EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dihydrodaidzein
isoflavanone, 4',7-dihydroxy-

Supplier Sponsors

CAS Number: 17238-05-0Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J668.309F
MDL:MFCD00210494
XlogP3-AA:2.40 (est)
Molecular Weight:256.25744000
Formula:C15 H12 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 873.5 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Dihydrodaidzein 98%
BOC Sciences
For experimental / research use only.
Dihydrodaidzein ≥98%
Odor: characteristic
Use: A metabolite of Daidzein.
Carbosynth
For experimental / research use only.
Dihydrodaidzein
Santa Cruz Biotechnology
For experimental / research use only.
Dihydrodaidzein 98%
TCI AMERICA
For experimental / research use only.
Dihydrodaidzein >97.0%(HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for dihydrodaidzein usage levels up to:
 not for fragrance use.
 
Recommendation for dihydrodaidzein flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Risk assessment for peri- and post-menopausal women taking food supplements containing isolated isoflavones
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :176907
National Institute of Allergy and Infectious Diseases:Data
7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Chemidplus:0017238050
 
References:
 7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):176907
Pubchem (sid):135156640
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):HMDB05760
FooDB:FDB023752
Export Tariff Code:2932.99.7000
VCF-Online:VCF Volatile Compounds in Food
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
isoflavanone, 4',7-dihydroxy-
7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
 

Articles:

