Oleic acid (cis-18:1n-9) (Compound)

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ID311
NameOleic acid (cis-18:1n-9)
Synonymscis-9-Octadecenoic acid
StructureThumb
Description
ClassificationCompounds > Diet > Lipids > Fatty acids > MUFA
CAS number112-80-1
PubChem ID445639
ChEBI ID16196
FooDB IDFDB012858
HMDB IDHMDB00207

Chemical data

MolDBi data

IUPAC Name(9Z)-octadec-9-enoic acid
Traditional IUPAC Nameoleic acid
FormulaC18H34O2
InChIInChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChI KeyZQPPMHVWECSIRJ-KTKRTIGZSA-N
Molecular weight282.4614
Exact mass282.255880332
SMILESCCCCCCCC\C=C/CCCCCCCC(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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents

Publications with Oleic acid (cis-18:1n-9)

TitleFirst authorYear
Comparison between plasma and erythrocyte fatty acid content as biomarkers of fatty acid intake in US womenSun2007
Validation of a FFQ to estimate the intake of PUFA using plasma phospholipid fatty acids and weighed foods recordsMcNaughton2007
Plasma phospholipid fatty acid composition as a biomarker of habitual dietary fat intake in an ethnically diverse cohortHodge2007
Fatty acid composition of habitual omnivore and vegetarian dietsMann2006
Home use of margarine is an important determinant of plasma trans fatty acid status: a biomarker studySkeaff2006
Fasting whole blood as a biomarker of essential fatty acid intake in epidemiologic studies: comparison with adipose tissue and plasmaBaylin2005
Comparison of adipose tissue fatty acids with dietary fatty acids as measured by 24-hour recall and food frequency questionnaire in Black and White Adventists: the Adventist Health StudyKnutsen2003
Adipose tissue biomarkers of fatty acid intakeBaylin2002
Erythrocyte cell membrane phospholipid levels compared against reported dietary intakes of polyunsaturated fatty acids in pregnant Mexican womenParra2002
Application of the method of triads to evaluate the performance of food frequency questionnaires and biomarkers as indicators of long-term dietary intakeKabagambe2001
Site-specific differences in the fatty acid composition of abdominal adipose tissue in an obese population from a Mediterranean area: relation with dietary fatty acids, plasma lipid profile, serum insulin, and central obesityGaraulet2001
Single measurement of serum phospholipid fatty acid as a biomarker of specific fatty acid intake in middle-aged Japanese menKobayashi2001
Pentadecanoic acid in serum as a marker for intake of milk fat: relations between intake of milk fat and metabolic risk factorsSmedman1999
Evaluation of a food frequency questionnaire with weighed records, fatty acids, and alpha-tocopherol in adipose tissue and serumAndersen1999
Relation between the intake of milk fat and the occurrence of conjugated linoleic acid in human adipose tissueJiang1999
The relation between dietary intake and adipose tissue composition of selected fatty acids in US womenGarland1998
Serum phospholipid fatty acid composition and habitual intake of marine foods registered by a semi-quantitative food frequency questionnaireHjartaker1997
Plasma fatty acid composition as an indicator of habitual dietary fat intake in middle-aged adultsMa1995
Erythrocyte levels compared with reported dietary intake of marine n-3 fatty acids in pregnant womenOlsen1995
Omega-3 fatty acids in adipose tissue of obese patients with non-insulin-dependent diabetes mellitus reflect long-term dietary intake of eicosapentaenoic and docosahexaenoic acidPopp-Snijders1995
Fatty acid composition of subcutaneous adipose tissue and diet in postmenopausal US womenLondon1991
Human plasma fatty acid variations and how they are related to dietary intakeLopes1991
Reliability of fatty acid composition in human serum phospholipidsZeleniuch-Jacquotte2000
A prospective evaluation of plasma phospholipid fatty acids and breast cancer risk in the EPIC studyChajes2017
Effect Modification by Time Since Blood Draw on the Association Between Circulating Fatty Acids and Prostate Cancer RiskYang2016
Prospective associations between plasma saturated, monounsaturated and polyunsaturated fatty acids and overall and breast cancer risk - modulation by antioxidants: a nested case-control studyPouchieu2014
Association between serum trans-monounsaturated fatty acids and breast cancer risk in the E3N-EPIC StudyChajes2008
Serum fatty acids and breast cancer incidenceRissanen2003
Serum fatty acids and risk of breast cancer in a nested case-control study of the New York University Women's Health StudySaadatian-Elahi2002
Erythrocyte membrane fatty acids and subsequent breast cancer: a prospective Italian studyPala2001
Fatty-acid composition in serum phospholipids and risk of breast cancer: an incident case-control study in SwedenChajes1999
Plasma phospholipids fatty acids, dietary fatty acids, and breast cancer riskBassett2016
Plasma phospholipid fatty acids, dietary fatty acids and prostate cancer riskBassett2013
Dietary and biomarker estimates of fatty acids and risk of colorectal cancerHodge2015
Plasma fatty acids and risk of colon and rectal cancers in the Singapore Chinese Health StudyButler2017
Serum levels of polyunsaturated fatty acids and risk of colorectal cancer: a prospective studyKojima2005

