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Sakuranetin

analytical standard

Synonym(s):

4′-5-Dihydroxy-7-methoxyflavanone, 7-O-Methylnaringenin, Naringenin 7-O-methyl ether

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About This Item

Empirical Formula (Hill Notation):
C16H14O5
CAS Number:
Molecular Weight:
286.28
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

application(s)

food and beverages

format

neat

SMILES string

COc1cc(O)c2C(=O)C[C@H](Oc2c1)c3ccc(O)cc3

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

InChI key

DJOJDHGQRNZXQQ-AWEZNQCLSA-N

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General description

Sakuranetin is classified under the flavonoids family of phytoalexins.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sakuranetin may be used as an analytical reference standard for the determination of sakuranetin in:
  • Aerial parts of Rhus retinorrhoea and Rhus tripartita by chloroform and methanol extractions followed by high performance thin-layer chromatography (HPTLC).
  • Rhamnus davurica by high performance liquid chromatography (HPLC) coupled to tandem mass spectrometry with electrospray ionization (ESI-MS/MS) as well as affinity ultrafiltration followed by analysis using ESI-HPLC-MS/MS.
  • Royal jelly nutraceutical products by turbulent flow chromatography (TFC) combined with LC-Extractive-Orbitrap analyzer equipped with ESI.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

For this product we use the non-stereospecific CAS number. It is expected that the natural enantiomer is predominant, however the substance is prone to racemization in solution. The product is therefore not specified stereospecifically and is only recommended to be used for non-stereospecific analysis.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Certificates of Analysis (COA)

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Xylosylated Detoxification of the Rice Flavonoid Phytoalexin Sakuranetin by the Rice Sheath Blight Fungus Rhizoctonia solani.
Katsumata S, et al.
Molecules (Basel), 23(2), 276-276 (2018)
Young-Ho Jung et al.
Plant physiology and biochemistry : PPB, 43(4), 397-406 (2005-05-24)
Here we characterized a rice (Oryza sativa L.) blast lesion mimic (blm) mutant, identified previously in an N-methyl-N-nitrosourea-mutagenized population of the cultivar Hwacheong (wild type). The rice blm displayed spontaneous necrotic lesion formation on the leaves during development under long-day
Adriana del V Pacciaroni et al.
Phytotherapy research : PTR, 22(4), 524-528 (2008-04-04)
The chemical study of Heterothalamus alienus gave rutin, spathulenol (1), (1R,7S)-germacra-4(15),5,10(14)-trien-1beta-ol (2), sakuranetin (3), padmatin 3-acetate (4), (2R,3R)-dihydroquercetin-7,3',4'-trimethyl ether (5), (2R,3R)-dihydroquercetin-7,4'-dimethyl ether (6), (2R,3R)-3-acetoxy-5,7,4'-trihydroxyflavanone (7), as the main components of an antifungal extract of the aerial parts of the plant.
Fast analysis of polyphenols in royal jelly products using automated [TM="TurboFlow"]-liquid chromatography-Orbitrap high resolution mass spectrometry.
Lopez-Gutierrez N, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 973, 17-28 (2014)
Heylin Park et al.
Electrophoresis, 26(20), 3833-3838 (2005-09-17)
Neutral cyclosophoraoses (Cys) and highly sulfated cyclosophoraoses (HS-Cys) were successfully applied as chiral selectors with SDS for the separation of some chiral flavonoids in MEKC. HS-Cys were synthesized by the chemical modification of a family of neutral Cys isolated from

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