NP-MRD: Showing NP-Card for Phytanic acid (NP0086650)

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Record Information

Version

2.0

Created at

2022-05-11 16:27:07 UTC

Updated at

2022-05-11 16:27:08 UTC

NP-MRD ID

NP0086650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phytanic acid

Description

Phytanic acid, also known as phytanate or acid, phytanic, 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. Phytanic acid is a very weakly acidic compound (based on its pKa). In humans, phytanic acid is involved in oxidation of branched-chain fatty acids. Outside of the human body, Phytanic acid has been detected, but not quantified in, milk (cow). This could make phytanic acid a potential biomarker for the consumption of these foods. Instead, it undergoes alpha-oxidation in the peroxisome, where it is converted into pristanic acid by the removal of one carbon. Phytanic acid is a potentially toxic compound. Phytanic acid, with regard to humans, has been found to be associated with several diseases such as alpha-methylacyl-coa racemase deficiency, cerebrotendinous xanthomatosis, and pseudoneonatal adrenoleukodystrophy; phytanic acid has also been linked to several inborn metabolic disorders including infantile refsum's disease and refsum's disease. A 20-carbon branched chain fatty acid, Phytanic acid is present in animal (primarily herbivores or omnivores) tissues where it may be derived from the chlorophyll in consumed plant material. Individuals with Refsum disease accumulate large stores of phytanic acid in their blood and tissues. Phytanic acid is found in Aplysina fistularis. Phytanic acid was first documented in 1998 (PMID: 9819701). Therefore, chronically high levels of phytanic acid can be neurotoxic (PMID: 12187408) (PMID: 17956237) (PMID: 15979030).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 62 61  0  0  0  0  0  0  0  0999 V2000
   -5.2875    1.1858   -2.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9075    1.3271   -0.9367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2880    1.9212   -1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0647   -0.0339   -0.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7173   -0.7455   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7806    0.0351    0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4421   -0.7038    0.8665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8061   -0.8677   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5424    0.0544    1.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -0.4866    2.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058   -0.7548    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0159   -1.2508    1.9164 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5510   -2.4920    2.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1931   -1.5511    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448   -0.4140    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9490   -0.9381   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    0.1221   -1.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6279    0.6911   -2.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2690    1.2044   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8535    2.1840   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9147    1.9051   -2.0756 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2780    3.4319   -1.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937    0.5424   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2280    2.1944   -2.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2452    0.8141   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2655    2.0135   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3938    2.7253   -0.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3951    2.3467   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0782    1.1790   -0.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4816    0.0683    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7373   -0.6345   -0.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -1.0365   -1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9872   -1.7107    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    1.0409    0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2135    0.1173    1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911   -1.6806    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -0.6834   -1.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570   -0.1443   -0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936   -1.9053   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357    0.1163    2.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815    1.1442    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -1.4637    2.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503    0.1376    2.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -1.5565    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.2029    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -0.4663    2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4105   -3.2109    2.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -2.2754    3.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842   -3.0523    2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984   -2.3880    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -1.9108    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780   -0.1461   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762    0.4876    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7234   -1.3255    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674   -1.7723   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3971   -0.3851   -1.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994    1.3922   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721    1.2221   -3.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -0.1982   -2.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0646    0.7076    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159    1.7317    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413    3.9386   -0.9223 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  1  0
 20 22  1  0
 20 21  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  1
 13 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  6
 18 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 22 62  1  0
M  END


  Mrv1652305231920272D          

 22 21  0  0  0  0            999 V2000
 9995.4926 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2072 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9219 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6375 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3510 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0664 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7800 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.4955 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2110 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9244 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6401 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9244 9997.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0664 9997.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2072 9997.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7776 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0629 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3482 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6335 9996.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9186 9996.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2039 9996.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9186 9997.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3482 9997.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  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
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  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 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0086650

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
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

> <FORMULA>
C20H40O2

> <MOLECULAR_WEIGHT>
312.5304

> <EXACT_MASS>
312.302830524

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
41.09002581606026

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7,11,15-tetramethylhexadecanoic acid

> <ALOGPS_LOGP>
7.28

> <JCHEM_LOGP>
7.404659163

> <ALOGPS_LOGS>
-6.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.040832283720321

