16-Hydroxypalmitic acid (Compound)

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ID	1631
Name	16-Hydroxypalmitic acid
Synonyms	16-Hydroxypalmitate; 16-Hydroxyhexadecanoic acid; 16-OH 16:0; omega-Hydroxypalmitic acid; Juniperic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001631 (16-Hydroxypalmitic acid) 3D Structure for EE001631 (16-Hydroxypalmitic acid) 10466 -OEChem-09032121153D 51 50 0 0 0 0 0 0 0999 V2000 11.1672 -0.5129 0.1656 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1374 0.5677 0.2219 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0899 -1.4447 0.1416 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1423 -0.3374 -0.2355 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1436 0.4909 -0.1472 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4143 0.5058 -0.1149 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4172 -0.3577 -0.1923 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6985 -0.3295 -0.1435 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6677 0.5221 -0.1134 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9689 0.5030 0.0501 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9754 -0.2749 -0.1187 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2204 -0.3760 -0.0235 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2245 0.6038 -0.0140 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5269 0.4143 0.0925 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4993 -0.2472 -0.0120 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7753 -0.4651 0.0444 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7693 0.6014 0.0596 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0460 0.3591 0.2036 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0355 -0.2228 0.1357 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1571 -0.8826 -1.1872 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1362 -1.0913 0.5615 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1321 1.0710 0.7841 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1585 1.2151 -0.9711 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4415 1.2400 -0.9293 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3795 1.0739 0.8231 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4139 -1.0691 0.6420 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4377 -0.9437 -1.1188 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7536 -0.8631 -1.1005 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6478 -1.0933 0.6425 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6250 1.1283 0.8001 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6719 1.2226 -0.9578 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9333 1.0144 1.0192 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0190 1.2777 -0.7243 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9634 -0.9851 0.7173 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0269 -0.8702 -1.0388 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1811 -1.1261 0.7761 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2230 -0.9256 -0.9730 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1793 1.2008 0.9046 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2509 1.3050 -0.8565 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5728 1.1529 -0.7173 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5183 0.9776 1.0341 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5303 -0.8683 -0.9161 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4737 -0.9386 0.8397 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7332 -1.2249 0.8347 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8130 -1.0183 -0.9022 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7321 1.2384 0.9507 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8336 1.2401 -0.8285 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1431 1.0875 -0.6077 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0505 0.8893 1.1614 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9612 0.0388 0.2690 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9620 0.0397 0.2817 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 1 50 1 0 0 0 0 2 19 1 0 0 0 0 2 51 1 0 0 0 0 3 19 2 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 4 20 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 22 1 0 0 0 0 5 23 1 0 0 0 0 6 8 1 0 0 0 0 6 24 1 0 0 0 0 6 25 1 0 0 0 0 7 9 1 0 0 0 0 7 26 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 28 1 0 0 0 0 8 29 1 0 0 0 0 9 11 1 0 0 0 0 9 30 1 0 0 0 0 9 31 1 0 0 0 0 10 12 1 0 0 0 0 10 32 1 0 0 0 0 10 33 1 0 0 0 0 11 13 1 0 0 0 0 11 34 1 0 0 0 0 11 35 1 0 0 0 0 12 14 1 0 0 0 0 12 36 1 0 0 0 0 12 37 1 0 0 0 0 13 15 1 0 0 0 0 13 38 1 0 0 0 0 13 39 1 0 0 0 0 14 16 1 0 0 0 0 14 40 1 0 0 0 0 14 41 1 0 0 0 0 15 17 1 0 0 0 0 15 42 1 0 0 0 0 15 43 1 0 0 0 0 16 18 1 0 0 0 0 16 44 1 0 0 0 0 16 45 1 0 0 0 0 17 19 1 0 0 0 0 17 46 1 0 0 0 0 17 47 1 0 0 0 0 18 48 1 0 0 0 0 18 49 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 10466 > <PUBCHEM_CONFORMER_RMSD> 1.4 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 49 11 29 7 34 23 26 28 21 4 40 44 36 32 10 35 20 15 42 2 48 6 3 14 43 33 8 41 31 45 47 16 9 27 25 19 22 37 30 39 17 12 18 46 5 38 24 13 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 8 1 -0.68 17 0.06 18 0.28 19 0.66 2 -0.65 3 -0.57 50 0.4 51 0.5 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 15 > <PUBCHEM_PHARMACOPHORE_FEATURES> 5 1 1 acceptor 1 1 donor 1 2 acceptor 1 3 acceptor 3 2 3 19 anion > <PUBCHEM_HEAVY_ATOM_COUNT> 19 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 1 > <PUBCHEM_CONFORMER_ID> 000028E200000001 > <PUBCHEM_MMFF94_ENERGY> 1.5196 > <PUBCHEM_FEATURE_SELFOVERLAP> 25.43 > <PUBCHEM_SHAPE_FINGERPRINT> 14251764 46 18410573989456967940 14251920 1 18410573980856483842 14344974 52 7925620099379491422 15061470 23 18409728456742453828 15510794 2 18413674604180218430 155225 1 11600008747401264195 21362267 2 17346018048886070192 21362267 20 18186519933835150251 21362267 313 18266737987562267210 232437 2 18260547822844402346 23521765 1 18341895190430159405 23528940 14 18271526516518708767 23581129 1 18409448085244615012 246663 6 16877944931969857388 33684 2 18334294266884882508 59521270 166 16443057289271452039 67123 10 18410575088963327460 8209 1 18413389834446087740 > <PUBCHEM_SHAPE_MULTIPOLES> 373.4 43.4 0.87 0.62 14.24 0.07 0.01 3.44 -4.6 -0.7 -0.01 0.04 -0.01 0.06 > <PUBCHEM_SHAPE_SELFOVERLAP> 680.139 > <PUBCHEM_SHAPE_VOLUME> 237.5 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
CAS number	506-13-8
PubChem ID	10466
ChEBI ID	55328
FooDB ID	FDB023882
HMDB ID	HMDB0006294

Chemical data

MolDBi data

IUPAC Name	16-hydroxyhexadecanoic acid
Traditional IUPAC Name	16-hydroxyhexadecanoic acid
Formula	C16H32O3
InChI	InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
InChI Key	UGAGPNKCDRTDHP-UHFFFAOYSA-N
Molecular weight	272.4235
Exact mass	272.23514489
SMILES	OCCCCCCCCCCCCCCCC(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acids and conjugates
Direct Parent	Long-chain fatty acids
Alternative Parents	Hydroxy fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with 16-Hydroxypalmitic 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 16-Hydroxypalmitic 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 16-Hydroxypalmitic 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 16-Hydroxypalmitic 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 16-Hydroxypalmitic 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 16-Hydroxypalmitic 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