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

Approval Year

PubMed

Title	Date	PubMed
[On the antimicrobial activity of propolis and propolis constituents (author's transl)].	1979	108687
Antiviral and antifungal flavonoids, plus a triterpene, from Hebe cupressoides.	1994 Oct	7997487
Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists.	1996 Jun 7	8691424
A weakly antimalarial biflavanone from Rhus retinorrhoea.	2001 Oct	11576606
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
[Studies on chemical constitutes of Phellinus igniarius].	2003 Apr	15139144
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
The rice (Oryza sativa) blast lesion mimic mutant, blm, may confer resistance to blast pathogens by triggering multiple defense-associated signaling pathways.	2005 Apr	15907692
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
Separation of some chiral flavonoids by microbial cyclosophoraoses and their sulfated derivatives in micellar electrokinetic chromatography.	2005 Oct	16167311
Antimycobacterial agents from selected Mexican medicinal plants.	2005 Sep	16105233
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
Allergy-preventive flavonoids from Xanthorrhoea hastilis.	2007 Apr	17409571
Isolation and molecular characterization of a Spotted leaf 18 mutant by modified activation-tagging in rice.	2007 Apr	17273822
Enantioseparation of some chiral flavanones using microbial cyclic beta-(1-->3),(1-->6)-glucans as novel chiral additives in capillary electrophoresis.	2007 Apr 9	17234165
Effects of naturally occurring dihydroflavonols from Inula viscosa on inflammation and enzymes involved in the arachidonic acid metabolism.	2007 Jul 19	17658557
Gene expression and sensitivity in response to copper stress in rice leaves.	2008	18676621
Transcriptome analysis reveals new insight into appressorium formation and function in the rice blast fungus Magnaporthe oryzae.	2008	18492280
Antifungal activity of Heterothalamus alienus metabolites.	2008 Apr	18386258
Sakuranetin induces adipogenesis of 3T3-L1 cells through enhanced expression of PPARgamma2.	2008 Aug 8	18522800
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
Chemical composition and botanical origin of red propolis, a new type of brazilian propolis.	2008 Sep	18830449
Expanding the paradigms of plant pathogen life history and evolution of parasitic fitness beyond agricultural boundaries.	2009 Dec	20041212
From functional food to medicinal product: systematic approach in analysis of polyphenolics from propolis and wine.	2009 Jul 22	19624827
Plant antimicrobial agents and their effects on plant and human pathogens.	2009 Jul 31	20111686
Ultra low-dose radiation: stress responses and impacts using rice as a grass model.	2009 Mar	19399245
A first genome assembly of the barley fungal pathogen Pyrenophora teres f. teres.	2010	21067574
Reversal of multidrug resitance by natural substances from plants.	2010	20645919
A rice fungal MAMP-responsive MAPK cascade regulates metabolic flow to antimicrobial metabolite synthesis.	2010 Aug	20525005
[Evaluation of estrogen receptor Beta binding of pruni cortex and its constituents].	2010 Jul	20606380
Antiproliferative activity and induction of apoptosis in estrogen receptor-positive and negative human breast carcinoma cell lines by Gmelina asiatica roots.	2010 Mar	21808551

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