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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12O5
Molecular Weight 284.2635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCITEIN

SMILES

COC1=CC2=C(OC=C(C2=O)C3=CC=C(O)C=C3)C=C1O

InChI

InChIKey=DXYUAIFZCFRPTH-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

HIDE SMILES / InChI

Molecular Formula C16H12O5
Molecular Weight 284.2635
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Daily intake of isoflavones based on the market basket method].
2001 Apr
Suppression effect of soy isoflavones on nitric oxide production in RAW 264.7 macrophages.
2001 Apr
Effect of polyphenols on calcium content and alkaline phosphatase activity in rat femoral tissues in vitro.
2001 Dec
Optimization of a yeast estrogen screen and its applicability to study the release of estrogenic isoflavones from a soygerm powder.
2001 Jul
Glycitein effect on suppressing the proliferation and stimulating the differentiation of osteoblastic MC3T3-E1 cells.
2001 May
Effects of phytoestrogens on acetylcholine- and isoprenaline-induced vasodilation in rat aorta.
2001 Sep
Quantification of isoflavones and lignans in serum using isotope dilution liquid chromatography/tandem mass spectrometry.
2003
Determination of isoflavones in ready-to-feed soy-based infant formula.
2003 Jan-Feb
Stability and bioaccessibility of isoflavones from soy bread during in vitro digestion.
2003 Jul 30
Effect of soy-derived isoflavones on hot flushes, endometrial thickness, and the pulsatility index of the uterine and cerebral arteries.
2003 May
The influence of dietary isoflavone on the uterotrophic response in juvenile rats.
2003 Nov
Dietary exposure estimates of isoflavones from the 1998 UK Total Diet Study.
2004 Apr
Influence of soya-based infant formula consumption on isoflavone and gut microflora metabolite concentrations in urine and on faecal microflora composition and metabolic activity in infants and children.
2004 Apr
Recombinant human estrogen, androgen and progesterone receptors for detection of potential endocrine disruptors.
2004 Feb
Simultaneous determination of isoflavones and bisphenol A in rat serum by high-performance liquid chromatography coupled with coulometric array detection.
2004 Jan
Evaluation of the preventive effect of isoflavone extract on bone loss in ovariectomized rats.
2004 May
LC/UV/ESI-MS analysis of isoflavones in Edamame and Tofu soybeans.
2004 May 19
Effects of a diet rich in phytoestrogens on prostate-specific antigen and sex hormones in men diagnosed with prostate cancer.
2004 Sep
Analysis of isoflavone contents in vegetable soybeans.
2004 Spring
Daidzein-rich isoflavone-aglycones for menopausal symptoms.
2005 Apr
Soy isoflavone glycitein protects against beta amyloid-induced toxicity and oxidative stress in transgenic Caenorhabditis elegans.
2005 Aug 25
Isoflavones modulate the glucuronidation of estradiol in human liver microsomes.
2005 Dec
Evaluation of isoflavone aglycon and glycoside distribution in soy plants and soybeans by fast column high-performance liquid chromatography coupled with a diode-array detector.
2005 Jul 27
Bioavailability of isoflavone phytoestrogens in postmenopausal women consuming soya milk fermented with probiotic bifidobacteria.
2005 Jun
Pharmacokinetics of isoflavones, daidzein and genistein, after ingestion of soy beverage compared with soy extract capsules in postmenopausal Thai women.
2005 Mar 3
Metabolism of glycitein (7,4'-dihydroxy-6-methoxy-isoflavone) by human gut microflora.
2005 Nov 2
Prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro.
2006 Apr 1
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Patents

Sample Use Guides

dietary supplement containing high-dose purified soy isoflavones (genistein, 558 mg/day; daidzein, 296 mg/day; and glycitein, 44 mg/day) to 30 postmenopausal women for 84 days and collected peripheral lymphocytes at timed intervals
Route of Administration: Oral
Bone marrow-derived osteoclasts were cultured with various concentrations (0.01-100 nM) of glycitein. Osteoclast generation was inhibited by glycitein in a biphasic-dose-dependent manner and showed the greatest inhibitory effects at 10 nM (-70%, p < 0.01). Glycitein increased caspase 3/7 activity by 15% at a concentration of 10 nM (p < 0.001). Further, 10 nM glycitein significantly decreased the expression of IL-6 (-53%, p < 0.05) and RANKL (-64%, p < 0.05) in osteoblasts but did not change mRNA levels of OPG.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:49 GMT 2023
Edited
by admin
on Fri Dec 15 15:38:49 GMT 2023
Record UNII
92M5F28TVF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLYCITEIN
USP-RS  
Common Name English
7,4'-DIHYDROXY-6-METHOXYISOFLAVONE
Common Name English
4H-1-BENZOPYRAN-4-ONE, 7-HYDROXY-3-(4-HYDROXYPHENYL)-6-METHOXY-
Systematic Name English
7-HYDROXY-3-(4-HYDROXYPHENYL)-6-METHOXY-4H-CHROMEN-4-ONE
Systematic Name English
GLYCITEIN [USP-RS]
Common Name English
GLYCITEIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]
Common Name English
Classification Tree Code System Code
DSLD 1428 (Number of products:4)
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
DSLD 3258 (Number of products:29)
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
NCI_THESAURUS C599
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
Code System Code Type Description
MESH
C086566
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
RS_ITEM_NUM
1295844
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
CHEBI
34778
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
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WIKIPEDIA
GLYCITEIN
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
FDA UNII
92M5F28TVF
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
CAS
40957-83-3
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
PUBCHEM
5317750
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
NCI_THESAURUS
C63949
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID40193960
Created by admin on Fri Dec 15 15:38:49 GMT 2023 , Edited by admin on Fri Dec 15 15:38:49 GMT 2023
PRIMARY