Phlorizin

Alternative_name

1-[2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone; NSC 2833; Florizidin
Description

Phlorizin is a competitive inhibitor of SGLT1 (sodium glucose co-transporter 1) and SGLT2 (sodium glucose co-transporter 2); this reduces renal glucose transport, lowering the amount of glucose in the blood. It competitively inhibits the initial rate of α-methyl-D-glucopyranoside (α-MDG) uptake in human COS-1 cells expressing hSGLT1 and hSGLT2 with IC₅₀ values of 400 and 65 nM, respectively. In HEK293T cells expressing human SGLT1 and SGLT2, phlorizin exhibits Ki values of 140 and 11 nM, respectively, at 37°C.
CAS Number

60-81-1
Structure Available

Yes
Salt Form

No
Molecular Formula

C₂₁H₂₄O₁₀
Molecular Weight

436.41
Cell Permeable

No
Purity

≥98%
Solubilities

DMSO (~30 mg/ml) or EtOH (~ 5 mg/ml)
Handling

Protect from light and air
Tag Line

A competitive inhibitor of SGLT1 and SGLT2
Storage Condition

-20 ̊C
Shipping Condition

gel pack
Shelf Life

36 months
MDL Number

MFCD00149438
PubChem CID

6072
PubChem CID Link
SMILES

C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O
InChi

InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
InChi Key

IOUVKUPGCMBWBT-QNDFHXLGSA-N
Data Sheet Link
MSDS Available

Yes