FLAVANONE

Investigational

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

Structure Search

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

HIDE SMILES / InChI

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	( + / - )

Description
Sources: http://www.chemspider.com/Chemical-Structure.9833.html?rid=ae9e78ea-83e4-44b2-b0f5-d6da7abcd4e7 | https://www.ncbi.nlm.nih.gov/pubmed/17073577 | https://www.ncbi.nlm.nih.gov/pubmed/17073577 | https://www.ncbi.nlm.nih.gov/pubmed/19074529

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

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 1A1 32 Target ID: P04798 Gene ID: 1543.0 Gene Symbol: CYP1A1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/29310511	Interacts 323

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Determination of flavone, flavonol, and flavanone aglycones by negative ion liquid chromatography electrospray ion trap mass spectrometry.	2001 Jun	11401161
Enzymatic halogenation of flavanones and flavones.	2001 Jun	11393512
Antiproliferative activity of diarylheptanoids from the seeds of Alpinia blepharocalyx.	2001 May	11379774
Synthesis of flavonoids and their effects on aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues.	2001 May	11370705
Polymorphism of the polyketide synthase gene phID in biocontrol fluorescent pseudomonads producing 2,4-diacetylphloroglucinol and comparison of PhID with plant polyketide synthases.	2001 May	11332728
Diverse chalcone synthase superfamily enzymes from the most primitive vascular plant, Psilotum nudum.	2001 Nov	11762173
Flavonoids differentially inhibit guinea pig epidermal cytosolic phospholipase A2.	2001 Nov-Dec	11993721
Dietary flavonoids: bioavailability, metabolic effects, and safety.	2002	12055336
Expression of genes encoding chalcone synthase, flavanone 3-hydroxylase and dihydroflavonol 4-reductase correlates with flavanol accumulation during heartwood formation in Juglans nigra.	2002 Apr	11960753
A chlorinated monoterpene ketone, acylated beta-sitosterol glycosides and a flavanone glycoside from Mentha longifolia (Lamiaceae).	2002 Apr	11937172
Role of hydrogen bonds in the reaction mechanism of chalcone isomerase.	2002 Apr 23	11955065
New aromatase inhibitors. Synthesis and inhibitory activity of pyridinyl-substituted flavanone derivatives.	2002 Apr 8	11909717
Plant-like biosynthetic pathways in bacteria: from benzoic acid to chalcone.	2002 Dec	12502351
Antidiabetic principles of natural medicines. V. Aldose reductase inhibitors from Myrcia multiflora DC. (2): Structures of myrciacitrins III, IV, and V.	2002 Mar	11911215
[An improved method for the synthesis of flavanones].	2002 Mar-Apr	11962242
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 Nov	12386134
Fasting plasma concentrations of selected flavonoids as markers of their ordinary dietary intake.	2002 Oct	12395214
Study of the collision-induced radical cleavage of flavonoid glycosides using negative electrospray ionization tandem quadrupole mass spectrometry.	2003 Jan	12526005
Site-directed mutagenesis of benzalacetone synthase. The role of the Phe215 in plant type III polyketide synthases.	2003 Jul 4	12724310
Recent advances in the biosynthesis and accumulation of anthocyanins.	2003 Jun	12828368
Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: cDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases.	2003 Jun	12795704
Activity-guided isolation of the chemical constituents of Muntingia calabura using a quinone reductase induction assay.	2003 Jun	12737982
Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley.	2003 Jun 5	12782296
Dihydrochalcones: evaluation as novel radical scavenging antioxidants.	2003 May 21	12744659
Influence of industrial processing on orange juice flavanone solubility and transformation to chalcones under gastrointestinal conditions.	2003 May 7	12720386

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:29:13 GMT 2025` Edited by `admin` on `Mon Mar 31 22:29:13 GMT 2025`
Record UNII	WX22P730FB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLAVANONE

Systematic Name

English

NSC-50393

Preferred Name

English

4-FLAVANONE

Systematic Name

English

2-PHENYL-4-CHROMANONE

Systematic Name

English

(±)-FLAVANONE

Systematic Name

English

FLAVANONE, (±)-

Systematic Name

English

2,3-DIHYDRO-2-PHENYL-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

DL-FLAVANONE

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-2-PHENYL-

Systematic Name

English

PROPAFENONE HYDROCHLORIDE IMPURITY H [EP IMPURITY]

Common Name

English

Code System Code Type Description

CAS

487-26-3