Phytanic acid (Compound)

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ID	334
Name	Phytanic acid
Synonyms	cis-3,7,11,15-Tetramethylhexadecanoic acid
Structure	MOL SDF PDB SMILES InChI Structure for EE000334 (Phytanic acid) 3D Structure for EE000334 (Phytanic acid) 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> EE000334 > <DATABASE_NAME> test > <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 $$$$
Description	Phytanic acid is found in the diet in dairy products, ruminant animal fats, and certain fish. It is metabolised into pristanic acid.
Classification	Compounds > Chemical entities > Organic compounds > Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
CAS number	14721-66-5
PubChem ID	26840
ChEBI ID	16285
FooDB ID	FDB022252
HMDB ID	HMDB0000801

Chemical data

MolDBi data

IUPAC Name	3,7,11,15-tetramethylhexadecanoic acid
Traditional IUPAC Name	phytanic acid
Formula	C20H40O2
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)
InChI Key	RLCKHJSFHOZMDR-UHFFFAOYSA-N
Molecular weight	312.5304
Exact mass	312.302830524
SMILES	CC(C)CCCC(C)CCCC(C)CCCC(C)CC(O)=O

ClassyFire 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	Long-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with Phytanic acid

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Phytanic acid in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Phytanic acid with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Phytanic acid with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Phytanic acid exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Phytanic acid exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication