| Identification | Back 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 Properties | Back 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 Data | Back Directory | [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 Information | Back 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. |
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