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=CC(O)=C2C(=O)C[C@H](OC2=C1)C3=CC=C(O)C=C3

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
A rice fungal MAMP-responsive MAPK cascade regulates metabolic flow to antimicrobial metabolite synthesis.	2010-08	20525005
Evaluation of estrogen receptor Beta binding of pruni cortex and its constituents.	2010-07	20606380
Antiproliferative activity and induction of apoptosis in estrogen receptor-positive and negative human breast carcinoma cell lines by Gmelina asiatica roots.	2010-03	21808551
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
Expanding the paradigms of plant pathogen life history and evolution of parasitic fitness beyond agricultural boundaries.	2009-12	20041212
Plant antimicrobial agents and their effects on plant and human pathogens.	2009-07-31	20111686
From functional food to medicinal product: systematic approach in analysis of polyphenolics from propolis and wine.	2009-07-22	19624827
Ultra low-dose radiation: stress responses and impacts using rice as a grass model.	2009-03	19399245
Stereospecific analysis of sakuranetin by high-performance liquid chromatography: pharmacokinetic and botanical applications.	2008-11-01	18676186
Three flavonoids targeting the beta-hydroxyacyl-acyl carrier protein dehydratase from Helicobacter pylori: crystal structure characterization with enzymatic inhibition assay.	2008-11	18780820
Chemical composition and botanical origin of red propolis, a new type of brazilian propolis.	2008-09	18830449
Sakuranetin induces adipogenesis of 3T3-L1 cells through enhanced expression of PPARgamma2.	2008-08-08	18522800
Antifungal activity of Heterothalamus alienus metabolites.	2008-04	18386258
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
Effects of naturally occurring dihydroflavonols from Inula viscosa on inflammation and enzymes involved in the arachidonic acid metabolism.	2007-07-19	17658557
Enantioseparation of some chiral flavanones using microbial cyclic beta-(1-->3),(1-->6)-glucans as novel chiral additives in capillary electrophoresis.	2007-04-09	17234165
Allergy-preventive flavonoids from Xanthorrhoea hastilis.	2007-04	17409571
Isolation and molecular characterization of a Spotted leaf 18 mutant by modified activation-tagging in rice.	2007-04	17273822
Anti-inflammatory activity of flavonoids from Populus davidiana.	2006-12	17225458
Differential expression of defense/stress-related marker proteins in leaves of a unique rice blast lesion mimic mutant (blm).	2006-10	17022630
Regiospecific flavonoid 7-O-methylation with Streptomyces avermitilis O-methyltransferase expressed in Escherichia coli.	2006-02-08	16448189
Separation of some chiral flavonoids by microbial cyclosophoraoses and their sulfated derivatives in micellar electrokinetic chromatography.	2005-10	16167311
Antimycobacterial agents from selected Mexican medicinal plants.	2005-09	16105233
The rice (Oryza sativa) blast lesion mimic mutant, blm, may confer resistance to blast pathogens by triggering multiple defense-associated signaling pathways.	2005-04	15907692
Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP.	2005-03-31	15796208
Antifungal flavanones and prenylated hydroquinones from Piper crassinervium Kunth.	2003-09	12943774
[Studies on chemical constitutes of Phellinus igniarius].	2003-04	15139144
O-demethylation and sulfation of 7-methoxylated flavanones by Cunninghamella elegans.	2003-02	12576658
Induced volatiles in elicitor-treated and rice blast fungus-inoculated rice leaves.	2002-12	12596847
Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata.	2002-01	11809452
A weakly antimalarial biflavanone from Rhus retinorrhoea.	2001-10	11576606
Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists.	1996-06-07	8691424
Antiviral and antifungal flavonoids, plus a triterpene, from Hebe cupressoides.	1994-10	7997487
[On the antimicrobial activity of propolis and propolis constituents (author's transl)].	1979	108687

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:03:32 GMT 2025` Edited by `admin` on `Mon Mar 31 23:03:32 GMT 2025`
Record UNII	3O38P61299
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-407228

Preferred Name

English

SAKURANETIN

Official Name

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