SAKURANETIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H14O5
Molecular Weight	286.2794
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(C(=O)C[C@H](O2)C3=CC=C(O)C=C3)C(O)=C1

InChI

InChIKey=DJOJDHGQRNZXQQ-AWEZNQCLSA-N

InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H14O5
Molecular Weight	286.2794
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Induced volatiles in elicitor-treated and rice blast fungus-inoculated rice leaves.	2002 Dec	12596847
Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata.	2002 Jan	11809452
O-demethylation and sulfation of 7-methoxylated flavanones by Cunninghamella elegans.	2003 Feb	12576658
Antifungal flavanones and prenylated hydroquinones from Piper crassinervium Kunth.	2003 Sep	12943774
Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP.	2005 Mar-Apr	15796208
Anti-inflammatory activity of flavonoids from Populus davidiana.	2006 Dec	17225458
Regiospecific flavonoid 7-O-methylation with Streptomyces avermitilis O-methyltransferase expressed in Escherichia coli.	2006 Feb 8	16448189
Differential expression of defense/stress-related marker proteins in leaves of a unique rice blast lesion mimic mutant (blm).	2006 Oct	17022630
Isolation and molecular characterization of a Spotted leaf 18 mutant by modified activation-tagging in rice.	2007 Apr	17273822
Effects of naturally occurring dihydroflavonols from Inula viscosa on inflammation and enzymes involved in the arachidonic acid metabolism.	2007 Jul 19	17658557
Transcriptome analysis reveals new insight into appressorium formation and function in the rice blast fungus Magnaporthe oryzae.	2008	18492280
Three flavonoids targeting the beta-hydroxyacyl-acyl carrier protein dehydratase from Helicobacter pylori: crystal structure characterization with enzymatic inhibition assay.	2008 Nov	18780820
Stereospecific analysis of sakuranetin by high-performance liquid chromatography: pharmacokinetic and botanical applications.	2008 Nov 1	18676186
From functional food to medicinal product: systematic approach in analysis of polyphenolics from propolis and wine.	2009 Jul 22	19624827
Antiproliferative activity and induction of apoptosis in estrogen receptor-positive and negative human breast carcinoma cell lines by Gmelina asiatica roots.	2010 Mar	21808551

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:07:30 GMT 2023` Edited by `admin` on `Sat Dec 16 10:07:30 GMT 2023`
Record UNII	3O38P61299
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SAKURANETIN

Official Name

English

NSC-407228

Code

English

SAKURANETIN [MI]

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-7-METHOXY-, (S)-

Systematic Name

English

Code System Code Type Description

FDA UNII

3O38P61299