PubMed:Transport mechanisms for soy isoflavones and microbial metabolites dihydrogenistein and dihydrodaidzein across monolayers and membranes.
PubMed:Identification of a novel dihydrodaidzein racemase essential for biosynthesis of equol from daidzein in Lactococcus sp. strain 20-92.
PubMed:Production of dihydrodaidzein and dihydrogenistein by a novel oxygen-tolerant bovine rumen bacterium in the presence of atmospheric oxygen.
PubMed:Dihydrodaidzein-producing Clostridium-like intestinal bacterium, strain TM-40, affects in vitro metabolism of daidzein by fecal microbiota of human male equol producer and non-producers.
PubMed:R(-)-O-desmethylangolensin is the main enantiomeric form of daidzein metabolite produced by human in vitro and in vivo.
PubMed:Stereospecific biotransformation of dihydrodaidzein into (3S)-equol by the human intestinal bacterium Eggerthella strain Julong 732.
PubMed:[Separation of racemic flavonoids by high performance liquid chromatography using chiral mobile phase additive].
PubMed:Enantioselective synthesis of S-equol from dihydrodaidzein by a newly isolated anaerobic human intestinal bacterium.
PubMed:Stereochemical determination of O-desmethylangolensin produced from daidzein.
PubMed:Urinary isoflavonoids and risk of type 2 diabetes: a prospective investigation in US women.
PubMed:Identification and expression of genes involved in the conversion of daidzein and genistein by the equol-forming bacterium Slackia isoflavoniconvertens.
PubMed:Enhanced biosynthesis of dihydrodaidzein and dihydrogenistein by a newly isolated bovine rumen anaerobic bacterium.
PubMed:Relationships among fecal daidzein metabolites, dietary habit and BMI in healthy volunteers: a preliminary study.
PubMed:Identification of isoflavone metabolites dihydrodaidzein, dihydrogenistein, 6'-OH-O-dma, and cis-4-OH-equol in human urine by gas chromatography-mass spectroscopy using authentic reference compounds.
PubMed:Isoflavone Pharmacokinetics and Metabolism after Consumption of a Standardized Soy and Soy-Almond Bread in Men with Asymptomatic Prostate Cancer.
PubMed:Effects of an equol-producing bacterium isolated from human feces on isoflavone and lignan metabolism in mice.
PubMed:Soy isoflavone metabolism in cats compared with other species: urinary metabolite concentrations and glucuronidation by liver microsomes.
PubMed:Red clover isoflavone metabolite bioavailability is decreased after fructooligosaccharide supplementation.
PubMed:Chiroptical study and absolute configuration of (-)-O-DMA produced from daidzein metabolism.
PubMed:Identification of an enzyme system for daidzein-to-equol conversion in Slackia sp. strain NATTS.
PubMed:Lactulose promotes equol production and changes the microbial community during in vitro fermentation of daidzein by fecal inocula of sows.
PubMed:Feeding soybean meal increases the blood level of isoflavones and reduces the steroidogenic capacity in bovine corpora lutea, without affecting peripheral progesterone concentrations.
PubMed:Cloning and expression of a novel NADP(H)-dependent daidzein reductase, an enzyme involved in the metabolism of daidzein, from equol-producing Lactococcus strain 20-92.
PubMed:Analysis of tyrosinase binders from Glycyrrhiza uralensis root: evaluation and comparison of tyrosinase immobilized magnetic fishing-HPLC and reverse ultrafiltration-HPLC.
PubMed:Correlations of urinary phytoestrogen excretion with lifestyle factors and dietary intakes among middle-aged and elderly Chinese women.
PubMed:Isoflavone metabolism in domestic cats (Felis catus): comparison of plasma metabolites detected after ingestion of two different dietary forms of genistein and daidzein.
PubMed:Identification of two novel reductases involved in equol biosynthesis in Lactococcus strain 20-92.
PubMed:Urinary isoflavonoids and risk of coronary heart disease.
PubMed:[Biotransformation of daidzein by resting cell system of bacterial strain isolated from bovine rumen gastric juice].
PubMed:[C-ring cleavage of liquiritigenin extracted from licorice roots by an oxygen-tolerant bovine rumen bacterium strain Aeroto-Niu-O16].
PubMed:Effects of rice bran oil on the intestinal microbiota and metabolism of isoflavones in adult mice.
PubMed:Dietary isoflavone absorption, excretion, and metabolism in captive cheetahs (Acinonyx jubatus).
PubMed:Isolation of an isoflavone-metabolizing, Clostridium-like bacterium, strain TM-40, from human faeces.
PubMed:Phytoestrogen derivatives differentially inhibit arterial neointimal proliferation in a mouse model.
PubMed:The vascular activity of some isoflavone metabolites: implications for a cardioprotective role.
PubMed:Production of phytoestrogen S-equol from daidzein in mixed culture of two anaerobic bacteria.
PubMed:Metabolism of daidzein by intestinal bacteria from rhesus monkeys (Macaca mulatta).
PubMed:Simultaneous determination of 11 phytoestrogens in human serum using a 2 min liquid chromatography/tandem mass spectrometry method.
PubMed:Biotransformation of daidzein to equol by crude enzyme from Asaccharobacter celatus AHU1763 required an anaerobic environment.
PubMed:Is equol production beneficial to health?
PubMed:The role of diet in the metabolism of daidzein by human faecal microbiota sampled from Italian volunteers.
PubMed:A simple method for the characterization and quantification of soy isoflavone metabolites in the serum of MMTV-Neu mice using high-performance liquid chromatography/electrospray ionization mass spectrometry with multiple reaction monitoring.
PubMed:Metabolism of daidzein by fecal bacteria in rats.
