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cerotic acid
hexacosanoic acid

Supplier Sponsors

Name:hexacosanoic acid
CAS Number: 506-46-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-040-2
FDA UNII: D42CQN6P36
Nikkaji Web:J95.914F
Beilstein Number:1799681
MDL:MFCD00002811
XlogP3:11.80 (est)
Molecular Weight:396.69884000
Formula:C26 H52 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:viscosity controlling agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 88.50 °C. @ 760.00 mm Hg
Boiling Point: 418.70 °C. @ 760.00 mm Hg (est)
Flash Point: 370.00 °F. TCC ( 187.60 °C. ) (est)
logP (o/w): 12.470 (est)
Soluble in:
 water, 5.778e-007 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: viscosity controlling agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
Hexacosanoic acid
Carbosynth
For experimental / research use only.
Hexacosanoic acid
Santa Cruz Biotechnology
For experimental / research use only.
Hexacosanoic Acid
Sigma-Aldrich
For experimental / research use only.
Hexacosanoic acid
analytical standard
TCI AMERICA
For experimental / research use only.
Cerotic Acid >95.0%(GC)(T)
 
Safety Information:
Preferred SDS: View
 
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:
viscosity controlling agents
Recommendation for cerotic acid usage levels up to:
 not for fragrance use.
 
Recommendation for cerotic 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 :10469
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:nwg
hexacosanoic acid
Chemidplus:0000506467
 
References:
 hexacosanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10469
Pubchem (sid):134976482
 
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
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):HMDB02356
FooDB:FDB003045
YMDB (Yeast Metabolome Database):YMDB00785
Export Tariff Code:2915.90.1800
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 viscosity controlling agents
 
Occurrence (nature, food, other):note
 apple custard apple plant
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 bean mung bean seed
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 cotton flower
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 dandelion root
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 fig latex
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 flax seed
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 myristica fragrans seed
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 nutmeg seed
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 potato leaf
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Synonyms:
 hexacosanoic acid
 hexacosanoicacid
1-hexyldecanoate
 

Articles:

