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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O2
Molecular Weight 222.2387
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOFLAVONE

SMILES

O=C1C(=COC2=C1C=CC=C2)C3=CC=CC=C3

InChI

InChIKey=GOMNOOKGLZYEJT-UHFFFAOYSA-N
InChI=1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H

HIDE SMILES / InChI

Molecular Formula C15H10O2
Molecular Weight 222.2387
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Isoflavone, a type of phytoestrogen, is found in soy protein. It is a class of compound, substituted derivatives of isoflavone (e.g., genistein, daidzein, glycitein). Isoflavones exert antidiabetic and hypolipidemic effects by acting as peroxisome-proliferator activated receptors agonist. Isoflavones could participate in the regulation of adiposity and glucose metabolism. It was discovered, that isoflavone supplements prevented osteoporosis in women, by means of increasing bone mineral density and decreasing bone resorption marker urinary deoxypyridinoline.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q07869
Gene ID: 5465.0
Gene Symbol: PPARA
Target Organism: Homo sapiens (Human)
Target ID: P37231|||Q15179
Gene ID: 5468.0
Gene Symbol: PPARG
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Medicinal and ethnoveterinary remedies of hunters in Trinidad.
2001
Cholesterol lowering benefits of soy and linseed enriched foods.
2001
Suppression effect of soy isoflavones on nitric oxide production in RAW 264.7 macrophages.
2001 Apr
Improved methods for the extraction and analysis of isoflavones from soy-containing foods and nutritional supplements by reversed-phase high-performance liquid chromatography and liquid chromatography-mass spectrometry.
2001 Apr 13
Inhibitory effects of licoisoflavones A and B and sophoraisoflavone A of Sophra mooracroftiana Beth ex Baker on copper-ion-induced protein oxidative modification of mice brain homogenate, in vitro.
2001 Aug
Isoflavone transformation during soybean koji preparation and subsequent miso fermentation supplemented with ethanol and NaCl.
2001 Aug
Early elicitor-induced events in chickpea cells: functional links between oxidative burst, sequential occurrence of extracellular alkalinisation and acidification, K+/H+ exchange and defence-related gene activation.
2001 Jan-Feb
Expression of neutrophil collagenase (MMP-8) in Jurkat T leukemia cells and its role in invasion.
2001 Jan-Feb
Estrogenic activity of two standardized red clover extracts (Menoflavon) intended for large scale use in hormone replacement therapy.
2001 Jul
Preparative separation of isoflavone components in soybeans using high-speed counter-current chromatography.
2001 Jul 20
Changes in the profile of genistein, daidzein, and their conjugates during thermal processing of tofu.
2001 Jun
The vascular activity of some isoflavone metabolites: implications for a cardioprotective role.
2001 Jun
Lack of effect of isoflavonic phytoestrogen intake on leptin concentrations in premenopausal and postmenopausal women.
2001 Jun
Soy isoflavone supplementation in healthy men prevents NF-kappa B activation by TNF-alpha in blood lymphocytes.
2001 Jun 1
Soy isoflavone supplementation in postmenopausal women. Effects on plasma lipids, antioxidant enzyme activities and bone density.
2001 Mar
Animal models impacted by phytoestrogens in commercial chow: implications for pathways influenced by hormones.
2001 May
[Infant formulas and soy protein-based formulas: current data].
2001 Nov
High dietary phytoestrogen intake is associated with higher bone mineral density in postmenopausal but not premenopausal women.
2001 Nov
Novel lead generation through hypothetical pharmacophore three-dimensional database searching: discovery of isoflavonoids as nonsteroidal inhibitors of rat 5 alpha-reductase.
2001 Nov 8
Effect of soy isoflavone supplementation on markers of oxidative stress in men and women.
2001 Oct 22
Soy isoflavonoids and cancer -- metabolism at the target site.
2001 Sep 1
Transplacental transfer of the phytoestrogen daidzein in DA/Han rats.
2002 Feb
Effects of the isoflavone 4',5,7-trihydroxyisoflavone (genistein) on psoralen plus ultraviolet A radiation (PUVA)-induced photodamage.
2002 Feb
A randomized isoflavone intervention among premenopausal women.
2002 Feb
The specific role of isoflavones on estrogen metabolism in premenopausal women.
2002 Feb 15
Neurobehavioral effects of dietary soy phytoestrogens.
2002 Jan-Feb
Estrogenic isoflavones in rodent diets.
2002 Mar 10
Patents

Sample Use Guides

in postmenopausal women: dose above 75 mg/d
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:42:38 GMT 2023
Edited
by admin
on Sat Dec 16 07:42:38 GMT 2023
Record UNII
OVO2KUW8H8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOFLAVONE
MI  
Common Name English
NSC-135405
Code English
3-PHENYLCHROMONE
Systematic Name English
3-PHENYL-4H-1-BENZOPYRAN-4-ONE
Systematic Name English
ISOFLAVONE [MI]
Common Name English
Code System Code Type Description
SMS_ID
100000125979
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID90205986
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
EVMPD
SUB33145
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
NCI_THESAURUS
C599
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
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FDA UNII
OVO2KUW8H8
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
MERCK INDEX
m6489
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY Merck Index
NSC
135405
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
DRUG BANK
DB12007
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
PUBCHEM
72304
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
CHEBI
18220
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY
CAS
574-12-9
Created by admin on Sat Dec 16 07:42:38 GMT 2023 , Edited by admin on Sat Dec 16 07:42:38 GMT 2023
PRIMARY