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
95.27799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.17e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phytanic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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    8658.2538659.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8659.5878660.544   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.9218659.776   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.2578660.544   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.5888659.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.9248660.544   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.2568659.776   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.5928660.544   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8668.9278659.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.2598660.544   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.5958659.776   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8670.2598662.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.9248662.085   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8659.5878662.085   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8656.9188660.544   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8655.5848659.776   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8654.2508660.544   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8652.9168659.776   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8651.5818660.544   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8650.2478659.776   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0    8651.5818662.085   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8654.2508662.085   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    6                                                            
CONECT   14    2                                                            
CONECT   15    1   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
3,7,11,15-Tetramethyl hexadecanoic acid	ChEBI
3,7,11,15-Tetramethyl-hexadecanoic acid	ChEBI
3,7,11,15-Tetramethyl-hexadecansaeure	ChEBI
3,7,11,15-Tetramethylhexadecanoic acid	Kegg
3,7,11,15-Tetramethyl hexadecanoate	Generator
3,7,11,15-Tetramethyl-hexadecanoate	Generator
3,7,11,15-Tetramethylhexadecanoate	Generator
Phytanate	Generator
3,7,11,15-Tetramethylhexadecoanoate	HMDB
3,7,11,15-Tetramethylhexadecoanoic acid	HMDB
Phytanoate	HMDB
Phytanoic acid	HMDB
Acid, phytanic	HMDB

Chemical Formula

C₂₀H₄₀O₂

Average Mass

312.5304 Da

Monoisotopic Mass

312.30283 Da

IUPAC Name

3,7,11,15-tetramethylhexadecanoic acid

Traditional Name

phytanic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Aplysina fistularis	LOTUS Database	35616633
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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:16285 )
branched-chain saturated fatty acid (CHEBI:16285 )
methyl-branched fatty acid (CHEBI:16285 )
Acyclic diterpenoids (C01607 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.28	ALOGPS
logP	7.4	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	5.04	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	14	ChemAxon
Refractivity	95.28 m³·mol⁻¹	ChemAxon
Polarizability	41.09 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

External Links

HMDB ID

HMDB0000801

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022252

KNApSAcK ID

Not Available

Chemspider ID

25001

KEGG Compound ID

C01607

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16285

Good Scents ID

Not Available

References

General References

Verhoeven NM, Wanders RJ, Poll-The BT, Saudubray JM, Jakobs C: The metabolism of phytanic acid and pristanic acid in man: a review. J Inherit Metab Dis. 1998 Oct;21(7):697-728. doi: 10.1023/a:1005476631419. [PubMed:9819701 ]
Schluter A, Yubero P, Iglesias R, Giralt M, Villarroya F: The chlorophyll-derived metabolite phytanic acid induces white adipocyte differentiation. Int J Obes Relat Metab Disord. 2002 Sep;26(9):1277-80. doi: 10.1038/sj.ijo.0802068. [PubMed:12187408 ]
Wierzbicki AS: Peroxisomal disorders affecting phytanic acid alpha-oxidation: a review. Biochem Soc Trans. 2007 Nov;35(Pt 5):881-6. doi: 10.1042/BST0350881. [PubMed:17956237 ]
Komen JC, Duran M, Wanders RJ: Characterization of phytanic acid omega-hydroxylation in human liver microsomes. Mol Genet Metab. 2005 Jul;85(3):190-5. doi: 10.1016/j.ymgme.2005.02.005. Epub 2005 Mar 17. [PubMed:15979030 ]

Showing NP-Card for Phytanic acid (NP0086650)

MOL for NP0086650 (Phytanic acid)

3D MOL for NP0086650 (Phytanic acid)

3D SDF for NP0086650 (Phytanic acid)

3D-SDF for NP0086650 (Phytanic acid)

PDB for NP0086650 (Phytanic acid)

3D PDB for NP0086650 (Phytanic acid)

SMILES for NP0086650 (Phytanic acid)

INCHI for NP0086650 (Phytanic acid)

Structure for NP0086650 (Phytanic acid)

3D Structure for NP0086650 (Phytanic acid)