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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:06 UTC

HMDB ID

HMDB0000795

Secondary Accession Numbers

HMDB00795

Metabolite Identification

Common Name

Pristanic acid

Description

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.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000795
     RDKit          3D
Pristanic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.5866   -2.4689   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4576   -1.3029   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3329   -0.1718   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0330   -0.8605   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626   -0.4466   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613   -0.0338   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008    0.4076    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.6123    1.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    0.9679    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1534    1.3901    1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1751    1.9768    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.0046    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294   -0.1663    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971    1.7869    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    1.1718   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    0.0236    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1811   -0.5355   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2505    0.4521   -1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6706   -1.1622   -2.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.2333   -2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5592   -1.6556   -2.9564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2653   -3.2638   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6376   -2.9453   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757   -2.1732    0.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8488   -1.6097   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3974   -0.4951   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0967    0.7175   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1860    0.0174    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486    0.0258   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.6385   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3011   -1.2876    0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8680    0.4469    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -0.8723   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519    0.7994   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    1.2905    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -1.4217    1.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0230   -1.1200    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561   -0.0948    2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.1930   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0035    1.8063   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943    0.5542    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248    2.1667    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101    2.2866    2.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    2.8875    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.6678   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -1.1561    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -0.1089    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5853   -0.1377    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    2.6793   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169    2.2739    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    1.9602   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0813    0.9675   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226    0.2327    1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383   -0.8530    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708   -1.3999   -0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -0.0046   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2108    1.2565   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578    0.9496   -2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4183   -2.1289   -2.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END


  Mrv1652305231920232D          

 21 20  0  0  0  0            999 V2000
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000795

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O

> <INCHI_IDENTIFIER>
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)

> <INCHI_KEY>
PAHGJZDQXIOYTH-UHFFFAOYSA-N

> <FORMULA>
C19H38O2

> <MOLECULAR_WEIGHT>
298.511

> <EXACT_MASS>
298.287180464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
38.822272987812994

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,6,10,14-tetramethylpentadecanoic acid

> <ALOGPS_LOGP>
6.90

> <JCHEM_LOGP>
7.2160576800000005

> <ALOGPS_LOGS>
-6.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.999793865317857

