Genistein (Compound)

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ID3
NameGenistein
Synonyms
StructureThumb
Description
ClassificationCompounds > Diet > Polyphenols > Phytoestrogens > Isoflavones
CAS number446-72-0
PubChem ID5280961
ChEBI ID28088
FooDB IDFDB011828
HMDB IDHMDB03217

Chemical data

MolDBi data

IUPAC Name5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
Traditional IUPAC Namegenistein
FormulaC15H10O5
InChIInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChI KeyTZBJGXHYKVUXJN-UHFFFAOYSA-N
Molecular weight270.24
Exact mass270.052823422
SMILESOC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

ClassyFire Taxonomy

Description belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative ParentsNot Available

Publications with Genistein

TitleFirst authorYear
Overnight urinary isoflavone excretion in a population of women living in the United States, and its relationship to isoflavone intakeAtkinson2002
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
Plasma and urinary phyto-oestrogens as biomarkers of intake: validation by duplicate diet analysisRitchie2004
Reliability and validity of an assessment of usual phytoestrogen consumption (United States)Horn-Ross2006
Soya intake and plasma concentrations of daidzein and genistein: validity of dietary assessment among eighty British women (Oxford arm of the European Prospective Investigation into Cancer and Nutrition)Verkasalo2001
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
Validation of a soy food-frequency questionnaire and evaluation of correlates of plasma isoflavone concentrations in postmenopausal womenFrankenfeld2003
Validity and reproducibility of a self-administered food-frequency questionnaire to assess isoflavone intake in a japanese population in comparison with dietary records and blood and urine isoflavonesYamamoto2001
Free fruit at workplace intervention increases total fruit intake: a validation study using 24 h dietary recall and urinary flavonoid excretionKrogholm2010
Validation of a soy food frequency questionnaire with plasma concentrations of isoflavones in US adultsFrankenfeld2002
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
A semiquantitative food frequency questionnaire is a valid indicator of the usual intake of phytoestrogens by south Asian women in the UK relative to multiple 24-h dietary recalls and multiple plasma samplesBhakta2005
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
Urine flavonoids and plasma carotenoids in the validation of fruit, vegetable and tea intake during pregnancy in the Norwegian Mother and Child Cohort Study (MoBa)Brantsaeter2007
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 phytoestrogens concentration and risk of colorectal cancer in two different Asian populationsKo2018
Plasma isoflavones and risk of primary liver cancer in Japanese women and men with hepatitis virus infection: a nested case-control studyMichikawa2015
Plasma isoflavone concentrations are not associated with gastric cancer risk among Japanese men and womenHara2013
Prediagnostic concentrations of plasma genistein and prostate cancer risk in 1,605 men with prostate cancer and 1,697 matched control participants in EPICTravis2012
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 isoflavone level and subsequent risk of breast cancer among Japanese women: a nested case-control study from the Japan Public Health Center-based prospective study groupIwasaki2008
Plasma phytoestrogens and subsequent breast cancer riskVerheus2007
Plasma isoflavones and fibrocystic breast conditions and breast cancer among women in Shanghai, ChinaLampe2007
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
Urinary phytoestrogens and postmenopausal breast cancer riskden Tonkelaar2001

Biomarker data

Measurements of Genistein 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 Genistein 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 Genistein with cancer risk

Cancer associations

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

Exposure data

Measurements of Genistein 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 Genistein 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