ChemicalBook--->CAS DataBase List--->529-55-5

529-55-5

529-55-5 Structure

529-55-5 Structure
IdentificationBack Directory
[Name]

NARINGENIN-7-O-GLUCOSIDE
[CAS]

529-55-5
[Synonyms]

PRUNIN
-7-(((2S,3R,4S,5S,6R)
NARINGENIN-7-GLUCOSIDE
NARINGENIN-7-O-GLUCOSIDE
NARINGENIN-7-GLUCOSIDE hplc
(-)-Naringenin 7-b-D-glucoside
(-)-Naringenin 7-beta-D-glucoside
NARINGENIN-7-O-GLUCOSIDE WITH HPLC
4',5-DIHYDROXY-7-GLUCOSYLOXYFLAVANONE
(2S)-4',5-Dihydroxy-7-(β-D-glucopyranosyloxy)flavanone
(S)-7-(β-D-Glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(2S)-2α-(4-Hydroxyphenyl)-5-hydroxy-7-(β-D-glucopyranosyloxy)-2,3-dihydro-4H-1-benzopyran-4-one
(2S)-2α-(4-Hydroxyphenyl)-5-hydroxy-7-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-1-benzopyran-4-one
(S)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(R)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)oxy)chroMan-4-one
[EINECS(EC#)]

208-464-8
[Molecular Formula]

C21H22O10
[MDL Number]

MFCD00210548
[MOL File]

529-55-5.mol
[Molecular Weight]

434.39
Chemical PropertiesBack Directory
[Melting point ]

222-224°C
[Boiling point ]

802.4±65.0 °C(Predicted)
[density ]

1.597±0.06 g/cm3(Predicted)
[storage temp. ]

?20°C
[solubility ]

DMSO:20.0(Max Conc. mg/mL);46.04(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);69.06(Max Conc. mM)
DMF:PBS (pH 7.2) (1:2):0.3(Max Conc. mg/mL);0.69(Max Conc. mM)
[form ]

A solid
[pka]

7.18±0.40(Predicted)
[color ]

White to off-white
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[Cosmetics Ingredients Functions]

ANTIOXIDANT
SKIN PROTECTING
SKIN CONDITIONING - HUMECTANT
[InChIKey]

DLIKSSGEMUFQOK-QPCQPNPENA-N
[SMILES]

O=C1C[C@@H](C2C=CC(O)=CC=2)OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)=CC(O)=C12 |&1:3,16,17,18,20,22,r|
[LogP]

0.820 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H410
[Precautionary statements ]

P273-P501
[Hazard Codes ]

N
[Risk Statements ]

22-50
[Safety Statements ]

22-45-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Uses]

Prunin is a naturally occurring flavonoid which displays tyrosine phosphatase 1B inhibition. Also stimulates glucose uptake in insulin-resistant HepG2 cells.
[Definition]

ChEBI: Naringenin 7-O-beta-D-glucoside is a flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, a hypoglycemic agent, an antilipemic drug and an antibacterial agent. It is a flavanone 7-O-beta-D-glucoside, a dihydroxyflavanone, a monosaccharide derivative, a member of 4'-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin.
Spectrum DetailBack Directory
[Spectrum Detail]

Prunin(529-55-5)1HNMR
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