6-Methoxyflavanone

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H14O3
Molecular Weight	254.2806
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(OC(CC2=O)C3=CC=CC=C3)C=C1

InChI

InChIKey=YURQMHCZHLMHIB-UHFFFAOYSA-N

InChI=1S/C16H14O3/c1-18-12-7-8-15-13(9-12)14(17)10-16(19-15)11-5-3-2-4-6-11/h2-9,16H,10H2,1H3

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Potency
GABA-A receptor; alpha-1/beta-2/gamma-2 28 Target ID: CHEMBL2095172 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24078264	Positive Allosteric Modulator 186	20.4 µM [EC50]
GABA A receptor alpha-2/beta-2/gamma-2 7 Target ID: CHEMBL2111413 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24078264	Positive Allosteric Modulator 186	15.7 µM [EC50]
GABA-A receptor; GABA-A site (alpha1/beta2 interface) 2 Target ID: CHEMBL1907597 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24078264	Positive Allosteric Modulator 186	18.6 µM [EC50]

PubMed

Title	Date	PubMed
Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2.	2018-10-09	30304815
Polarity tuned perphenylcarbamoylated cyclodextrin separation materials for achiral and chiral differentiation.	2018-08-01	29759208
Characterization of 6-methoxyflavanone as a novel anxiolytic agent: A behavioral and pharmacokinetic approach.	2017-04-15	28257822
Identification of functional bitter taste receptors and their antagonist in chickens.	2017-01-22	27866985
6-Methoxyflavanone attenuates mechanical allodynia and vulvodynia in the streptozotocin-induced diabetic neuropathic pain.	2016-12	27764759
Snooker structure-based pharmacophore model explains differences in agonist and blocker binding to bitter receptor hTAS2R39.	2015	25729848
Modulation of ionotropic GABA receptors by 6-methoxyflavanone and 6-methoxyflavone.	2014-06	24078264
6-methoxyflavanones as bitter taste receptor blockers for hTAS2R39.	2014	24722342
Evaluation of novel amylose and cellulose-based chiral stationary phases for the stereoisomer separation of flavanones by means of nano-liquid chromatography.	2012-08-13	22790704
Optical isomer separation of flavanones and flavanone glycosides by nano-liquid chromatography using a phenyl-carbamate-propyl-beta-cyclodextrin chiral stationary phase.	2010-02-12	19699481
Enantiomer separation of flavour and fragrance compounds by liquid chromatography using novel urea-covalent bonded methylated beta-cyclodextrins on silica.	2002-08-30	12236512
Actions of some flavonoids on specific and non-specific immune mechanisms.	1996-09	23194969

Name

Type

Language

6-Methoxyflavanone

Systematic Name

English

NSC-50184

Preferred Name

English

2,3-Dihydro-6-methoxy-2-phenyl-4H-1-benzopyran-4-one

Systematic Name

English

4H-1-Benzopyran-4-one, 2,3-dihydro-6-methoxy-2-phenyl-

Systematic Name

English

Code System Code Type Description

PUBCHEM

97860

Created by admin on Mon Mar 31 22:05:21 GMT 2025 , Edited by admin on Mon Mar 31 22:05:21 GMT 2025

PRIMARY

NSC

50184

Created by admin on Mon Mar 31 22:05:21 GMT 2025 , Edited by admin on Mon Mar 31 22:05:21 GMT 2025

PRIMARY

FDA UNII

6CS44YN4Y5

Created by admin on Mon Mar 31 22:05:21 GMT 2025 , Edited by admin on Mon Mar 31 22:05:21 GMT 2025

PRIMARY

CAS

3034-04-6

Created by admin on Mon Mar 31 22:05:21 GMT 2025 , Edited by admin on Mon Mar 31 22:05:21 GMT 2025

PRIMARY

SUBSTANCE RECORD


					6CS44YN4Y5

6-Methoxyflavanone