PubMed:High hexacosanoic acid levels are associated with coronary artery disease.
PubMed:High hexacosanoic acid levels are associated with coronary artery disease.
PubMed:Reductions in neuronal peroxisomes in multiple sclerosis grey matter.
PubMed:New flavan and alkyl alpha,beta-lactones from the stem bark of Horsfieldia superba.
PubMed:An electrospray ionisation-mass spectrometry screening of triacylglycerols in developing cultivated and wild peanut kernels (Arachis hypogaea L.).
PubMed:Zellweger syndrome - a lethal peroxisome biogenesis disorder.
PubMed:Chemical composition of the fatty oils of the seeds of Cleome viscosa accessions.
PubMed:Arabidopsis ECERIFERUM9 involvement in cuticle formation and maintenance of plant water status.
PubMed:The effect of bone marrow transplantation on oxidative stress in X-linked adrenoleukodystrophy.
PubMed:The inflammatory response in acyl-CoA oxidase 1 deficiency (pseudoneonatal adrenoleukodystrophy).
PubMed:Bezafibrate lowers very long-chain fatty acids in X-linked adrenoleukodystrophy fibroblasts by inhibiting fatty acid elongation.
PubMed:Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases.
PubMed:A mixture of oleic, erucic and conjugated linoleic acids modulates cerebrospinal fluid inflammatory markers and improve somatosensorial evoked potential in X-linked adrenoleukodystrophy female carriers.
PubMed:Is subclinical adrenal failure in adrenoleukodystrophy/adrenomyeloneuropathy reversible?
PubMed:Active components from Siberian ginseng (Eleutherococcus senticosus) for protection of amyloid β(25-35)-induced neuritic atrophy in cultured rat cortical neurons.
PubMed:Screening assay of very long chain fatty acids in human plasma with multiwalled carbon nanotube-based surface-assisted laser desorption/ionization mass spectrometry.
PubMed:[Chemical constituents of rhizomes of Zingiber officinale].
PubMed:Phytochemical investigation of the fruit peels of Citrus reticulata Blanco.
PubMed:Valproic acid induces antioxidant effects in X-linked adrenoleukodystrophy.
PubMed:Lovastatin in X-linked adrenoleukodystrophy.
PubMed:Investigation of stratum corneum lipid model membranes with free fatty acid composition by neutron diffraction.
PubMed:Very long chain fatty acid levels in patients diagnosed with multiple sclerosis.
PubMed:Fast diffusion of very long chain saturated fatty acids across a bilayer membrane and their rapid extraction by cyclodextrins: implications for adrenoleukodystrophy.
PubMed:A fast method for the identification of Mycobacterium tuberculosis in sputum and cultures based on thermally assisted hydrolysis and methylation followed by gas chromatography-mass spectrometry.
PubMed:[Studies on chemical constituents of aerial roots of Ficus microcarpa].
PubMed:Odd-numbered very-long-chain fatty acids from the microbial, animal and plant kingdoms.
PubMed:X-linked adrenoleukodystrophy: clinical course and minimal incidence in South Brazil.
PubMed:Epicuticular lipids induce aggregation in Chagas disease vectors.
PubMed:Concentrations of very long-chain fatty acid in whole blood are associated with cardiovascular risk factors in children.
PubMed:Plasmalogens participate in very-long-chain fatty acid-induced pathology.
PubMed:A key role for the peroxisomal ABCD2 transporter in fatty acid homeostasis.
PubMed:Early oxidative damage underlying neurodegeneration in X-adrenoleukodystrophy.
PubMed:A simple and sensitive liquid chromatographic method for the analysis of free docosanoic, tetracosanoic and hexacosanoic acids in human plasma as fluorescent derivatives.
PubMed:High levels of saturated very long-chain fatty acid (hexacosanoic acid; C26:0) in whole blood are associated with metabolic syndrome in Japanese men.
PubMed:Fatty acid interdigitation in stratum corneum model membranes: a neutron diffraction study.
PubMed:RNAi-mediated silencing of ABCD3 gene expression in rat C6 glial cells: a model system to study PMP70 function.
PubMed:[Studies on chemical constituents of Heterosmilax yunnanensis].
PubMed:Hexacosanoic and docosanoic acids plasma levels in patients with cerebral childhood and asymptomatic X-linked adrenoleukodystrophy: Lorenzo's oil effect.
PubMed:New flavonoids and other constituents from Lespedeza cuneata.
PubMed:Down-regulation of fatty acid synthase increases the resistance of Saccharomyces cerevisiae cells to H2O2.
PubMed:Induction of lipid peroxidation and decrease of antioxidant defenses in symptomatic and asymptomatic patients with X-linked adrenoleukodystrophy.
