Available from stock

Phlorizin

SKU: P0263

Category: Phytochemicals

Synonyms: Floridzin , Phloretin 2'-glucoside , Phloridzosid , Phlorizin , NSC 2833; 60-81-1
CAS-Number: C₂₁H₂₄O₁₀
Molecular Formula: 436.413
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Light yellow to off-white powder
Identity: 1H-NMR

Properties

Solvents: DMSO (20 mg/ml), DMF (20 mg/ml), ethanol (5 mg/ml)

Documentation

Safety Data Sheet (SDS): CDX P0263 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

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. It competitively inhibits (competes with D-glucose) the initial rate of α-methyl-D-glucopyranoside (α-MDG) uptake in the nM range. Phlorizin has been shown to enhance insulin sensitivity and to have antioxidant properties. Sodium-glucose cotransporter 1 (SGLT1) is a high affinity, low capacity transporter abundant in the small intestine, with some expression in the kidney as well. SGLT2 is a low affinity, high capacity transporter in the kidney that accounts for approximately 90% of glucose reabsorption into the blood stream. Selective inhibition of SGLT2 is a potential strategy for reducing plasma glucose levels as a treatment for diabetes.
Smiles: OC1=CC=C(CCC(C2=C(O)C=C(O)C=C2O[C@@H]3[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O3)=O)C=C1
InChi Key: IOUVKUPGCMBWBT-RQUKQETFSA-N
References: (1) G. Toggenburger, et al., Biochim. Biophys. Acta 688, 557 (1982) , (2) N. Oulianova, et al., J. Membr. Biol. 179, 223 (2001) , (3) K.P. Briski & E.S. Marshall, Neurochem. Res. 26, 783 (2001) , (4) R.J. McCrimmon, et al., Am. J. Physiol. Endocrinol. Metab. 283, E1076 (2002) , (5) J.R.L. Ehrenkranz, et al., 21, 31 (2005) (Review) , (6) J.R. White, Clin. Diaβ 28, 5 (2010) , (7) C.S. Hummel, et al., Am. J. Phys. cell Phys. 300, C14 (2011) , (8) C.S. Hummel, et al., Am. J. Phys. cell Phys. 302, C373 (2012) , (9) T. Nagata, et al., Am. J. Physiol. Renal. Physiol. 306, F1520 (2014) , (10) Y. Katsuda, et al., Exp. Anim. 64, 161 (2015) , (11) M. Raja & R.K. Kinne, Biochimie 115, 187 (2015) , (12) X. Mei, et al., J. Agric. Food Chem. 64, 7502 (2016) , (13) R.A. Mendes, et al., J. Mol. Model 24, 101 (2018)
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-/m0/s1

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. It competitively inhibits (competes with D-glucose) the initial rate of α-methyl-D-glucopyranoside (α-MDG) uptake in the nM range. Phlorizin has been shown to enhance insulin sensitivity and to have antioxidant properties. Sodium-glucose cotransporter 1 (SGLT1) is a high affinity, low capacity transporter abundant in the small intestine, with some expression in the kidney as well. SGLT2 is a low affinity, high capacity transporter in the kidney that accounts for approximately 90% of glucose reabsorption into the blood stream. Selective inhibition of SGLT2 is a potential strategy for reducing plasma glucose levels as a treatment for diabetes.

SKU: P0263 Category: Phytochemicals

Additional information

Additional information

Synonyms	Floridzin, Phloretin 2'-glucoside, Phloridzosid, Phlorizin, NSC 2833
Purity	≥98% (HPLC)
Appearance	Light yellow to off-white powder
CAS-Number	60-81-1
Molecular Formula	C21H24O10
Molecular Weight	436.413
Identity	1H-NMR
Solvents	DMSO (20 mg/ml), DMF (20 mg/ml), ethanol (5 mg/ml)
Smiles	OC1=CC=C(CCC(C2=C(O)C=C(O)C=C2O[C@@H]3[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O3)=O)C=C1
InChi Key	IOUVKUPGCMBWBT-RQUKQETFSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) G. Toggenburger, et al., Biochim. Biophys. Acta 688, 557 (1982), (2) N. Oulianova, et al., J. Membr. Biol. 179, 223 (2001), (3) K.P. Briski & E.S. Marshall, Neurochem. Res. 26, 783 (2001), (4) R.J. McCrimmon, et al., Am. J. Physiol. Endocrinol. Metab. 283, E1076 (2002), (5) J.R.L. Ehrenkranz, et al., 21, 31 (2005) (Review), (6) J.R. White, Clin. Diaβ 28, 5 (2010), (7) C.S. Hummel, et al., Am. J. Phys. cell Phys. 300, C14 (2011), (8) C.S. Hummel, et al., Am. J. Phys. cell Phys. 302, C373 (2012), (9) T. Nagata, et al., Am. J. Physiol. Renal. Physiol. 306, F1520 (2014), (10) Y. Katsuda, et al., Exp. Anim. 64, 161 (2015), (11) M. Raja & R.K. Kinne, Biochimie 115, 187 (2015), (12) X. Mei, et al., J. Agric. Food Chem. 64, 7502 (2016), (13) R.A. Mendes, et al., J. Mol. Model 24, 101 (2018)
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-/m0/s1
Quantity	100 mg, 250 mg, Bulk