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phytanic acid
hexadecanoic acid, 3,7,11,15-tetramethyl- (8CI)(9CI)

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Name:3,7,11,15-tetramethylhexadecanoic acid
CAS Number: 14721-66-5Picture of molecule3D/inchi
FDA UNII: 8OYE5TF5VL
Nikkaji Web:J14.320K
Beilstein Number:1789963
MDL:MFCD00133772
XlogP3-AA:8.30 (est)
Molecular Weight:312.53720000
Formula:C20 H40 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.001092 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Phytanic acid 95%
Santa Cruz Biotechnology
For experimental / research use only.
Phytanic Acid >96%
Sigma-Aldrich: Sigma
For experimental / research use only.
Phytanic Acid ≥96%, mixture of isomers
sds
 
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:
natural substances and extractives
Recommendation for phytanic acid usage levels up to:
 not for fragrance use.
 
Recommendation for phytanic 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 :26840
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3,7,11,15-tetramethylhexadecanoic acid
Chemidplus:0014721665
 
References:
 3,7,11,15-tetramethylhexadecanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):26840
Pubchem (sid):134990279
 
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
KEGG (GenomeNet):C01607
HMDB (The Human Metabolome Database):HMDB00801
FooDB:FDB022252
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 hexadecanoic acid, 3,7,11,15-tetramethyl- (8CI)(9CI)
3,7,11,15-tetramethyl hexadecanoic acid
3,7,11,15-tetramethylhexadecanoic acid
 

Articles:

PubMed:Dietary influences on tissue concentrations of phytanic acid and AMACR expression in the benign human prostate.
PubMed:Lipocalin 2 expression and secretion is highly regulated by metabolic stress, cytokines, and nutrients in adipocytes.
PubMed:Novel aspects of health promoting compounds in meat.
PubMed:Toxicological issues associated with production and processing of meat.
PubMed:Phytanic acid stimulates glucose uptake in a model of skeletal muscles, the primary porcine myotubes.
PubMed:Plasma fatty acids in premature infants with hyperbilirubinemia: before-and-after nutrition support with fish oil emulsion.
PubMed:Characterization of two Agrostis-Festuca alpine pastures and their influence on cheese composition.
PubMed:Content and distribution of phytanic acid diastereomers in organic milk as affected by feed composition.
PubMed:Phytanic acid and the risk of non-Hodgkin lymphoma.
PubMed:Estimated phytanic acid intake and prostate cancer risk: a prospective cohort study.
PubMed:AMACR polymorphisms, dietary intake of red meat and dairy and prostate cancer risk.
PubMed:Phytanic acid--an overlooked bioactive fatty acid in dairy fat?
PubMed:Identification of marker genes for lipid-lowering effect of a short-chain fructooligosaccharide by DNA microarray analysis.
PubMed:Correlations of dietary patterns with prostate health.
PubMed:Phytanic acid: measurement of plasma concentrations by gas-liquid chromatography-mass spectrometry analysis and associations with diet and other plasma fatty acids.
PubMed:Polyunsaturated fats attenuate the dietary phytol-induced increase in hepatic fatty acid oxidation in mice.
PubMed:Serum levels of phytanic acid are associated with prostate cancer risk.
PubMed:Phytol directly activates peroxisome proliferator-activated receptor alpha (PPARalpha) and regulates gene expression involved in lipid metabolism in PPARalpha-expressing HepG2 hepatocytes.
PubMed:Serum levels of phytanic acid are associated with prostate cancer risk.
PubMed:Potentiation of the teratogenic effects induced by coadministration of retinoic acid or phytanic acid/phytol with synthetic retinoid receptor ligands.
PubMed:Nutraceutical resources for diabetes prevention--an update.
PubMed:Phytanic acid and docosahexaenoic acid increase the metabolism of all-trans-retinoic acid and CYP26 gene expression in intestinal cells.
PubMed:Nutrition and retinal degenerations.
PubMed:The design of a diet restricted in saturated very long-chain fatty acids: therapeutic application in adrenoleukodystrophy.
PubMed:The influence of dietary branched-chain fatty acids on the fatty acid composition of tissue- lipids of rats.
PubMed:Heredopathia atactica polyneuritiformis (Refsum's disease): 2. Estimation of phytanic acid in foods.
PubMed:Naturally occurring food toxicants: toxic lipids.
 
Notes:
a 20-carbon branched chain fatty acid. in phytanic acid storage disease (refsum disease) this lipid may comprise as much as 30% of the total fatty acids of the plasma. this is due to a phytanic acid alpha-hydroxylase deficiency. A 20-carbon branched chain fatty acid, Phytanic acid is present in animal (primarily herbivores or omnivores) tissues where it may be derived from the chlorophyll in consumed plant material. Phytanic acid derives from the corresponding alcohol, phytol, and is ultimately oxidized into pristanic acid. In phytanic acid storage disease (Refsum disease) this lipid may comprise as much as 30% of the total fatty acids in plasma. These high levels in Refsum disease (a neurological disorder) are due to a phytanic acid alpha-hydroxylase deficiency.; A 20-carbon branched chain fatty acid. In phytanic acid storage disease (Refsum disease) this lipid may comprise as much as 30% of the total fatty acids of the plasma. This is due to a phytanic acid alpha-hydroxylase deficiency. [HMDB]
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