PubMed:Characterization of glycoinositolphosphoryl ceramide structure mutant strains of Cryptococcus neoformans.
PubMed:Novel free ceramides as components of the soldier defense gland of the Formosan subterranean termite (Coptotermes formosanus).
PubMed:Compounds with DNA cleaving activity from Kadsura ananosma.
PubMed:Combined liquid chromatography-tandem mass spectrometry as an analytical method for high throughput screening for X-linked adrenoleukodystrophy and other peroxisomal disorders: preliminary findings.
PubMed:The effect of Lorenzo's oil on oxidative stress in X-linked adrenoleukodystrophy.
PubMed:Follow-up of 89 asymptomatic patients with adrenoleukodystrophy treated with Lorenzo's oil.
PubMed:A novel coaxial electrospray ionization method for characterizing hexacosanoylceramides by Fourier transform ion cyclotron resonance mass spectrometry.
PubMed:[Studies on the constituents from the stems of Spatholobus suberectus].
PubMed:Very long chain fatty acids activate NADPH oxidase in human dermal fibroblasts.
PubMed:Constituents of Carapa guianensis Aubl. (Meliaceae).
PubMed:[Studies on the chemical constituents of Chinese herb Melastoma dodecandrum].
PubMed:An HPLC-MS approach for analysis of very long chain fatty acids and other apolar compounds on octadecyl-silica phase using partly miscible solvents.
PubMed:Evidence that oxidative stress is increased in patients with X-linked adrenoleukodystrophy.
PubMed:Free radical release in C6 glial cells enriched in hexacosanoic acid: implication for X-linked adrenoleukodystrophy pathogenesis.
PubMed:Antimicrobial activity of terpenoids from Trichodesma amplexicaule Roth.
PubMed:[Lipid compounds from Echinacea purpurea].
PubMed:[Studies on the chemical constituents of Zanthoxylum dimorphophyllum Hemsl. var spinifolium Rhed. et Wils].
PubMed:[Studies on the chemical constituent of Ephedra likiangensis].
PubMed:[Clinical heterogeneity of X-linked adrenoleukodystrophy ].
PubMed:Diagnostic patterns of very-long-chain fatty acids in plasma of patients with X-linked adrenoleukodystrophy.
PubMed:Correlations of elevated levels of hexacosanoate in erythrocyte membranes with risk factors for atherosclerosis.
PubMed:Testosterone metabolites in patients reduce the levels of very long chain fatty acids accumulated in X-adrenoleukodystrophic fibroblasts.
PubMed:Lovastatin therapy for X-linked adrenoleukodystrophy: clinical and biochemical observations on 12 patients.
PubMed:Inactivation of the inhA-encoded fatty acid synthase II (FASII) enoyl-acyl carrier protein reductase induces accumulation of the FASI end products and cell lysis of Mycobacterium smegmatis.
PubMed:Role of a new mammalian gene family in the biosynthesis of very long chain fatty acids and sphingolipids.
PubMed:Progression of abnormalities in adrenomyeloneuropathy and neurologically asymptomatic X-linked adrenoleukodystrophy despite treatment with "Lorenzo's oil".
PubMed:Very long-chain fatty acids in Rett syndrome.
PubMed:Determination of very-long-chain fatty acids in serum by gas chromatography-nitrogen-phosphorus detection following cyanomethylation.
PubMed:Plasma very long chain fatty acids in 3,000 peroxisome disease patients and 29,000 controls.
PubMed:A new HPLC-based method for the quantitative analysis of inner stratum corneum lipids with special reference to the free fatty acid fraction.
PubMed:Inhibition of a Mycobacterium tuberculosis beta-ketoacyl ACP synthase by isoniazid.
PubMed:Abnormality of very long-chain fatty acids of erythrocyte membrane in alcoholic patients.
PubMed:Use of gas chromatographic fatty acid and mycolic acid cleavage product determination to differentiate among Mycobacterium genavense, Mycobacterium fortuitum, Mycobacterium simiae, and Mycobacterium tuberculosis.
PubMed:Increased very long-chain fatty acids in erythrocyte membranes of patients with aceruloplasminemia.
PubMed:A new peroxisomal beta-oxidation disorder in twin neonates: defective oxidation of both cerotic and pristanic acids.
PubMed:Effects of exogenous hexacosanoic acid on biochemical myelin composition in weaning and post-weaning rats.
PubMed:Very long-chain fatty acid pattern in crush syndrome patients in the Kobe earthquake.
PubMed:Plasma phospholipid fatty acids in X-linked adrenoleukodystrophy.
PubMed:Interactions of a very long chain fatty acid with model membranes and serum albumin. Implications for the pathogenesis of adrenoleukodystrophy.
PubMed:Mycobacterium branderi sp. nov., a new potential human pathogen.
PubMed:Measurement of peroxisomal fatty acid beta-oxidation in cultured human skin fibroblasts.
