73422
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
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
220-980-5
MDL number:
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
General description
Sakuranetin is classified under the flavonoids family of phytoalexins.
Application
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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
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.
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.
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signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
R Rakwal et al.
Biochemical and biophysical research communications, 222(3), 732-735 (1996-05-24)
Rice (Oryza sativa L.) leaves irradiated with short wave UV light accumulated the major rice phytoalexin, flavanone sakuranetin. The extracts from these leaves catalyzed the methylation of the hydroxyl group at position 7 of naringenin to yield sakuranetin, with S-adenosyl-L-methionine
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 73422-10MG | 04061834106227 |