ID10
NameEquol
Synonyms
StructureThumb
Description
ClassificationCompounds > Diet > Polyphenols > Phytoestrogens > Isoflavones
CAS number531-95-3
PubChem ID91469
ChEBI ID34741
FooDB IDFDB021824
HMDB IDHMDB02209

Chemical data

MolDBi data

IUPAC Name(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
Traditional IUPAC Name(-)-equol
FormulaC15H14O3
InChIInChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1
InChI KeyADFCQWZHKCXPAJ-GFCCVEGCSA-N
Molecular weight242.2699
Exact mass242.094294314
SMILESOC1=CC=C(C=C1)[C@H]1COC2=C(C1)C=CC(O)=C2

ClassyFire Taxonomy

Description belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavans
Direct ParentIsoflavanols
Alternative Parents

Publications with Equol

TitleFirst authorYear
Phyto-oestrogen intake in Scottish men: use of serum to validate a self-administered food-frequency questionnaire in older menHeald2006
Overnight urinary excretion of isoflavones as an indicator for dietary isoflavone intake in Korean girls of pubertal ageKim2010
Food frequency questionnaires and overnight urines are valid indicators of daidzein and genistein intake in U.S. women relative to multiple 24-h urine samplesTseng2008
Urinary isoflavones and their metabolites validate the dietary isoflavone intakes in US adultsChun2009
Validation of a phytoestrogen food frequency questionnaire with urinary concentrations of isoflavones and lignan metabolites in premenopausal womenFrench2007
Correlations of urinary phytoestrogen excretion with lifestyle factors and dietary intakes among middle-aged and elderly Chinese womenWu2012
Validation of soy protein estimates from a food-frequency questionnaire with repeated 24-h recalls and isoflavonoid excretion in overnight urine in a Western population with a wide range of soy intakesJaceldo-Siegl2008
Phytoestrogen concentrations in serum and spot urine as biomarkers for dietary phytoestrogen intake and their relation to breast cancer risk in European prospective investigation of cancer and nutrition-norfolkGrace2004
Urinary isoflavonoid and lignan excretion on a Western diet: relation to soy, vegetable, and fruit intakeLampe1999
Comparison of isoflavones among dietary intake, plasma concentration and urinary excretion for accurate estimation of phytoestrogen intakeArai2000
Dietary soy intake and urinary isoflavone excretion among women from a multiethnic populationMaskarinec1998
Overnight urinary isoflavone excretion in a population of women living in the United States, and its relationship to isoflavone intakeAtkinson2002
Reliability and validity of an assessment of usual phytoestrogen consumption (United States)Horn-Ross2006
Reproducibility of plasma, red blood cell, and urine biomarkers among premenopausal and postmenopausal women from the Nurses' Health StudiesKotsopoulos2010
Temporal variability in urinary concentrations of phthalate metabolites, phytoestrogens and phenols among minority children in the United StatesTeitelbaum2008
Reliability of serum measurements of lignans and isoflavonoid phytoestrogens over a two-year periodZeleniuch-Jacquotte1998
Pilot study of urinary biomarkers of phytoestrogens, phthalates, and phenols in girlsWolff2007
Plasma equol concentration is not associated with breast cancer and fibrocystic breast conditions among women in Shanghai, ChinaAtkinson2016
Plasma isoflavones and risk of primary liver cancer in Japanese women and men with hepatitis virus infection: a nested case-control studyMichikawa2015
Plasma isoflavones and the risk of lung cancer in women: a nested case-control study in JapanShimazu2011
Isoflavones from phytoestrogens and gastric cancer risk: a nested case-control study within the Korean Multicenter Cancer CohortKo2010
Plasma phyto-oestrogens and prostate cancer in the European Prospective Investigation into Cancer and NutritionTravis2009
Urinary phytoestrogen excretion and prostate cancer risk: a nested case-control study in the Multiethnic CohortPark2009
Urinary phytoestrogen excretion and postmenopausal breast cancer risk: the multiethnic cohort studyGoodman2009
Breast cancer risk in relation to urinary and serum biomarkers of phytoestrogen exposure in the European Prospective into Cancer-Norfolk cohort studyWard2008
Lack of prospective associations between plasma and urinary phytoestrogens and risk of prostate or colorectal cancer in the European Prospective into Cancer-Norfolk studyWard2008
Plasma isoflavones and subsequent risk of prostate cancer in a nested case-control study: the Japan Public Health CenterKurahashi2008
Plasma phytoestrogens and subsequent breast cancer riskVerheus2007
Phytoestrogen exposure, polymorphisms in COMT, CYP19, ESR1, and SHBG genes, and their associations with prostate cancer riskLow2006
Serum phytoestrogens and prostate cancer risk in a nested case-control study among Japanese menOzasa2004

Biomarker data

Measurements of Equol 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 Equol 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 Equol with cancer risk

Cancer associations

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

Exposure data

Measurements of Equol 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 Equol 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