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Phytanic acid information


Phytanic acid
Names
IUPAC name
(7R,11R)-3,7,11,15-Tetramethylhexadecanoic acid
Other names
phytanoic acid
Identifiers
CAS Number
  • 14721-66-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 411797
ECHA InfoCard 100.159.135 Edit this at Wikidata
MeSH Phytanic+acid
PubChem CID
  • 468706
UNII
  • 8OYE5TF5VL checkY
CompTox Dashboard (EPA)
  • DTXSID80864526 Edit this at Wikidata
InChI
  • 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)/t17-,18-,19?/m1/s1
    Key: RLCKHJSFHOZMDR-PWCSWUJKSA-N
SMILES
  • CC(C)CCC[C@@H](C)CCC[C@@H](C)CCCC(C)CC(=O)O
Properties
Chemical formula
C20H40O2
Molar mass 312.538 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Phytanic acid (or 3,7,11,15-tetramethyl hexadecanoic acid) is a branched chain fatty acid that humans can obtain through the consumption of dairy products, ruminant animal fats, and certain fish.[1] Western diets are estimated to provide 50–100 mg of phytanic acid per day.[2] In a study conducted in Oxford, individuals who consumed meat had, on average, a 6.7-fold higher geometric mean plasma phytanic acid concentration than did vegans.[3]

  1. ^ Brown, P. J.; et al. (1993). "The determination of phytanic acid and phytol in certain foods and the application of this knowledge to the choice of suitable convenience foods for patients with Refsum's disease". Journal of Human Nutrition and Dietetics. 6: 295–305. doi:10.1111/j.1365-277x.1993.tb00375.x.
  2. ^ Steinberg, D. Phytanic acid storage disease (Refsum's disease). In: Metabolic Basis of Inherited Disease. Edited by Stanbury JB, Wyngarden JB, Fredericksen DS, Goldstein JL, Brown MS, 5th edn. New York: McGraw Hill; 1983: 731-747.
  3. ^ Allen, N. E.; Grace, P. B.; Ginn, A.; Travis, R. C.; Roddam, A. W.; Appleby, P. N.; Key, T. (2007). "Phytanic acid: Measurement of plasma concentrations by gas–liquid chromatography–mass spectrometry analysis and associations with diet and other plasma fatty acids". British Journal of Nutrition. 99 (3): 653–659. doi:10.1017/S000711450782407X. PMID 17868488.

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Phytanic acid

Last Update:

Phytanic acid (or 3,7,11,15-tetramethyl hexadecanoic acid) is a branched chain fatty acid that humans can obtain through the consumption of dairy products...

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Refsum disease

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recessive neurological disease that results in the over-accumulation of phytanic acid in cells and tissues. It is one of several disorders named after Norwegian...

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Alpha oxidation

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break down dietary phytanic acid, which cannot undergo beta-oxidation due to its β-methyl branch, into pristanic acid. Pristanic acid can then acquire acetyl-CoA...

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Phytol

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loss. Although humans cannot derive phytanic acid from chlorophyll, they can convert free phytol into phytanic acid. Thus, patients with Refsum disease...

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Monogastric

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such as rabbits and rodents. Great apes derive significant amounts of phytanic acid from the hindgut fermentation of plant materials. Monogastrics cannot...

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Fatty acid synthesis

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PMC 372815. PMID 1886522. "Branched-chain Fatty Acids, Phytanic Acid, Tuberculostearic Acid Iso/anteiso- Fatty Acids". lipidlibrary.aocs.org. Lipid Library, The...

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Pristanic acid

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with phytanic acid. In humans, pristanic acid is obtained from two sources: either directly from the diet or as the alpha oxidation product of phytanic acid...

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Infantile Refsum disease

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mutations in the PEX family of genes. IRD is associated with deficient phytanic acid catabolism, as is adult Refsum disease, but they are different disorders...

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IDH1

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reactions that consume 2-oxoglutarate, namely the alpha-hydroxylation of phytanic acid. The cytoplasmic enzyme serves a significant role in cytoplasmic NADPH...

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List of neurological conditions and disorders

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developmental disorders Phantom limb / Phantom pain Photic sneeze reflex Phytanic acid storage disease Pick's disease Pinched nerve Pituitary tumors Polyneuropathy...

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Zellweger syndrome

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fatty acids, impaired very long chain fatty acid beta-oxidation, phytanic acid alpha-oxidation, pristanic acid alpha-oxidation, and plasmalogen biosynthesis...

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Peroxisomal disorder

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the over-accumulation of very long chain fatty acids and branched chain fatty acids, such as phytanic acid. In addition, PBD-ZSD patients show deficient...

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Peroxisome

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α-oxidation of phytanic acid β-oxidation of very-long-chain and polyunsaturated fatty acids biosynthesis of plasmalogens conjugation of cholic acid as part of...

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Usher syndrome

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syndrome, osteopetrosis (Albers–Schonberg disease), Refsum disease (phytanic acid storage disease) and Zellweger syndrome (cerebrohepatorenal syndrome)...

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List of human blood components

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(1): 62–63. Harkness, R. A.; Nicol, A. D. (December 1969). "Plasma Uric Acid Levels in Children". Archives of Disease in Childhood. 44 (238): 773–778...

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C20H40O2

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g/mol, exact mass: 312.3028 u) may refer to: Arachidic acid, also called eicosanoic acid Phytanic acid This set index page lists chemical structure articles...

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Rhizomelic chondrodysplasia punctata

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(catalyzes plasmalogen biosynthesis) PhYH (catalyzes catabolism of phytanic acid) ACAA1 (catalyzes beta-oxidation of VLCFA - straight) The diagnosis...

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List of skin conditions

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disease) Refsum's disease (heredopathia atactica polyneuritiformis, phytanic acid storage disease) Relapsing linear acantholytic dermatosis Restrictive...

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Alan Garton

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silage the phytanic acid found in their plasma lipids originates from chlorophyll. He then went on to discover other novel branched-chain acids in sheep...

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Pipecolic acidemia

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Warter JM (Oct 1993). "A new peroxisomal disease with impaired phytanic and pipecolic acid oxidation". Neurology. 43 (10): 2044–2048. doi:10.1212/wnl.43...

Word Count : 208

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