All Photos(1)
Synonym(s):
4′-5-Dihydroxy-7-methoxyflavanone, 7-O-Methylnaringenin, Naringenin 7-O-methyl ether
Empirical Formula (Hill Notation):
C16H14O5
CAS Number:
Molecular Weight:
286.28
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Young-Ho Jung et al.
Journal of proteome research, 5(10), 2586-2598 (2006-10-07)
We analyzed a unique rice (Oryza sativa L.) blast lesion mimic (blm) mutant for differentially expressed proteins in leaves of one- and two-week-old seedlings manifesting the lesion mimic phenotype. Gel-based one- and two-dimensional electrophoresis (1- and 2-DGE) was performed using
Hai-Feng Zhou et al.
Journal of agricultural and food chemistry, 59(7), 3060-3065 (2011-03-09)
Caper (Capparis spinosa L.) fruits have been widely used as food and folk medicine in the Mediterranean basin and in central and west Asia. In this study, two biflavonoids, isoginkgetin, and ginkgetin, together with three other flavonoids, were isolated from
Xiaonan Wang et al.
Applied microbiology and biotechnology, 104(11), 4849-4861 (2020-04-15)
Flavonoids are a large family of plant and fungal natural products, among which many have been found to possess outstanding biological activities. Utilization of engineered microbes as surrogate hosts for heterologous biosynthesis of flavonoids has been investigated extensively. However, current
Takafumi Shimizu et al.
The Journal of biological chemistry, 287(23), 19315-19325 (2012-04-12)
Sakuranetin, the major flavonoid phytoalexin in rice, is induced by ultraviolet (UV) irradiation, CuCl(2) treatment, jasmonic acid treatment, and infection by phytopathogens. It was recently demonstrated that sakuranetin has anti-inflammatory activity, anti-mutagenic activity, anti-pathogenic activities against Helicobacter pylori, Leishmania, and
S Tamogami et al.
FEBS letters, 401(2-3), 239-242 (1997-01-20)
Amino acid conjugates of jasmonic acid are found to elicit production of the flavonoid phytoalexin, sakuranetin in rice leaves. The elicitation is shown to arise from induction of naringenin 7-O-methyltransferase, a key enzyme of sakuranetin biosynthesis. The (-)-phenylalanine conjugate, one
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