Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C15H12O2 |
| Molecular Weight | 224.2546 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1CC(OC2=C1C=CC=C2)C3=CC=CC=C3
InChI
InChIKey=ZONYXWQDUYMKFB-UHFFFAOYSA-N
InChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2
| Molecular Formula | C15H12O2 |
| Molecular Weight | 224.2546 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Flavanone is the basic chemical skeleton for the class of compounds known as Flavanoids. Flavonoids are naturally occurring secondary plant metabolites. They are mainly found in cereals and herbs. In the western diet, the estimated daily intake of flavonoids is in the range of 20 -50 mg per day. Flavonoids as a class generally have effects on CYP (P450) activity, and therefore may affect drug metabolisms.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Site-directed mutagenesis of benzalacetone synthase. The role of the Phe215 in plant type III polyketide synthases. | 2003-07-04 |
|
| Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley. | 2003-06-05 |
|
| Recent advances in the biosynthesis and accumulation of anthocyanins. | 2003-06 |
|
| Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: cDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases. | 2003-06 |
|
| Activity-guided isolation of the chemical constituents of Muntingia calabura using a quinone reductase induction assay. | 2003-06 |
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| Dihydrochalcones: evaluation as novel radical scavenging antioxidants. | 2003-05-21 |
|
| Influence of industrial processing on orange juice flavanone solubility and transformation to chalcones under gastrointestinal conditions. | 2003-05-07 |
|
| Analysis of a chalcone synthase mutant in Ipomoea purpurea reveals a novel function for flavonoids: amelioration of heat stress. | 2003-05 |
|
| Enzymatic formation of unnatural novel polyketides from alternate starter and nonphysiological extension substrate by chalcone synthase. | 2003-04-17 |
|
| Molecular cloning, substrate specificity of the functionally expressed dihydroflavonol 4-reductases from Malus domestica and Pyrus communis cultivars and the consequences for flavonoid metabolism. | 2003-04-15 |
|
| Inhibition of [3H]-LSD binding to 5-HT7 receptors by flavonoids from Scutellaria lateriflora. | 2003-04 |
|
| Cholinesterase inhibitory constituents from Onosma hispida. | 2003-04 |
|
| Muscanone: a 3-O-(1", 8", 14"-trimethylhexadecanyl)naringenin from Commiphora wightii. | 2003-04 |
|
| Identification of processed Japanese green tea based on polymorphisms generated by STS-RFLP analysis. | 2003-03-26 |
|
| Anastatins A and B, new skeletal flavonoids with hepatoprotective activities from the desert plant Anastatica hierochuntica. | 2003-03-24 |
|
| Gradual shifts in sites of free-auxin production during leaf-primordium development and their role in vascular differentiation and leaf morphogenesis in Arabidopsis. | 2003-03 |
|
| Tracing floral adaptations from ecology to molecules. | 2003-03 |
|
| Enzymes do what is expected (chalcone isomerase versus chorismate mutase). | 2003-02-12 |
|
| The chalcone synthase superfamily of type III polyketide synthases. | 2003-02 |
|
| Flavonol synthase from Citrus unshiu is a bifunctional dioxygenase. | 2003-02 |
|
| Stilbenecarboxylate biosynthesis: a new function in the family of chalcone synthase-related proteins. | 2003-02 |
|
| Development of CAPS markers based on three key genes of the phenylpropanoid pathway in tea, Camellia sinensis (L.) O. Kuntze, and differentiation between assamica and sinensis varieties. | 2003-02 |
|
| Arabidopsis ICX1 is a negative regulator of several pathways regulating flavonoid biosynthesis genes. | 2003-02 |
|
| Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two doses of orange juice. | 2003-02 |
|
| Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of heteropolyflavan-3-ols and glucosylated heteropolyflavans in sorghum [Sorghum bicolor (L.) Moench]. | 2003-01-29 |
|
| Study of the collision-induced radical cleavage of flavonoid glycosides using negative electrospray ionization tandem quadrupole mass spectrometry. | 2003-01 |
|
| Novel diarylheptanoids of Alpinia blepharocalyx. | 2003 |
|
| Plant-like biosynthetic pathways in bacteria: from benzoic acid to chalcone. | 2002-12 |