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.70289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pristanic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000795
     RDKit          3D
Pristanic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.5866   -2.4689   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4576   -1.3029   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3329   -0.1718   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0330   -0.8605   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626   -0.4466   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613   -0.0338   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008    0.4076    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.6123    1.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    0.9679    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1534    1.3901    1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1751    1.9768    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.0046    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294   -0.1663    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971    1.7869    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    1.1718   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    0.0236    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1811   -0.5355   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2505    0.4521   -1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6706   -1.1622   -2.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.2333   -2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5592   -1.6556   -2.9564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2653   -3.2638   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6376   -2.9453   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757   -2.1732    0.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8488   -1.6097   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3974   -0.4951   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0967    0.7175   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1860    0.0174    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486    0.0258   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.6385   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3011   -1.2876    0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8680    0.4469    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -0.8723   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519    0.7994   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    1.2905    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -1.4217    1.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0230   -1.1200    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561   -0.0948    2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.1930   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0035    1.8063   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943    0.5542    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248    2.1667    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101    2.2866    2.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    2.8875    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.6678   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -1.1561    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -0.1089    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5853   -0.1377    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    2.6793   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169    2.2739    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    1.9602   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0813    0.9675   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226    0.2327    1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383   -0.8530    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708   -1.3999   -0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -0.0046   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2108    1.2565   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578    0.9496   -2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4183   -2.1289   -2.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0      11.193   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.526  10.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.861  10.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.196  10.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.531   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.531  10.312   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      31.198   8.772   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      29.864   6.462   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0000795
HETATM    1  C1  UNL     1      -6.587  -2.469  -0.294  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.458  -1.303  -1.213  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.333  -0.172  -0.736  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.033  -0.861  -1.432  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.363  -0.447  -0.134  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.961  -0.034  -0.501  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.201   0.408   0.697  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.027  -0.612   1.770  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.832   0.968   0.318  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.153   1.390   1.614  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.175   1.977   1.313  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.093   1.005   0.594  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.329  -0.166   1.478  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.297   1.787   0.185  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.368   1.172  -0.593  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.043   0.024   0.046  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.181  -0.536  -0.808  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.251   0.452  -1.107  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.671  -1.162  -2.038  1.00  0.00           C  
HETATM   20  O1  UNL     1       4.435  -1.233  -2.222  1.00  0.00           O  
HETATM   21  O2  UNL     1       6.559  -1.656  -2.956  1.00  0.00           O  
HETATM   22  H1  UNL     1      -7.265  -3.264  -0.713  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.638  -2.945  -0.018  1.00  0.00           H  
HETATM   24  H3  UNL     1      -7.076  -2.173   0.676  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.849  -1.610  -2.210  1.00  0.00           H  
HETATM   26  H5  UNL     1      -8.397  -0.495  -0.845  1.00  0.00           H  
HETATM   27  H6  UNL     1      -7.097   0.717  -1.346  1.00  0.00           H  
HETATM   28  H7  UNL     1      -7.186   0.017   0.361  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.049   0.026  -2.086  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.420  -1.638  -1.897  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.301  -1.288   0.574  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.868   0.447   0.280  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.398  -0.872  -0.988  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.952   0.799  -1.241  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.756   1.291   1.123  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.757  -1.422   1.804  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.023  -1.120   1.651  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.956  -0.095   2.773  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.254   0.193  -0.198  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.004   1.806  -0.368  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.094   0.554   2.299  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.825   2.167   2.124  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.710   2.287   2.268  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.997   2.887   0.689  1.00  0.00           H  
HETATM   45  H24 UNL     1       1.614   0.668  -0.378  1.00  0.00           H  
HETATM   46  H25 UNL     1       2.216  -1.156   1.024  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.313  -0.109   2.022  1.00  0.00           H  
HETATM   48  H27 UNL     1       1.585  -0.138   2.331  1.00  0.00           H  
HETATM   49  H28 UNL     1       2.893   2.679  -0.402  1.00  0.00           H  
HETATM   50  H29 UNL     1       3.717   2.274   1.107  1.00  0.00           H  
HETATM   51  H30 UNL     1       5.192   1.960  -0.739  1.00  0.00           H  
HETATM   52  H31 UNL     1       4.081   0.967  -1.663  1.00  0.00           H  
HETATM   53  H32 UNL     1       5.423   0.233   1.057  1.00  0.00           H  
HETATM   54  H33 UNL     1       4.338  -0.853   0.136  1.00  0.00           H  
HETATM   55  H34 UNL     1       6.571  -1.400  -0.182  1.00  0.00           H  
HETATM   56  H35 UNL     1       8.272  -0.005  -0.993  1.00  0.00           H  
HETATM   57  H36 UNL     1       7.211   1.256  -0.328  1.00  0.00           H  
HETATM   58  H37 UNL     1       7.158   0.950  -2.080  1.00  0.00           H  
HETATM   59  H38 UNL     1       7.418  -2.129  -2.758  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8    9   35
CONECT    8   36   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   14   45
CONECT   13   46   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   18   56   57   58
CONECT   19   20   20   21
CONECT   21   59
END

