1.0 2010-04-08 22:10:28 UTC 2019-11-26 03:07:50 UTC FDB012993 Pristanic acid Component of butterfat and sheep perinephric fat Pristanic acid (2,6,10,14-tetramethylpentadecanoic acid) is a terpenoid acid present at micromolar concentrations in the plasma of healthy individuals. It is also found in the lipids from many sources such as freshwater sponges, krill, earthworms, whales, human milk fat, bovine depot fat, butterfat or Californian petroleum. It is usually present in combination 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. At physiological concentrations pristanic acid is a natural ligand for PPARalpha. In liver, pristanic acid is degraded by peroxisomal beta oxidation to propionyl-CoA. Together with phytanic acid, pristanic acid accumulates in several inherited disorders such as Zellweger syndrome.; Pristanic acid (2,6,10,14-tetramethylpentadecanoic acid) is a terpenoid acid present at micromolar concentrations in the blood plasma of healthy individuals. It is also found in the lipids from many sources such as freshwater sponges, krill, earthworms, whales, human milk fat, bovine depot fat, butterfat or Californian petroleum. It is usually present in combination 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. At physiological concentrations pristanic acid is a natural ligand for PPAR?. In liver, pristanic acid is degraded by peroxisomal beta oxidation to propionyl-CoA. Together with phytanic acid, pristanic acid accumulates in several inherited disorders such as Zellweger syndrome.; Pristanic acid (2,6,10,14-tetramethylpentadecanoic acid) is a terpenoid acid present at micromolar concentrations in the plasma of healthy individuals. It is also found in the lipids from many sources such as freshwater sponges, krill, earthworms, whales, human milk fat, bovine depot fat, butterfat or Californian petroleum. It is usually present in combination 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. At physiological concentrations pristanic acid is a natural ligand for PPARalpha. In liver, pristanic acid is degraded by peroxisomal beta oxidation to propionyl-CoA. Together with phytanic acid, pristanic acid accumulates in several inherited disorders such as Zellweger syndrome.; Pristanic acid is a branched chain fatty acid that arises from the breakdown of phytanic acid. It is present at micromolar concentrations in the plasma of healthy individuals. Pristanic acid is normally degraded by peroxisomal beta-oxidation. In patients affected with generalized peroxisomal disorders, degradation of both phytanic acid and pristanic acid is impaired owing to absence of functional peroxisomes. Pristanic acid has been found to activate the peroxisome proliferator-activated receptor {alpha} (PPAR{alpha}) in a concentration dependent manner. (2S,6R,10R)-2,6,10,14-tetramethylpentadecanoate (2S,6R,10R)-2,6,10,14-tetramethylpentadecanoic acid (2S,6R,10R)-pristanic acid (2S)-Pristanic acid (2S)-pristanic acid; 2,6,10,14-Tetramethyl-pentadecansaeure 2,6,10,14-Tetramethylpentadecanoate 2,6,10,14-Tetramethylpentadecanoic acid 2,6,10,14-Tetramethylpentadecylate 2,6,10,14-Tetramethylpentadecylic acid Acide pristanique Acido pristanico Pristanate:(2S,6R,10R)-pristanate Pristanic acid Pristaninsaeure C19H38O2 298.511 298.287180464 2,6,10,14-tetramethylpentadecanoic acid pristanic acid 1189-37-3 CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O InChI=1S/C19H38O2/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(20)21/h15-18H,6-14H2,1-5H3,(H,20,21) PAHGJZDQXIOYTH-UHFFFAOYSA-N belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Acyclic diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Long-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Acyclic diterpenoid Aliphatic acyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Fatty acyl Hydrocarbon derivative Long-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Acyclic diterpenoids branched-chain saturated fatty acid long-chain fatty acid methyl-branched fatty acid Solid logp 6.90 ALOGPS logs -6.34 ALOGPS solubility 1.36e-04 g/l ALOGPS logp 7.22 ChemAxon pka_strongest_acidic 5 ChemAxon iupac 2,6,10,14-tetramethylpentadecanoic acid ChemAxon average_mass 298.511 ChemAxon mono_mass 298.287180464 ChemAxon smiles CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O ChemAxon formula C19H38O2 ChemAxon inchi InChI=1S/C19H38O2/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(20)21/h15-18H,6-14H2,1-5H3,(H,20,21) ChemAxon inchikey PAHGJZDQXIOYTH-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 90.7 ChemAxon polarizability 38.82 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Oxidation of Branched Chain Fatty Acids SMP00030 Phytanic Acid Peroxisomal Oxidation SMP00450 Specdb::CMs 5831 Specdb::CMs 37770 Specdb::CMs 167387 Specdb::CMs 1076663 Specdb::NmrOneD 303771 Specdb::NmrOneD 303772 Specdb::NmrOneD 303773 Specdb::NmrOneD 303774 Specdb::NmrOneD 303775 Specdb::NmrOneD 303776 Specdb::NmrOneD 303777 Specdb::NmrOneD 303778 Specdb::NmrOneD 303779 Specdb::NmrOneD 303780 Specdb::NmrOneD 303781 Specdb::NmrOneD 303782 Specdb::NmrOneD 303783 Specdb::NmrOneD 303784 Specdb::NmrOneD 303785 Specdb::NmrOneD 303786 Specdb::NmrOneD 303787 Specdb::NmrOneD 303788 Specdb::NmrOneD 303789 Specdb::NmrOneD 303790 Specdb::MsMs 1132 Specdb::MsMs 1133 Specdb::MsMs 1134 Specdb::MsMs 240772 Specdb::MsMs 240773 Specdb::MsMs 240774 Specdb::MsMs 242827 Specdb::MsMs 242828 Specdb::MsMs 242829 Specdb::MsMs 2718435 Specdb::MsMs 2718436 Specdb::MsMs 2718437 Specdb::MsMs 2964336 Specdb::MsMs 2964337 Specdb::MsMs 2964338 HMDB00795 51340 #<Reference:0x0000559ad5b9fcd8> #<Reference:0x0000559ad5b9faf8> #<Reference:0x0000559ad5b9f7d8> #<Reference:0x0000559ad5b9f5a8> #<Reference:0x0000559ad5b9f350> #<Reference:0x0000559ad5b9f170> #<Reference:0x0000559ad5b9ef90> #<Reference:0x0000559ad5b9edd8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Fats and oils Unknown generic Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk and milk products Unknown generic Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823