PubMed:Dietary management of X-linked adrenoleukodystrophy.
PubMed:Beta-oxidation of fatty acids in cultured human skin fibroblasts devoid of the capacity for oxidative phosphorylation.
PubMed:Profiles of very-long-chain fatty acids in plasma, fibroblasts, and blood cells in Zellweger syndrome, X-linked adrenoleukodystrophy, and rhizomelic chondrodysplasia punctata.
PubMed:Studies on the effect of fenoprofen on the activation and oxidation of long chain and very long chain fatty acids in hepatocytes and subcellular fractions from rat liver.
PubMed:Mycobacterium celatum sp. nov.
PubMed:Isolation and characterization of eceriferum (cer) mutants induced by T-DNA insertions in Arabidopsis thaliana.
PubMed:Altered adrenocortical response under the influence of experimentally increased serum very long chain fatty acids in rats.
PubMed:Fatty acid synthesis from [2-14C]acetate in normal and peroxisome-deficient (Zellweger) fibroblasts.
PubMed:Diagnosis of peroxisomal disorders with neurological involvement.
PubMed:Characterization of a distinct group of slowly growing mycobacteria by biochemical tests and lipid analyses.
PubMed:Schizophrenic patients treated with high dose phenothiazine or thioxanthene become deficient in polyunsaturated fatty acids in their thrombocytes.
PubMed:Phospholipids in X-linked adrenoleukodystrophy white matter: fatty acid abnormalities before the onset of demyelination.
PubMed:Neonatal seizures and severe hypotonia in a male infant suffering from a defect in peroxisomal beta-oxidation.
PubMed:Oxidation of very-long-chain fatty acids in rat brain: cerotic acid is beta-oxidized exclusively in rat brain peroxisomes.
PubMed:Conclusive evidence that very-long-chain fatty acids are oxidized exclusively in peroxisomes in human skin fibroblasts.
PubMed:Long-chain-acyl-CoA synthetase and very-long-chain-acyl-CoA synthetase activities in peroxisomes and microsomes from rat liver. An enzymological study.
PubMed:[Chemical constituents of the pericarp of Trichosanthes rosthornii Harms].
PubMed:Determination of very-long-chain fatty acids in plasma by a simplified gas chromatographic-mass spectrometric procedure.
PubMed:Central nervous system malformations and white matter changes in pseudo-neonatal adrenoleukodystrophy.
PubMed:Infantile phytanic acid storage disease, a disorder of peroxisome biogenesis: a case report.
PubMed:Adrenomyeloneuropathy presenting as Addison's disease in childhood.
PubMed:Dietary erucic acid therapy for X-linked adrenoleukodystrophy.
PubMed:Gas chromatography of mycobacterial fatty acids and alcohols: diagnostic applications.
PubMed:Capillary gas chromatographic analysis of mycolic acid cleavage products, cellular fatty acids, and alcohols of Mycobacterium xenopi.
PubMed:Phytanic acid, pristanic acid, and very-long-chain fatty acid methyl esters measured simultaneously by capillary gas chromatography.
PubMed:Very long-chain fatty acids in erythrocyte membrane phospholipids in adrenoleukodystrophy.
PubMed:Hexacosanoate contents in Japanese common foods.
PubMed:[Two adult cases of adrenoleukodystrophy with clinical features of striatonigral degeneration--a probable variant of adrenoleukodystrophy].
PubMed:Impaired ability of peroxisomes to activate very-long-chain fatty acids in X-linked adrenoleukodystrophy.
PubMed:Direct demonstration that the deficient oxidation of very long chain fatty acids in X-linked adrenoleukodystrophy is due to an impaired ability of peroxisomes to activate very long chain fatty acids.
PubMed:Carrier detection for adrenoleukodystrophy by high-performance liquid chromatography.
PubMed:Influence of structural modifications on the phase behavior of semi-synthetic cerebroside sulfate.
PubMed:Treatment of infantile phytanic acid storage disease: clinical, biochemical and ultrastructural findings in two children treated for 2 years.
PubMed:Effects of long-chain, saturated fatty acids on membrane microviscosity and adrenocorticotropin responsiveness of human adrenocortical cells in vitro.
PubMed:Peroxisomal fatty acid beta-oxidation in relation to the accumulation of very long chain fatty acids in cultured skin fibroblasts from patients with Zellweger syndrome and other peroxisomal disorders.
PubMed:Very long chain fatty acid beta-oxidation by rat liver mitochondria and peroxisomes.
PubMed:Prenatal diagnosis of Zellweger syndrome by measurement of very long chain fatty acid (C26:0) beta-oxidation in cultured chorionic villous fibroblasts: implications for early diagnosis of other peroxisomal disorders.