HMDB0000795
     RDKit          3D
Pristanic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -6.5866   -2.4689   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4576   -1.3029   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3329   -0.1718   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0330   -0.8605   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626   -0.4466   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613   -0.0338   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008    0.4076    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -0.6123    1.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    0.9679    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1534    1.3901    1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1751    1.9768    1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.0046    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294   -0.1663    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971    1.7869    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    1.1718   -0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    0.0236    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1811   -0.5355   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2505    0.4521   -1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6706   -1.1622   -2.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.2333   -2.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5592   -1.6556   -2.9564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2653   -3.2638   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6376   -2.9453   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757   -2.1732    0.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8488   -1.6097   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3974   -0.4951   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0967    0.7175   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1860    0.0174    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486    0.0258   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -1.6385   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3011   -1.2876    0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8680    0.4469    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -0.8723   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519    0.7994   -1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    1.2905    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7566   -1.4217    1.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0230   -1.1200    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561   -0.0948    2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.1930   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0035    1.8063   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943    0.5542    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248    2.1667    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101    2.2866    2.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    2.8875    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.6678   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -1.1561    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -0.1089    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5853   -0.1377    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    2.6793   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169    2.2739    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    1.9602   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0813    0.9675   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226    0.2327    1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383   -0.8530    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708   -1.3999   -0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -0.0046   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2108    1.2565   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578    0.9496   -2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4183   -2.1289   -2.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6,10,14-Tetramethyl-pentadecansaeure	ChEBI
2,6,10,14-Tetramethylpentadecylic acid	ChEBI
Acide pristanique	ChEBI
Acido pristanico	ChEBI
Pristaninsaeure	ChEBI
2,6,10,14-Tetramethylpentadecylate	Generator
Pristanate	Generator
(2S)-Pristanic acid	HMDB
(2S,6R,10R)-2,6,10,14-Tetramethylpentadecanoate	HMDB
(2S,6R,10R)-2,6,10,14-Tetramethylpentadecanoic acid	HMDB
(2S,6R,10R)-Pristanic acid	HMDB
2,6,10,14-Tetramethylpentadecanoate	HMDB
2,6,10,14-Tetramethylpentadecanoic acid	HMDB
Pristanate:(2S,6R,10R)-pristanate	HMDB

Chemical Formula

C₁₉H₃₈O₂

Average Molecular Weight

298.511

Monoisotopic Molecular Weight

298.287180464

IUPAC Name

2,6,10,14-tetramethylpentadecanoic acid

Traditional Name

pristanic acid

CAS Registry Number

1189-37-3

SMILES

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

InChI Identifier

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)

InChI Key

PAHGJZDQXIOYTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Long-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:51340 )
branched-chain saturated fatty acid (CHEBI:51340 )
methyl-branched fatty acid (CHEBI:51340 )
Acyclic diterpenoids (LMPR0104010022 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0035 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	178.788	30932474
[M-H]-	Not Available	178.788	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000216

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00014 g/L	ALOGPS
logP	6.9	ALOGPS
logP	7.22	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	90.7 m³·mol⁻¹	ChemAxon
Polarizability	38.82 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.683	31661259
DarkChem	[M-H]-	173.019	31661259
AllCCS	[M+H]+	186.512	32859911
AllCCS	[M-H]-	183.051	32859911
DeepCCS	[M+H]+	180.838	30932474
DeepCCS	[M-H]-	178.388	30932474
DeepCCS	[M-2H]-	212.39	30932474
DeepCCS	[M+Na]+	188.548	30932474
AllCCS	[M+H]+	186.5	32859911
AllCCS	[M+H-H2O]+	183.7	32859911
AllCCS	[M+NH4]+	189.1	32859911
AllCCS	[M+Na]+	189.8	32859911
AllCCS	[M-H]-	183.1	32859911
AllCCS	[M+Na-2H]-	184.8	32859911
AllCCS	[M+HCOO]-	186.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pristanic acid	CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O	3003.4	Standard polar	33892256
Pristanic acid	CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O	1993.1	Standard non polar	33892256
Pristanic acid	CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)=O	2056.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pristanic acid,1TMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCCC(C)C(=O)O[Si](C)(C)C	2066.4	Semi standard non polar	33892256
Pristanic acid,1TBDMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCCC(C)C(=O)O[Si](C)(C)C(C)(C)C	2302.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pristanic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9870000000-f2a1fccf594927bf2658	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pristanic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05g0-9432000000-dff09e9ff5d30894796a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pristanic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pristanic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pristanic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-06si-4940000000-03beff6ee7e5712b0be3	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pristanic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-052r-2900000000-257d1f0711d1a7f28338	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pristanic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00xr-5932000000-d9475b731502d4745a32	2012-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 10V, Positive-QTOF	splash10-0002-0190000000-9f7f32c22384a93f6bdb	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 20V, Positive-QTOF	splash10-0kdj-6960000000-7187029bd8b4d1886bf6	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 40V, Positive-QTOF	splash10-0a6s-9810000000-051a9ebc7e20e03dd488	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 10V, Negative-QTOF	splash10-0002-0090000000-2e296a53a5e430402f60	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 20V, Negative-QTOF	splash10-0f6t-0090000000-ae75aba02491d467a13d	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 40V, Negative-QTOF	splash10-059i-9480000000-ef08cae03dc3995f91f5	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 10V, Positive-QTOF	splash10-0002-2290000000-23db43d16b6195905dda	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 20V, Positive-QTOF	splash10-07li-9620000000-5c45c02dd25695e1c91b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-be260050b449f341bc60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 10V, Negative-QTOF	splash10-0002-0090000000-d78513c03955a860495d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 20V, Negative-QTOF	splash10-0002-0090000000-b72f0143bca09dec99f9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pristanic acid 40V, Negative-QTOF	splash10-0007-7690000000-4162e1382b3a0cd64736	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Peroxisome

