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7061-54-3

7061-54-3 Structure

7061-54-3 Structure
IdentificationMore
[Name]

Phlorizin dihydrate
[CAS]

7061-54-3
[Synonyms]

1-[2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone dihydrate
1-(2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-propan-1-on
2'-O-GLUCOSYL-4',6',4-TRIHYDROXYDIHYDROCHALCONE
PHLORETIN-2'-BETA-D-GLUCOSIDE
PHLORIDZIN
PHLORIZIN
TIMTEC-BB SBB005924
phloridzin from apple wood
1-[2-(β-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
PHLORIDZIN(RG)
Phlorizin dihydrate
Phloretin 2μ-β-D-glucopyranoside, Phloretin 2μ-β-D-glucoside, 1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
[EINECS(EC#)]

200-487-1
[Molecular Formula]

C21H24O10
[MDL Number]

MFCD00006591
[Molecular Weight]

436.41
[MOL File]

7061-54-3.mol
Chemical PropertiesBack Directory
[Melting point ]

113-114 °C(lit.)
[alpha ]

-52 º (c=3, EtOH)
[storage temp. ]

2-8°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

neat
[color ]

White to off-white
[biological source]

apple wood
[Optical Rotation]

[α]20/D 52°, c = 3 in ethanol
[BRN ]

66621
[InChIKey]

XQWBNXSENPTIDY-YXMARJSJSA-N
[SMILES]

O.O.OC[C@H]1O[C@@H](Oc2cc(O)cc(O)c2C(=O)CCc3ccc(O)cc3)[C@H](O)[C@@H](O)[C@@H]1O
[CAS DataBase Reference]

7061-54-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

UC2080000
[F ]

3-10-23
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from crabapple leaves and apple tree branches and leaves.
[Uses]

Phloridzin dihydrate has been used as:
  • a Na+-glucose cotransport inhibitor to test its effect in lowering blood glucose
  • a hexose carrier inhibitor to prevent glucose derivative 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose (2-NBDG) uptake in sycamore cells
  • a non-specific sodium-glucose co-transporter 2 (SGLT2) inhibitor in embryonic cardiomyocyte cell line H9C2 to investigate its protective effect on Dox-induced cytotoxicity

[Biochem/physiol Actions]

Phloridzin is a glycoside present in the leaves and bark of apple. It is also present in peel and pulp of the apple fruit. Phloridzin belongs to the dihydrochalcones class of compounds. Lactase catabolizes phloridzin to phloretin and glucose in small intestine epithelial cells. Phloridzin is an antidiabetic agent and is equally bioavailable as phloretin.
[target]

NO | PGE | NOS | COX
Spectrum DetailBack Directory
[Spectrum Detail]

Phlorizin dihydrate(7061-54-3)1HNMR
Phlorizin dihydrate(7061-54-3)IR
Phlorizin dihydrate(7061-54-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

7061-54-3(sigmaaldrich)
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