PubMed:Electronmicroscopic study on biopsied rectal mucosa in adrenoleukodystrophy.
PubMed:Beta-oxidation of very-long-chain fatty acids and their coenzyme A derivatives by human skin fibroblasts.
PubMed:Adrenoleukodystrophy: from bedside to molecular biology.
PubMed:Adrenoleukodystrophy: dietary oleic acid lowers hexacosanoate levels.
PubMed:A new dietary therapy for adrenoleukodystrophy: biochemical and preliminary clinical results in 36 patients.
PubMed:Adrenoleukodystrophy: biochemical procedures in diagnosis, prevention and treatment.
PubMed:A simple method to diagnose adrenoleukodystrophy using a dried blood spot on filter paper.
PubMed:Adrenoleukodystrophy. Report of an autopsy case with adrenoleukomyeloneuropathy.
PubMed:Very long-chain fatty acids in erythrocyte membrane sphingomyelin: detection of ALD hemizygotes and heterozygotes.
PubMed:Analysis of mycolic acid cleavage products and cellular fatty acids of Mycobacterium species by capillary gas chromatography.
PubMed:Adrenoleukodystrophy: oleic acid lowers fibroblast saturated C22-26 fatty acids.
PubMed:Metabolism of [17,18-3H2]hexacosanoic acid and [15,16-3H2]lignoceric acid in cultured skin fibroblasts from patients with adrenoleukodystrophy (ALD) and adrenomyeloneuropathy (AMN).
PubMed:Very long-chain fatty acids in neutral lipids and glycerophospholipids of adrenoleukodystrophy-cultured skin fibroblasts.
PubMed:[EMG and evoked potentials in adrenomyeloneuropathy].
PubMed:Adrenoleukodystrophy without adrenal insufficiency and its magnetic resonance imaging.
PubMed:Disturbed very long chain (C24-C26) fatty acid pattern in fibroblasts of patients with Zellweger's syndrome.
PubMed:First trimester prenatal diagnosis of adrenoleukodystrophy by determination of very long chain fatty acid levels and by linkage analysis to a DNA probe.
PubMed:[Adult disclosure of a case of familial adrenoleukodystrophy].
PubMed:Determination of C20-C30 fatty acids by reversed-phase chromatographic techniques: an efficient method to quantitate minor fatty acids in serum of patients with adrenoleukodystrophy.
PubMed:Plasma and skin fibroblast C26 fatty acids in infantile Refsum's disease.
PubMed:The design of a diet restricted in saturated very long-chain fatty acids: therapeutic application in adrenoleukodystrophy.
PubMed:Biochemical evidence for clinically diagnosed adrenoleucodystrophy in two brothers.
PubMed:The cerebrohepatorenal (Zellweger) syndrome. Increased levels and impaired degradation of very-long-chain fatty acids and their use in prenatal diagnosis.
PubMed:Serum very long chain fatty acid pattern in Zellweger syndrome.
PubMed:The prenatal diagnosis of adrenoleukodystrophy. Demonstration of increased hexacosanoic acid levels in cultured amniocytes and fetal adrenal gland.
PubMed:Increased synthesis of hexacosanoic acid (C23:0) by cultured skin fibroblasts from patients with adrenoleukodystrophy (ALD) and adrenomyeloneuropathy (AMN).
PubMed:Abnormality of long-chain fatty acids in erythrocyte membrane sphingomyelin from patients with adrenoleukodystrophy.
PubMed:Specificities of human and rat brain enzymes of cholesterol ester metabolism toward very long chain fatty acids: implication for biochemical pathogenesis of adrenoleukodystrophy.
PubMed:Fatty acid patterns in brain, fibroblast, leukocyte and body fluid lipids in adrenoleukodystrophy.
PubMed:Adrenoleukodystrophy: evidence that abnormal very long chain fatty acids of brain cholesterol esters are of exogenous origin.
PubMed:Adrenoleukodystrophy: elevated C26 fatty acid in cultured skin fibroblasts.
PubMed:Constituents of Nealchornea yapurenis (Euophorbiaceae).
PubMed:Metabolic studies of adrenoleukodystrophy.
 
Notes:
a c(26) saturated acid. Cerate consists essentially of wax (for which resin or spermaceti is sometimes substituted) mixed with oil, lard, and various medicinal ingredients. The cerate (formerly called simply cerate) of the United States Pharmacopoeia is a mixture of three parts of white wax and seven parts of lard.; Cerate is an unctuous preparation for external application, of a consistency intermediate between that of an ointment and a plaster, so that it can be spread upon cloth without the use of heat, but does not melt when applied to the skin.; X-linked adrenoleukodystrophy (X-ALD) is a peroxisomal disorder biochemically characterized by the accumulation of very long chain fatty acids (VLCFA), particularly hexacosanoic acid (C(26:0)) and tetracosanoic acid (C(24:0)), in tissues and biological fluids. (PMID 16750542)
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