An active metabolite of glyburide
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Parent Compound(s)
15009Glyburide (potassium salt)
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rac-trans-4-hydroxy Glyburide

Item No. 33752

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-N-[2-[4-[[[[(trans-4-hydroxycyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxy-benzamide
CAS Number
23155-00-2
Synonyms
  • 4-trans-hydroxycyclohexyl Glyburide
  • 4-trans-hydroxy Glibenclamide
Molecular Formula
C23H28ClN3O6S
Formula Weight
510.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
O[C@H](CC1)CC[C@@H]1NC(NS(C(C=C2)=CC=C2CCNC(C3=C(C=CC(Cl)=C3)OC)=O)(=O)=O)=O
InChi Code
InChI=1S/C23H28ClN3O6S/c1-33-21-11-4-16(24)14-20(21)22(29)25-13-12-15-2-9-19(10-3-15)34(31,32)27-23(30)26-17-5-7-18(28)8-6-17/h2-4,9-11,14,17-18,28H,5-8,12-13H2,1H3,(H,25,29)(H2,26,27,30)/t17-,18-
InChi Key
IUWSGCQEWOOQDN-IYARVYRRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $69

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    1 mg

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    5 mg

    $493

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    rac-trans-4-hydroxy Glyburide is an active metabolite of the SUR1/Kir6.2 sulfonylurea inhibitor glyburide (Item No. 15009).1,2 It is formed from glyburide by the cytochrome P450 (CYP) isoforms CYP2C8 and CYP2C9.1 rac-trans-4-hydroxy Glyburide inhibits glyburide binding to rat brain synaptosomes at the high and low affinity sites of SUR1/Kir6.2 with IC50 values of 0.95 and 100 nM, respectively.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zharikova, O.L., Fokina, V.M., Nanovskaya, T.N., et al. Identification of the major human hepatic and placental enzymes responsible for the biotransformation of glyburide. Biochem. Pharmacol. 78(12), 1483-1490 (2009).

    2. Hill, R.A., Rudra, S., Peng, B., et al. Hydroxyl-substituted sulfonylureas as potent inhibitors of specific [3H]glyburide binding to rat brain synaptosomes. Bioorg. Med. Chem. 11(9), 2099-2113 (2003).