Biospecimen Locations

Blood
Feces

Tissue Locations

Fibroblasts
Neuron
Prostate

Pathways

Name	SMPDB/PathBank	KEGG
Oxidation of Branched Chain Fatty Acids		Not Available
Phytanic Acid Peroxisomal Oxidation		Not Available
Refsum Disease		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<3.000 uM	Adult (>18 years old)	Male	Normal	11861706	details
Blood	Detected and Quantified	0-3.350 uM	Children (1-13 years old)	Both	Normal	7931872	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.5 (0.0-3.0) uM	Newborn (0-30 days old)	Both	Adrenoleukodystrophy, neonatal	MetaGene: Metabol...	details
Blood	Detected and Quantified	105 uM	Adult (>18 years old)	Male	Alpha-Methylacyl-CoA racemase deficiency	11861706	details
Blood	Detected and Quantified	0.61 uM	Newborn (0-30 days old)	Female	Rhizomelic chondrodysplasia punctata	9818927	details
Blood	Detected and Quantified	4.24 uM	Infant (0-1 year old)	Male	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	27.6 uM	Newborn (0-30 days old)	Not Specified	Zellweger syndrome	9818927	details
Blood	Detected and Quantified	68.6 uM	Newborn (0-30 days old)	Not Specified	Neonatal adrenoleukodystrophy	9818927	details
Blood	Detected and Quantified	1.0100-51.960 uM	Children (1-13 years old)	Female	Peroxisomal biogenesis disorder	9818927	details
Blood	Detected and Quantified	16.100-24.800 uM	Newborn (0-30 days old)	Female	Peroxisomal biogenesis disorder	9818927	details

Associated Disorders and Diseases

Disease References

Adrenoleukodystrophy, neonatal
G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Rhizomelic chondrodysplasia punctata
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ]
Peroxisomal biogenesis defect
Baumgartner MR, Poll-The BT, Verhoeven NM, Jakobs C, Espeel M, Roels F, Rabier D, Levade T, Rolland MO, Martinez M, Wanders RJ, Saudubray JM: Clinical approach to inherited peroxisomal disorders: a series of 27 patients. Ann Neurol. 1998 Nov;44(5):720-30. [PubMed:9818927 ]
Alpha-Methylacyl-CoA racemase deficiency
McLean BN, Allen J, Ferdinandusse S, Wanders RJ: A new defect of peroxisomal function involving pristanic acid: a case report. J Neurol Neurosurg Psychiatry. 2002 Mar;72(3):396-9. [PubMed:11861706 ]

Associated OMIM IDs

215100 (Rhizomelic chondrodysplasia punctata)
214100 (Peroxisomal biogenesis defect)
614307 (Alpha-Methylacyl-CoA racemase deficiency)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012993