Biomarker data

Measurements of Oleic acid (cis-18:1n-9) in biospecimens

Concentration values

IDParent IDDepthSubject groupPopulationCountryCohortBiomarker Time definitionBiospecimenAnalytical methodBiomarkerBiomarker detailMeasurement sizeDetected (nb)Detected (%)Detected only?Arithmethic meanArithmethic SDGeometric meanGeometric SDMinMin (detected)Percentile_05Percentile_10Percentile_25MedianPercentile_75Percentile_90Percentile_95MaxInterquartile rangeMean 95% CI lowerMean 95% CI upperGMean 95% CI lowerGMean 95% CI upperUnitConverted arithmetic meanConverted geometric meanConverted medianConverted unitAdjustment typeAdjusted onRegressed onExpressed asPublication

Reproducibility values

IDExcretion IDSubject groupPopulationCountryCohortBiomarker Time definitionBiospecimenAnalytical methodBiomarkerBiomarker detailArithmetic meanGeometric meanMedianUnitAdjusted onReproducibility sizeICCICC 95% CI lowerICC 95% CI upperCV% WSCV% BSVAR WSVAR BSPublication

Associations of Oleic acid (cis-18:1n-9) with exposures

Correlation values

IDIntake IDExcretion IDSubject groupPopulationCountryCohortIntake Time definitionIntake Assessment methodIntakeIntake detailSupplement intakes included?Intake Arithmetic meanIntake Geometric meanIntake MedianIntake UnitIntake Adjusted onBiomarker Time definitionBiospecimenAnalytical methodBiomarkerBiomarker detailBiomarker Arithmetic meanBiomarker Geometric meanBiomarker MedianBiomarker UnitBiomarker Adjusted onCorrelation sizeCorrelation typeCorrelation valueCorrelation 95% CI lowerCorrelation 95% CI upperCorrelation p-valueSignificant?Measurement adjustmentDeattenuated?CovariatesPublication

Metabolomic associations

IDIntake IDExcretion IDSubject groupPopulationCountryCohortNo. of subjectsIntake Assessment methodIntakeIntervention doseBiospecimenAnalytical methodBiomarkerStructural identificationFeature selectionArea under curveSensitivitySpecificityPLS-DA VIPBeta coefficientBeta coefficient p-valueANOVA p-valuePublication

Associations of Oleic acid (cis-18:1n-9) with cancer risk

Cancer associations

IDExcretion IDSubject groupPopulationCountryCohortNo. of subjectsNo. of casesNo. of controlsBiospecimenAnalytical methodBiomarkerBiomarker detailCancerStudy designPublication

Exposure data

Measurements of Oleic acid (cis-18:1n-9) exposures in populations

Intake values

IDParent IDDepthSubject groupPopulationCountryCohortIntake Time definitionIntake assessment toolIntake food coverageIntake time coverageIntake Assessment methodIntakeIntake detailFood descriptionSupplement intakes included?Measurement sizeDetected (nb)Detected (%)Detected only?Arithmethic meanArithmethic SDGeometric meanGeometric SDMinMin (detected)Percentile_05Percentile_10Percentile_25MedianPercentile_75Percentile_90Percentile_95MaxInterquartile rangeMean 95% CI lowerMean 95% CI upperGMean 95% CI lowerGMean 95% CI upperUnitConverted arithmetic meanConverted geometric meanConverted medianConverted unitAdjustment typeAdjusted onRegressed onExpressed asPublication

Associations of Oleic acid (cis-18:1n-9) exposures with biomarkers

Correlation values

IDIntake IDExcretion IDSubject groupPopulationCountryCohortIntake Time definitionIntake Assessment methodIntakeIntake detailSupplement intakes included?Intake Arithmetic meanIntake Geometric meanIntake MedianIntake UnitIntake Adjusted onBiomarker Time definitionBiospecimenAnalytical methodBiomarkerBiomarker detailBiomarker Arithmetic meanBiomarker Geometric meanBiomarker MedianBiomarker UnitBiomarker Adjusted onCorrelation sizeCorrelation typeCorrelation valueCorrelation 95% CI lowerCorrelation 95% CI upperCorrelation p-valueSignificant?Measurement adjustmentDeattenuated?CovariatesPublication