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Merck
CN

73422

樱花素

analytical standard

别名:

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

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关于此项目

经验公式(希尔记法):
C16H14O5
化学文摘社编号:
分子量:
286.28
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
220-980-5
MDL number:
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InChI key

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

SMILES string

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

grade

analytical standard

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

Quality Level

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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.
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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Chanho Kwon et al.
Carbohydrate research, 342(5), 762-766 (2007-01-20)
Cyclic beta-(1-->3),(1-->6)-glucans, microbial cyclooligosaccharides produced by Bradyrhizobium japonicum USDA 110, were used as novel chiral additives for the enantiomeric separation of some flavanones such as eriodictyol, homoeriodictyol, hesperetin, naringenin, and isosakuranetin in capillary electrophoresis (CE). Among the flavanones, eriodictyol was
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
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
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

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