Eicosadienoic acid (cis-20:2n-6) (Compound)

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ID245
NameEicosadienoic acid (cis-20:2n-6)
SynonymsDihomolinoleic acid; Dihomolinoleate; all-cis-11,14-Eicosadienoic acid; (11Z,14Z)-Eicosadienoic acid; 20:2n6; 20:2n6,9
StructureThumb
Description
ClassificationCompounds > Diet > Lipids > Fatty acids > PUFA
CAS number5598-38-9
PubChem ID6439848
ChEBI ID73731
FooDB IDFDB012619
HMDB IDHMDB05060

Chemical data

MolDBi data

IUPAC Name(11Z,14Z)-icosa-11,14-dienoic acid
Traditional IUPAC Nameeicosadienoic acid
FormulaC20H36O2
InChIInChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9-
InChI KeyXSXIVVZCUAHUJO-HZJYTTRNSA-N
Molecular weight308.4986
Exact mass308.271530396
SMILESCCCCC\C=C/C\C=C/CCCCCCCCCC(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 Eicosadienoic acid (cis-20:2n-6)

TitleFirst authorYear
Linoleic acid is associated with lower long-chain n–6 and n–3 fatty acids in red blood cell lipids of Canadian pregnant womenFriesen2010
Plasma n-6 and n-3 polyunsaturated fatty acids as biomarkers of their dietary intakes: a cross-sectional study within a cohort of middle-aged French men and womenAstorg2008
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
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
Serum phospholipid fatty acid composition and habitual intake of marine foods registered by a semi-quantitative food frequency questionnaireHjartaker1997
Adipose tissue fatty acids as biomarkers of dietary exposure in Danish men and womenTjonneland1993
Fatty acid composition of subcutaneous adipose tissue and diet in postmenopausal US womenLondon1991
Evaluation of a food frequency questionnaire with weighed records, fatty acids, and alpha-tocopherol in adipose tissue and serumAndersen1999
Human plasma fatty acid variations and how they are related to dietary intakeLopes1991
Reliability of fatty acid composition in human serum phospholipidsZeleniuch-Jacquotte2000
Metabolomics in nutritional epidemiology: identifying metabolites associated with diet and quantifying their potential to uncover diet-disease relations in populationsGuertin2014
Prospective associations between plasma saturated, monounsaturated and polyunsaturated fatty acids and overall and breast cancer risk - modulation by antioxidants: a nested case-control studyPouchieu2014
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
A prospective evaluation of plasma phospholipid fatty acids and breast cancer risk in the EPIC studyChajes2017
Fatty-acid composition in serum phospholipids and risk of breast cancer: an incident case-control study in SwedenChajes1999
Association between serum trans-monounsaturated fatty acids and breast cancer risk in the E3N-EPIC StudyChajes2008
Serum levels of polyunsaturated fatty acids and risk of colorectal cancer: a prospective studyKojima2005
Serum fatty acids and breast cancer incidenceRissanen2003

Biomarker data

Measurements of Eicosadienoic acid (cis-20:2n-6) 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 Eicosadienoic acid (cis-20:2n-6) 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 Eicosadienoic acid (cis-20:2n-6) with cancer risk

Cancer associations

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

Exposure data

Measurements of Eicosadienoic acid (cis-20:2n-6) 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 Eicosadienoic acid (cis-20:2n-6) 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