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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
Dietary soy isoflavones and bone mineral density: results from the study of women's health across the nation.
2002-04-15
Isoflavone content of the soy based supplements.
2002-04-01
Isoflavone aglycon and glucoconjugate content of high- and low-soy U.K. foods used in nutritional studies.
2002-03-13
Estrogenic isoflavones in rodent diets.
2002-03-10
Inhibitory effect on expression of angiogenic factors by antiangiogenic agents in renal cell carcinoma.
2002-03-04
Overnight urinary isoflavone excretion in a population of women living in the United States, and its relationship to isoflavone intake.
2002-03
Benefits of soy isoflavone therapeutic regimen on menopausal symptoms.
2002-03
Usual dietary isoflavone intake, bone mineral density, and bone metabolism in postmenopausal women.
2002-02-28
The specific role of isoflavones on estrogen metabolism in premenopausal women.
2002-02-15
Activation of isoflavone biosynthesis in excised cotyledons of Lupinus seedlings by jasmonoids and excess light.
2002-02-12
Neurobehavioral actions of coumestrol and related isoflavonoids in rodents.
2002-02-12
Effects of lifelong dietary exposure to genistein or nonylphenol on amphetamine-stimulated striatal dopamine release in male and female rats.
2002-02-12
Neurobehavioral effects of dietary soy phytoestrogens.
2002-02-12
Pharmacokinetics of ipriflavone, an isoflavone derivative, after intravenous and oral administration to rats hepatic and intestinal first-pass effects.
2002-02-01
Transplacental transfer of the phytoestrogen daidzein in DA/Han rats.
2002-02
Effects of the isoflavone 4',5,7-trihydroxyisoflavone (genistein) on psoralen plus ultraviolet A radiation (PUVA)-induced photodamage.
2002-02
A randomized isoflavone intervention among premenopausal women.
2002-02
Identification and concentration of soy isoflavones in commercial cat foods.
2002-02
Daidzein: bioavailability, potential for reproductive toxicity, and breast cancer chemoprevention in female rats.
2002-02
Characterisation of soy isoflavones and screening for novel malonyl glycosides using high-performance liquid chromatography-electrospray ionisation-mass spectrometry.
2002-01-17
Dietary genistein down-regulates androgen and estrogen receptor expression in the rat prostate.
2002-01-15
Monitoring of MRP-like activity in human erythrocytes: inhibitory effect of isoflavones.
2002-01-11
Asymmetric Weitz-Scheffer epoxidation of isoflavones with hydroperoxides mediated by optically active phase-transfer catalysts.
2002-01-11
Determination of isoflavones in soy and selected foods containing soy by extraction, saponification, and liquid chromatography: collaborative study.
2002-01-05
Interaction of phytoestrogens with estrogen receptors alpha and beta (II).
2002-01
The effect of isoflavone extract ingestion, as Trinovin, on plasma steroids in normal men.
2002-01
Mammographic breast density as a biomarker of effects of isoflavones on the female breast.
2002
Anticarcinogenic effects of isoflavones may be mediated by genistein in mouse mammary tumor virus-induced breast cancer.
2002
Effects of dietary genistein exposure during development on male and female CD (Sprague-Dawley) rats.
2001-12-12
Elicitor-induced association of isoflavone O-methyltransferase with endomembranes prevents the formation and 7-O-methylation of daidzein during isoflavonoid phytoalexin biosynthesis.
2001-12
Cytotoxic isoflavones from Erythrina indica.
2001-12
Partial purification and characterization of a soybean beta-glucosidase with high specific activity towards isoflavone conjugates.
2001-12
Novel lead generation through hypothetical pharmacophore three-dimensional database searching: discovery of isoflavonoids as nonsteroidal inhibitors of rat 5 alpha-reductase.
2001-11-08
[Infant formulas and soy protein-based formulas: current data].
2001-11
Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum.
2001-11
High dietary phytoestrogen intake is associated with higher bone mineral density in postmenopausal but not premenopausal women.
2001-11
Effect of soy isoflavone supplementation on markers of oxidative stress in men and women.
2001-10-22
How healthy are soy burgers? New AOAC method determines isoflavone content in today's soy foods.
2001-10-17
Dietary soy isoflavone intake in older Japanese American women.
2001-10
Transfer of soy isoflavone into the egg yolk of chickens.
2001-10
Tectorigenin, an isoflavone of Pueraria thunbergiana Benth., induces differentiation and apoptosis in human promyelocytic leukemia HL-60 cells.
2001-10
Cooperative effects of exercise training and genistein administration on bone mass in ovariectomized mice.
2001-10
Effects of natural products and nutraceuticals on steroid hormone-regulated gene expression.
2001-10
Effects of phytoestrogens on acetylcholine- and isoprenaline-induced vasodilation in rat aorta.
2001-09
Quercetin cumulatively enhances copper induction of metallothionein in intestinal cells.
2001
Visual spatial memory is enhanced in female rats (but inhibited in males) by dietary soy phytoestrogens.
2001
The in vivo effect of red clover diet on ventral prostate growth in adult male mice.
2001
Medicinal and ethnoveterinary remedies of hunters in Trinidad.
2001
Indigenous mucuna tempe as functional food.
2001
Cholesterol lowering benefits of soy and linseed enriched foods.
2001
Patents

Sample Use Guides

in postmenopausal women: dose above 75 mg/d
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:43:05 GMT 2025
Edited
by admin
on Mon Mar 31 21:43:05 GMT 2025
Record UNII
OVO2KUW8H8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-135405
Preferred Name English
ISOFLAVONE
MI  
Common Name 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 Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID90205986
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
EVMPD
SUB33145
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
NCI_THESAURUS
C599
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
FDA UNII
OVO2KUW8H8
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
MERCK INDEX
m6489
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY Merck Index
NSC
135405
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
DRUG BANK
DB12007
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
PUBCHEM
72304
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
CHEBI
18220
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY
CAS
574-12-9
Created by admin on Mon Mar 31 21:43:05 GMT 2025 , Edited by admin on Mon Mar 31 21:43:05 GMT 2025
PRIMARY