A metabolite of dapagliflozin
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Parent Compound(s)
11574Dapagliflozin
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Dapagliflozin-3-O-β-D-Glucuronide

Item No. 22458

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S)-1,5-anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3-O-β-D-glucopyranuronosyl-D-glucitol
CAS Number
1351438-75-9
Molecular Formula
C27H33ClO12
Formula Weight
585.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: SolubleWater: Soluble
SMILES
ClC(C=CC([C@H]1[C@H](O)[C@@H](O[C@@]2([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O2)[C@H](O)[C@@H](CO)O1)=C3)=C3CC4=CC=C(OCC)C=C4
InChi Code
InChI=1S/C27H33ClO12/c1-2-37-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)28)23-22(34)24(18(30)17(11-29)38-23)39-27-21(33)19(31)20(32)25(40-27)26(35)36/h3-8,10,17-25,27,29-34H,2,9,11H2,1H3,(H,35,36)/t17-,18-,19+,20+,21-,22+,23+,24+,25+,27-/m1/s1
InChi Key
ZYZULHSUKTZGTR-PTNNFGGUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Dapagliflozin-3-O-β-D-glucuronide is a metabolite of dapagliflozin (Item No. 11574). Dapagliflozin is a first generation selective sodium glucose cotransporter (SGLT) 2 inhibitor that blocks glucose transport.1 Dapagliflozin is metabolized by uridine diphosphate glucuronosyltransferase (UGT) 1A9 to dapagliflozin-3-O-β-D-glucuronide, which is 2,600-fold less potent than the parent compound with regard to SGLT2 inhibition.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chao, E.C., and Henry, R.R. SGLT2 inhibition - A novel strategy for diabetes treatment. Nat. Rev. Drug Discov. 9(7), 551-559 (2010).

    2. van der Walt, J.-S., Hong, Y., Zhang, L., et al. A nonlinear mixed effects pharmacokinetic model for dapagliflozin and dapagliflozin 3-O-glucuronide in renal or hepatic impairment. CPT Pharmacometrics Syst. Pharmacol. 2(e42), 1-9 (2013).