PubMed:Isolation and characterisation of an equol-producing mixed microbial culture from a human faecal sample and its activity under gastrointestinal conditions.
PubMed:Improved in vitro assays of superoxide anion and 1,1-diphenyl- 2-picrylhydrazyl (DPPH) radical-scavenging activity of isoflavones and isoflavone metabolites.
PubMed:Urinary metabolites as biomarkers of polyphenol intake in humans: a systematic review.
PubMed:Overnight urinary excretion of isoflavones as an indicator for dietary isoflavone intake in Korean girls of pubertal age.
PubMed:Urine accurately reflects circulating isoflavonoids and ascertains compliance during soy intervention.
PubMed:Urinary isoflavones are increased in adults, but decreased in children, consuming soy when on oral antibiotic therapy.
PubMed:Conversion of daidzein and genistein by an anaerobic bacterium newly isolated from the mouse intestine.
PubMed:Development of a high-throughput LC/APCI-MS method for the determination of thirteen phytoestrogens including gut microbial metabolites in human urine and serum.
PubMed:Long-term dietary habits affect soy isoflavone metabolism and accumulation in prostatic fluid in caucasian men.
PubMed:Synthesis of phytoestrogenic isoflavonoid disulfates.
PubMed:Cardiovascular protective effects of synthetic isoflavone derivatives in apolipoprotein e-deficient mice.
PubMed:Assessment of dietary isoflavone intake among middle-aged Chinese men.
PubMed:Identification of puerarin and its metabolites in rats by liquid chromatography-tandem mass spectrometry.
PubMed:Cosupplementation of isoflavones, prenylflavonoids, and lignans alters human exposure to phytoestrogen-derived 17beta-estradiol equivalents.
PubMed:Quantitative determination of acetyl glucoside isoflavones and their metabolites in human urine using combined liquid chromatography-mass spectrometry.
PubMed:Production of equol from daidzein by gram-positive rod-shaped bacterium isolated from rat intestine.
PubMed:Interactions of phytoestrogens with estrogen receptors alpha and beta (III). Estrogenic activities of soy isoflavone aglycones and their metabolites isolated from human urine.
PubMed:Variations in metabolism of the soy isoflavonoid daidzein by human intestinal microfloras from different individuals.
PubMed:Isolation of an anaerobic intestinal bacterium capable of cleaving the C-ring of the isoflavonoid daidzein.
PubMed:Isolation of human intestinal bacteria metabolizing the natural isoflavone glycosides daidzin and genistin.
PubMed:A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavonoids.
PubMed:Gastrointestinal absorption and metabolism of soy isoflavonoids in ileal-canulated swine.
PubMed:Oral antibiotics decrease urinary isoflavonoid excretion in children after soy consumption.
PubMed:Supplementation of difructose anhydride III enhanced elevation of plasma equol concentrations and lowered plasma total cholesterol in isoflavone-fed rats.
PubMed:Antipyretic, analgesic and muscle relaxant activities of pueraria isoflavonoids and their metabolites from Pueraria lobata Ohwi-a traditional Chinese drug.
PubMed:DPPH radical-scavenging compounds from dou-chi, a soybean fermented food.
PubMed:In vitro incubation of human feces with daidzein and antibiotics suggests interindividual differences in the bacteria responsible for equol production.
PubMed:Plasma isoflavone levels versus self-reported soy isoflavone levels in Asian-American women in Los Angeles County.
PubMed:Treatment with antibiotics reduces plasma equol concentration in cynomolgus monkeys (Macaca fascicularis).
PubMed:Isoflavonoid and lignan phytoestrogens as dietary biomarkers.
PubMed:Characterization of isoflavones and their conjugates in female rat urine using LC/MS/MS.
PubMed:The correlation between dietary soy phytoestrogens and neuropathic pain behavior in rats after partial denervation.
PubMed:Synthesis of novel mammalian metabolites of the isoflavonoid phytoestrogens daidzein and genistein.
PubMed:A novel radioimmunoassay for daidzein.
PubMed:Metabolism of daidzein and genistein by intestinal bacteria.
PubMed:Metabolites of dietary (soya) isoflavones in human urine.
PubMed:Isolation and characterization of a novel equol-producing bacterium from human feces.
PubMed:Receptor binding and transactivation activities of red clover isoflavones and their metabolites.
PubMed:Isoflavonoid glucosides are deconjugated and absorbed in the small intestine of human subjects with ileostomies.
PubMed:Isoflavone metabolites and their in vitro dual functions: they can act as an estrogenic agonist or antagonist depending on the estrogen concentration.
PubMed:Prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro.
PubMed:Characterization and quantification of soy isoflavone metabolites in serum of renal transplanted patients by high-performance liquid chromatography/electrospray ionization mass spectrometry.
PubMed:Time-resolved fluoroimmunoassay of plasma and urine O-desmethylangolensin.
PubMed:Liquid chromatographic-photodiode array mass spectrometric analysis of dietary phytoestrogens from human urine and blood.
PubMed:Hydrolysis of isoflavone glycosides to aglycones by beta-glycosidase does not alter plasma and urine isoflavone pharmacokinetics in postmenopausal women.
PubMed:Analysis of plasma isoflavones by reversed-phase HPLC-multiple reaction ion monitoring-mass spectrometry.
 
Notes:
Dihydrodaidzein is one of the most prominent dietary phytoestrogens. Dietary phytoestrogens have been implicated in the prevention of chronic diseases (PMID:12270199) [HMDB]
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