An inhibitor of sodium-glucose cotransporters
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Phlorizin

Item No. 11576

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
CAS Number
60-81-1
Synonyms
  • Floridzin
  • NSC 2833
Molecular Formula
C21H24O10
Formula Weight
436.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml
λmax
224, 285 nm
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=CC(O)=CC(O)=C2C(CCC3=CC=C(O)C=C3)=O)[C@@H]1O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $81

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    5 g

    $357

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    10 g

    $633

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Phlorizin is a natural product, first isolated from the bark of apple trees, that reduces plasma glucose levels by blocking renal and intestinal glucose absorption through inhibition of SGLT1 and SGLT2.1,2 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.3 In HEK293T cells expressing human SGLT1 and SGLT2, phlorizin exhibits Ki values of 140 and 11 nM, respectively, at 37°C.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. White, J.R., Jr. Apple trees to sodium glucose co-transporter inhibitors: A review of SGLT2 inhibition. Clinical Diabetes 28(1), 5-10 (2010).

    2. Ehrenkranz, J.R.L., Lewis, N.G., Kahn, C.R., et al. Phlorizin: A review. Diabetes Metab. Res. Rev. 21(1), 31-38 (2005).

    3. Hummel, C.S., Lu, C., Liu, J., et al. Structural selectivity of human SGLT inhibitors. Am. J. Physiol. Cell Physiol. 302(2), C373-C382 (2012).

    4. Hummel, C.S., Lu, C., Loo, D.D.F., et al. Glucose transport by human renal Na+/d-glucose cotransporters SGLT1 and SGLT2. Am. J. Physiol. Cell Physiol. 300(1), C14-C21 (2011).