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Merck

P4060

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
NACRES:
NA.25
PubChem Substance ID:
24898502
UNSPSC Code:
12352211
MDL number:
MFCD00133772

Key Documents

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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)

SMILES string

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

InChI key

RLCKHJSFHOZMDR-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥96%

form

liquid

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

Quality Level

200

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pictograms

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GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000515303
0000515303
0000454522
0000454522
0000328881

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Lars I Hellgren
Annals of the New York Academy of Sciences, 1190, 42-49 (2010-04-15)
Phytanic acid is a multibranched fatty acid with reported retinoid X receptor (RXR) and peroxisome proliferator-activated receptor-alpha (PPAR-alpha) agonist activity, which have been suggested to have preventive effects on metabolic dysfunctions. Serum level in man is strongly correlated to the
D M van den Brink et al.
Cellular and molecular life sciences : CMLS, 63(15), 1752-1765 (2006-06-27)
Phytanic acid is a branched-chain fatty acid that accumulates in a variety of metabolic disorders. High levels of phytanic acid found in patients can exceed the millimolar range and lead to severe symptoms. Degradation of phytanic acid takes place by
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
N M Verhoeven et al.
Journal of inherited metabolic disease, 21(7), 697-728 (1998-11-20)
The branched-chain fatty acid phytanic acid is a constituent of the diet, present in diary products, meat and fish. Degradation of this fatty acid in the human body is preceded by activation to phytanoyl-CoA and starts with one cycle of
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
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