KNApSAcK ID

Not Available

Chemspider ID

110458

KEGG Compound ID

Not Available

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

51340

Food Biomarker Ontology

Not Available

VMH ID

PRIST

MarkerDB ID

MDB00000255

Good Scents ID

rw1489071

References

Synthesis Reference

Nakajima, Kenji; Sato, Akio. Microbial oxidation of isoprenoid hydrocarbons. Part II. Production of pristanol and pristanic acid from pristane by Nocardia sp. BPM 1613. Nippon Nogei Kagaku Kaishi (1981), 55(9), 825-8.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Wanders RJ, Barth PG, Schutgens RB, Tager JM: Clinical and biochemical characteristics of peroxisomal disorders: an update. Eur J Pediatr. 1994;153(7 Suppl 1):S44-8. [PubMed:7957386 ]
Mobley JA, Leav I, Zielie P, Wotkowitz C, Evans J, Lam YW, L'Esperance BS, Jiang Z, Ho SM: Branched fatty acids in dairy and beef products markedly enhance alpha-methylacyl-CoA racemase expression in prostate cancer cells in vitro. Cancer Epidemiol Biomarkers Prev. 2003 Aug;12(8):775-83. [PubMed:12917210 ]
Ferdinandusse S, Denis S, IJlst L, Dacremont G, Waterham HR, Wanders RJ: Subcellular localization and physiological role of alpha-methylacyl-CoA racemase. J Lipid Res. 2000 Nov;41(11):1890-6. [PubMed:11060359 ]
Straube R, Gackler D, Thiele A, Muselmann L, Kingreen H, Klingel R: Membrane differential filtration is safe and effective for the long-term treatment of Refsum syndrome--an update of treatment modalities and pathophysiological cognition. Transfus Apher Sci. 2003 Aug;29(1):85-91. [PubMed:12877898 ]
Verhoeven NM, Kulik W, van den Heuvel CM, Jakobs C: Pre- and postnatal diagnosis of peroxisomal disorders using stable-isotope dilution gas chromatography--mass spectrometry. J Inherit Metab Dis. 1995;18 Suppl 1:45-60. [PubMed:9053555 ]
Ferdinandusse S, Kostopoulos P, Denis S, Rusch H, Overmars H, Dillmann U, Reith W, Haas D, Wanders RJ, Duran M, Marziniak M: Mutations in the gene encoding peroxisomal sterol carrier protein X (SCPx) cause leukencephalopathy with dystonia and motor neuropathy. Am J Hum Genet. 2006 Jun;78(6):1046-52. Epub 2006 Mar 29. [PubMed:16685654 ]
Gootjes J, Mooijer PA, Dekker C, Barth PG, Poll-The BT, Waterham HR, Wanders RJ: Biochemical markers predicting survival in peroxisome biogenesis disorders. Neurology. 2002 Dec 10;59(11):1746-9. [PubMed:12473763 ]
Zomer AW, van Der Burg B, Jansen GA, Wanders RJ, Poll-The BT, van Der Saag PT: Pristanic acid and phytanic acid: naturally occurring ligands for the nuclear receptor peroxisome proliferator-activated receptor alpha. J Lipid Res. 2000 Nov;41(11):1801-7. [PubMed:11060349 ]

Enzymes

Enzyme Details

1. Long-chain-fatty-acid--CoA ligase 1

General function:: Involved in catalytic activity
Specific function:: Activation of long-chain fatty acids for both synthesis of cellular lipids, and degradation via beta-oxidation. Preferentially uses palmitoleate, oleate and linoleate.
Gene Name:: ACSL1
Uniprot ID:: P33121
Molecular weight:: 77942.685

Showing metabocard for Pristanic acid (HMDB0000795)

MOL for HMDB0000795 (Pristanic acid)

3D MOL for HMDB0000795 (Pristanic acid)

3D SDF for HMDB0000795 (Pristanic acid)

3D-SDF for HMDB0000795 (Pristanic acid)

PDB for HMDB0000795 (Pristanic acid)

3D PDB for HMDB0000795 (Pristanic acid)

SMILES for HMDB0000795 (Pristanic acid)

INCHI for HMDB0000795 (Pristanic acid)

Structure for HMDB0000795 (Pristanic acid)

3D Structure for HMDB0000795 (Pristanic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes