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P4060

Sigma-Aldrich

Phytanic acid

≥96%, mixture of isomers

Synonym(s):

3,7,11,15-Tetramethylhexadecanoic acid, NSC 108698, Phytanoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H40O2
CAS Number:
14721-66-5
Molecular Weight:
312.53
MDL number:
MFCD00133772
UNSPSC Code:
12352211
PubChem Substance ID:
24898502
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

Assay

≥96%

form

liquid

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

SMILES string

CC(C)CCCC(C)CCCC(C)CCCC(C)CC(O)=O

InChI

1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)

InChI key

RLCKHJSFHOZMDR-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000328882
0000328881
0000328882
0000328881
0000254331

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P P Van Veldhoven et al.
Advances in experimental medicine and biology, 466, 273-281 (2000-03-10)
Synthetic 3-methyl-branched chain fatty acids were used to decipher the breakdown of phytanic acid. Based on results obtained in intact or permeabilized rat hepatocytes, rat liver homogenates or subcellular fractions, a revised alpha-oxidation pathway is proposed which appears to be
N M Verhoeven et al.
Progress in lipid research, 40(6), 453-466 (2001-10-10)
Phytanic acid is a methyl-branched fatty acid present in the human diet. Due to its structure, degradation by beta-oxidation is impossible. Instead, phytanic acid is oxidized by alpha-oxidation, yielding pristanic acid. Despite many efforts to elucidate the alpha-oxidation pathway, it
Ronald J A Wanders et al.
Biochimica et biophysica acta, 1811(9), 498-507 (2011-06-21)
Phytanic acid (3,7,11,15-tetramethylhexadecanoic acid) is a branched-chain fatty acid which cannot be beta-oxidized due to the presence of the first methyl group at the 3-position. Instead, phytanic acid undergoes alpha-oxidation to produce pristanic acid (2,6,10,14-tetramethylpentadecanoic acid) plus CO(2). Pristanic acid
R J Wanders et al.
Journal of neuropathology and experimental neurology, 60(11), 1021-1031 (2001-11-15)
Refsum disease was first recognized as a distinct disease entity by Sigvald Refsum in the 1940s. The discovery of markedly elevated levels of the branched-chain fatty acid phytanic acid in certain patients marked Refsum disease as a disorder of lipid
A W Zomer et al.
Journal of lipid research, 41(11), 1801-1807 (2000-11-04)
Phytanic acid and pristanic acid are branched-chain fatty acids, present at micromolar concentrations in the plasma of healthy individuals. Here we show that both phytanic acid and pristanic acid activate the peroxisome proliferator-activated receptor alpha (PPARalpha) in a concentration-dependent manner.
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