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Details

Stereochemistry RACEMIC
Molecular Formula C15H12O5
Molecular Weight 272.2528
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROGENISTEIN

SMILES

OC1=CC=C(C=C1)C2COC3=CC(O)=CC(O)=C3C2=O

InChI

InChIKey=UQGVUYNHDKMLSE-UHFFFAOYSA-N
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-6,11,16-18H,7H2

HIDE SMILES / InChI

Molecular Formula C15H12O5
Molecular Weight 272.2528
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Improved in vitro assays of superoxide anion and 1,1-diphenyl- 2-picrylhydrazyl (DPPH) radical-scavenging activity of isoflavones and isoflavone metabolites.
2010-11-24
Overnight urinary excretion of isoflavones as an indicator for dietary isoflavone intake in Korean girls of pubertal age.
2010-09
Urine accurately reflects circulating isoflavonoids and ascertains compliance during soy intervention.
2010-07
The red clover isoflavone irilone is largely resistant to degradation by the human gut microbiota.
2010-07
Diethylstilbestrol and other nonsteroidal estrogens: novel class of store-operated calcium channel modulators.
2010-05
Potential health-modulating effects of isoflavones and metabolites via activation of PPAR and AhR.
2010-03
Marked individual variation in isoflavone metabolism after a soy challenge can modulate the skeletal effect of isoflavones in premenopausal women.
2009-10
Gastrointestinal absorption and metabolism of soy isoflavonoids in ileal-canulated swine.
2009-02
Receptor binding and transactivation activities of red clover isoflavones and their metabolites.
2008-11
Oral antibiotics decrease urinary isoflavonoid excretion in children after soy consumption.
2008
Quantitative determination of acetyl glucoside isoflavones and their metabolites in human urine using combined liquid chromatography-mass spectrometry.
2007-06-22
Isoflavone metabolites and their in vitro dual functions: they can act as an estrogenic agonist or antagonist depending on the estrogen concentration.
2006-11
Identification of urolithin a as a metabolite produced by human colon microflora from ellagic acid and related compounds.
2005-07-13
Enhanced biosynthesis of dihydrodaidzein and dihydrogenistein by a newly isolated bovine rumen anaerobic bacterium.
2005-02-09
Synthesis of phytoestrogenic isoflavonoid disulfates.
2004-09
Plasma isoflavone levels versus self-reported soy isoflavone levels in Asian-American women in Los Angeles County.
2004-01
Accumulation of genistein and lipophilic genistein derivatives in lipoproteins during incubation with human plasma in vitro.
2003-03-17
Genistein inhibits vitamin D hydroxylases CYP24 and CYP27B1 expression in prostate cells.
2003-03
Liquid chromatographic-photodiode array mass spectrometric analysis of dietary phytoestrogens from human urine and blood.
2002-09-25
Dietary phytoestrogens and their synthetic structural analogues as calcium channel blockers in human platelets.
2002-09
Time-resolved fluoroimmunoassay of plasma and urine O-desmethylangolensin.
2002-08
Anaerobic C-ring cleavage of genistein and daidzein by Eubacterium ramulus.
2002-03-05
Comparative metabolism of genistin by human and rat gut microflora: detection and identification of the end-products of metabolism.
2002-01
Urinary metabolites of genistein administered orally to rats.
2001-11
Interaction of phytoestrogens with estrogen receptors alpha and beta.
2001-04
Visual spatial memory is enhanced in female rats (but inhibited in males) by dietary soy phytoestrogens.
2001
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:37:23 GMT 2025
Edited
by admin
on Mon Mar 31 20:37:23 GMT 2025
Record UNII
5G1514R22R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIHYDROGENISTEIN
Common Name English
4',5,7-TRIHYDROXYISOFLAVAN-4-ONE
Preferred Name English
5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-2,3-DIHYDRO-4H-CHROMEN-4-ONE
Systematic Name English
4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-
Systematic Name English
Code System Code Type Description
FDA UNII
5G1514R22R
Created by admin on Mon Mar 31 20:37:23 GMT 2025 , Edited by admin on Mon Mar 31 20:37:23 GMT 2025
PRIMARY
CHEBI
34707
Created by admin on Mon Mar 31 20:37:23 GMT 2025 , Edited by admin on Mon Mar 31 20:37:23 GMT 2025
PRIMARY
PUBCHEM
9838356
Created by admin on Mon Mar 31 20:37:23 GMT 2025 , Edited by admin on Mon Mar 31 20:37:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID80904153
Created by admin on Mon Mar 31 20:37:23 GMT 2025 , Edited by admin on Mon Mar 31 20:37:23 GMT 2025
PRIMARY
CAS
21554-71-2
Created by admin on Mon Mar 31 20:37:23 GMT 2025 , Edited by admin on Mon Mar 31 20:37:23 GMT 2025
PRIMARY