DIHYDROGENISTEIN

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 Search

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

Title	Date	PubMed
Visual spatial memory is enhanced in female rats (but inhibited in males) by dietary soy phytoestrogens.	2001	11801187
Interaction of phytoestrogens with estrogen receptors alpha and beta.	2001 Apr	11305594
Urinary metabolites of genistein administered orally to rats.	2001 Nov	11724248
Time-resolved fluoroimmunoassay of plasma and urine O-desmethylangolensin.	2002 Aug	12361725
Comparative metabolism of genistin by human and rat gut microflora: detection and identification of the end-products of metabolism.	2002 Jan	11820509
Anaerobic C-ring cleavage of genistein and daidzein by Eubacterium ramulus.	2002 Mar 5	11959436
Dietary phytoestrogens and their synthetic structural analogues as calcium channel blockers in human platelets.	2002 Sep	12198326
Liquid chromatographic-photodiode array mass spectrometric analysis of dietary phytoestrogens from human urine and blood.	2002 Sep 25	12270199
Genistein inhibits vitamin D hydroxylases CYP24 and CYP27B1 expression in prostate cells.	2003 Mar	12732287
Accumulation of genistein and lipophilic genistein derivatives in lipoproteins during incubation with human plasma in vitro.	2003 Mar 17	12633680
Plasma isoflavone levels versus self-reported soy isoflavone levels in Asian-American women in Los Angeles County.	2004 Jan	14555615
Synthesis of phytoestrogenic isoflavonoid disulfates.	2004 Sep	15465105
Enhanced biosynthesis of dihydrodaidzein and dihydrogenistein by a newly isolated bovine rumen anaerobic bacterium.	2005 Feb 9	15639088
Identification of urolithin a as a metabolite produced by human colon microflora from ellagic acid and related compounds.	2005 Jul 13	15998116
Isoflavone metabolites and their in vitro dual functions: they can act as an estrogenic agonist or antagonist depending on the estrogen concentration.	2006 Nov	16965913
Quantitative determination of acetyl glucoside isoflavones and their metabolites in human urine using combined liquid chromatography-mass spectrometry.	2007 Jun 22	17499260
Oral antibiotics decrease urinary isoflavonoid excretion in children after soy consumption.	2008	18444131
Receptor binding and transactivation activities of red clover isoflavones and their metabolites.	2008 Nov	18809497
Gastrointestinal absorption and metabolism of soy isoflavonoids in ileal-canulated swine.	2009 Feb	18837469
Marked individual variation in isoflavone metabolism after a soy challenge can modulate the skeletal effect of isoflavones in premenopausal women.	2009 Oct	19794985
Urine accurately reflects circulating isoflavonoids and ascertains compliance during soy intervention.	2010 Jul	20615889
The red clover isoflavone irilone is largely resistant to degradation by the human gut microbiota.	2010 Jul	19998384
Potential health-modulating effects of isoflavones and metabolites via activation of PPAR and AhR.	2010 Mar	22254019
Diethylstilbestrol and other nonsteroidal estrogens: novel class of store-operated calcium channel modulators.	2010 May	20147843
Improved in vitro assays of superoxide anion and 1,1-diphenyl- 2-picrylhydrazyl (DPPH) radical-scavenging activity of isoflavones and isoflavone metabolites.	2010 Nov 24	20973535
Overnight urinary excretion of isoflavones as an indicator for dietary isoflavone intake in Korean girls of pubertal age.	2010 Sep	20385037

Substance Class	Chemical Created by `admin` on `Sat Dec 16 00:32:25 GMT 2023` Edited by `admin` on `Sat Dec 16 00:32:25 GMT 2023`
Record UNII	5G1514R22R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIHYDROGENISTEIN

Common 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

4',5,7-TRIHYDROXYISOFLAVAN-4-ONE

Systematic Name

English

Code System Code Type Description

FDA UNII

5G1514R22R