|
| Structure-activity relationships of flavonoids, isolated from Scutellaria baicalensis, binding to benzodiazepine site of GABA(A) receptor complex. | 2002-12 |
|
| Treatment of silymarin, a plant flavonoid, prevents ultraviolet light-induced immune suppression and oxidative stress in mouse skin. | 2002-12 |
|
| Protection by beverages, fruits, vegetables, herbs, and flavonoids against genotoxicity of 2-acetylaminofluorene and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in metabolically competent V79 cells. | 2002-11-26 |
|
| Molecular characterization of root-specific chalcone synthases from Cassia alata. | 2002-11 |
|
| Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradiol-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes. | 2002-11 |
|
| Antiproliferative activities of citrus flavonoids against six human cancer cell lines. | 2002-10-09 |
|
| Sequence divergence at chalcone synthase gene in pigmented seed coat soybean mutants of the Inhibitor locus. | 2002-10 |
|
| Development of novel pesticides based on phytoalexins: Part 2. Quantitative structure-activity relationships of 2-heteroaryl-4-chromanone derivatives. | 2002-10 |
|
| Fasting plasma concentrations of selected flavonoids as markers of their ordinary dietary intake. | 2002-10 |
|
| Expression of genes involved in anthocyanin biosynthesis in relation to anthocyanin, proanthocyanidin, and flavonol levels during bilberry fruit development. | 2002-10 |
|
| High-flavonol tomatoes resulting from the heterologous expression of the maize transcription factor genes LC and C1. | 2002-10 |
|
| Increasing antioxidant levels in tomatoes through modification of the flavonoid biosynthetic pathway. | 2002-10 |
|
| Duplication and adaptive evolution of the chalcone synthase genes of Dendranthema (Asteraceae). | 2002-10 |
|
| Flavanones structure-related inhibition on TPA-induced tumor promotion through suppression of extracellular signal-regulated protein kinases: involvement of prostaglandin E2 in anti-promotive process. | 2002-10 |
|
| Arabidopsis UVR8 regulates ultraviolet-B signal transduction and tolerance and contains sequence similarity to human regulator of chromatin condensation 1. | 2002-09 |
|
| The circadian clock that controls gene expression in Arabidopsis is tissue specific. | 2002-09 |
|
| Plasma concentrations of the flavonoids hesperetin, naringenin and quercetin in human subjects following their habitual diets, and diets high or low in fruit and vegetables. | 2002-09 |
|
| Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase. | 2002-09 |
|
| Enantiomer separation of flavour and fragrance compounds by liquid chromatography using novel urea-covalent bonded methylated beta-cyclodextrins on silica. | 2002-08-30 |
|
| The grapefruit flavanone naringin protects against the radiation-induced genomic instability in the mice bone marrow: a micronucleus study. | 2002-08-26 |
|
| Coumaronochromones and flavanones from Euchresta formosana roots. | 2002-08 |
|
| The structure-activity relationship of flavonoids as scavengers of peroxynitrite. | 2002-05 |
Sample Use Guides
High-flavanone (305 mg) 100% orange juice and an equicaloric low-flavanone (37 mg) orange-flavored cordial (500 mL) were consumed daily for 8 weeks by 37 healthy older adults. The global cognitive function was significantly better after 8 weeks of consumption relative to controls.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:29:13 GMT 2025
by
admin
on
Mon Mar 31 22:29:13 GMT 2025
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| Record UNII |
WX22P730FB
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| Record Status |
Validated (UNII)
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| Record Version |
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487-26-3
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50393
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207-654-8
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5070
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WX22P730FB
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DTXSID9022318
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| Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
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PARENT -> IMPURITY |
