboxylic or dicarboxylic fatty acids and trimethylammonium amphiphiles. PubMed: Analysis of the hibernation cycle using LC-MS-based metabolomics in ground squirrel liver. PubMed: Synthesis and bio-evaluation of a new fatty acid derivative for myocardial imaging. PubMed: Amino-modified diamond as a durable stationary phase for solid-phase extraction. PubMed: Hexadecanedionic acid-sepharose 4B: A new tool for preparation of albumin-depleted plasma. PubMed: Modulation of insulin secretion by fatty acyl analogs. PubMed: Transcriptional regulation of human microsomal triglyceride transfer protein by hepatocyte nuclear factor-4alpha. PubMed: Condensation reactions and formation of amides, esters, and nitriles under hydrothermal conditions. PubMed: Alkyl and carboxylalkyl esters of 4'-demethyl-4-deoxypodophyllotoxin: synthesis, cytotoxic, and antitumor activity. PubMed: Cutin and suberin monomers are membrane perturbants. PubMed: Structural study on polymorphism of long-chain dicarboxylic acids using oblique transmission method for micro FT-IR spectrometers. PubMed: A new enzyme immunoassay for aconitine and its application to quantitative determination of aconitine levels in plasma. PubMed: Oxygenation cascade in conversion of n-alkanes to alpha,omega-dioic acids catalyzed by cytochrome P450 52A3. PubMed: Sensitization to insulin induced by beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) in obese Zucker rats in vivo. PubMed: Mode of action of peroxisome proliferators as hypolipidemic drugs. Suppression of apolipoprotein C-III. PubMed: Dicarboxylic acids affect the growth of dermatophytes in vitro. PubMed: Coordinate induction of hepatic fatty acyl-CoA oxidase and P4504A1 in rat after activation of the peroxisome proliferator-activated receptor (PPAR) by sulphur-substituted fatty acid analogues. PubMed: Cytochrome P450BM-3 (CYP102): regiospecificity of oxidation of omega-unsaturated fatty acids and mechanism-based inactivation. PubMed: On the mechanism of the hypolipidemic effect of sulfur-substituted hexadecanedioic acid (3-thiadicarboxylic acid) in normolipidemic rats. PubMed: Induction of peroxisomal fatty acid beta-oxidation and liver fatty acid-binding protein by peroxisome proliferators. Mediation via the cytochrome P-450IVA1 omega-hydroxylase pathway. PubMed: Hypocholesterolaemic effect of beta beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) in the male hamster. PubMed: Tissue selective modulation of redox and phosphate potentials by beta,beta'-methyl-substituted hexadecanedioic acid. PubMed: Effect of beta, beta'-tetramethyl-substituted hexadecanedioic acid (MEDICA 16) on laying hen performance and egg yolk lipid composition. PubMed: Biogenesis of dicarboxylic acids in rat liver homogenate studied by 13C labeling. PubMed: Characterization of the binding sites for dicarboxylic acids on bovine serum albumin. PubMed: Hypolipidemic effect of beta, beta'-tetramethyl hexadecanedioic acid (MEDICA 16) in hyperlipidemic JCR:LA-corpulent rats. PubMed: Inhibition of rat liver acetyl-CoA carboxylase by beta, beta'-tetramethyl-substituted hexadecanedioic acid (MEDICA 16). PubMed: Alkylthio acetic acids (3-thia fatty acids)--a new group of non-beta-oxidizable peroxisome-inducing fatty acid analogues--II. Dose-response studies on hepatic peroxisomal- and mitochondrial changes and long-chain fatty acid metabolizing enzymes in rats. PubMed: Alkylthioacetic acids (3-thia fatty acids) as non-beta-oxidizable fatty acid analogues: a new group of hypolipidemic drugs. III. Dissociation of cholesterol- and triglyceride-lowering effects and the induction of peroxisomal beta-oxidation. PubMed: Alkylthioacetic acid (3-thia fatty acids)--a new group of non-beta-oxidizable, peroxisome-inducing fatty acid analogues. I. A study on the structural requirements for proliferation of peroxisomes and mitochondria in rat liver. PubMed: Adipose reduction by beta,beta'-tetramethyl-substituted hexadecanedioic acid (MEDICA 16). PubMed: Hypolipidemic, antiobesity, and hypoglycemic-hypoinsulinemic effects of beta,beta'-methyl-substituted hexadecanedioic acid in sand rats. PubMed: The induction of liver peroxisomal proliferation by beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16). PubMed: The hypochylomicronemic effect of beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) is mediated by a decrease in apolipoprotein C-III. PubMed: Hypolipidemic effect of beta, beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) in normal and nephrotic rats. PubMed: The biological origin of ketotic dicarboxylic aciduria. II. In vivo and in vitro investigations of the beta-oxidation of C8-C16-dicarboxylic acids in unstarved, starved and diabetic rats. PubMed: The biological origin of ketotic dicarboxylic aciduria. In vivo and in vitro investigations of the omega-oxidation of C6-C16-monocarboxylic acids in unstarved, starved and diabetic rats. PubMed: Synthesis and biologic distribution of mercapto derivatives of palmitic acid. PubMed: [Acyl-CoA synthetase activity of long-chain mono and dicarboxylic acid in beef liver preparations (author's transl)]. PubMed: Subcellular localization of hexadecanedioic acid activation in human liver. PubMed: In vitro studies on the metabolism of hexadecanedioic acid and its mono-L-carnitine ester.