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Rac-trans-4-hydroxy Glyburide

CAT: 0931-T35635Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T35635Size:1 mg
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CAS Number
23155-00-2
Target
Others, Potassium Channel
Related Pathways
Membrane transporter/Ion channel, Others
Bioactivity
Rac-trans-4-hydroxy Glyburide, an active metabolite of the SUR1/Kir6.2 sulfonylurea inhibitor glyburide, is formed by the cytochrome P450 (CYP) isoforms CYP2C8 and CYP2C9. It inhibits glyburide binding to rat brain synaptosomes at high and low affinity sites of SUR1/Kir6.2 with IC50 values of 0.95 and 100 nM, respectively.
Smiles
COc1ccc(Cl)cc1C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)N[C@H]1CC[C@H](O)CC1 |wU:27.28,wD:30.32,(-4,-25.41,;-4,-23.87,;-5.33,-23.1,;-6.67,-23.87,;-8,-23.1,;-8,-21.56,;-9.34,-20.79,;-6.67,-20.79,;-5.33,-21.56,;-4,-20.79,;-2.67,-21.56,;-4,-19.25,;-2.67,-18.48,;-2.67,-16.94,;-1.33,-16.17,;-1.33,-14.63,;,-13.86,;1.33,-14.63,;1.33,-16.17,;,-16.94,;2.67,-13.86,;1.9,-12.53,;3.44,-15.19,;4,-13.09,;5.33,-13.86,;5.33,-15.4,;6.67,-13.09,;8,-13.86,;9.34,-13.09,;10.67,-13.86,;10.67,-15.4,;12,-16.17,;9.34,-16.17,;8,-15.4,)|
Molecular Formula
C23H28ClN3O6S
Molecular Weight
510
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

4'-Hydroxyglibenclamide

Trans-4-Hydroxyglyburide is a sulfonamide.

CAS Number23155-00-2
PubChem CID3082214
IUPAC Name5-chloro-N-[2-[4-[(4-hydroxycyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-2-methoxybenzamide
Molecular FormulaC23H28ClN3O6S
Molecular Weight510.0
XLogP3.7
Topological Polar Surface Area142
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count34
Formal Charge0
Complexity776
SMILES
COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)O
InChI
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)
InChIKey
IUWSGCQEWOOQDN-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4'-Hydroxyglibenclamide
CAS: 23155-00-2
CID: 3082214
Formula: C23H28ClN3O6S
MW: 510.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight510.0
XLogP33.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass509.1387345
Monoisotopic Mass509.1387345
Topological Polar Surface Area142 Ų
Heavy Atom Count34
Formal Charge0
Complexity776
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
TRC-H942625-25MGrac trans-4-Hydroxy Glyburide
MBS5796954rac-trans-4-hydroxy Glyburide
TRC-H942615-100MGrac trans-3-Hydroxy Glyburide
sc-491259Rac trans-2-Hydroxy Glyburide
AR-G01524-01(rac) -trans-3-Hydroxy Glyburide
SYB63930Rac Trans-4-hydroxy glyburide-13C, d3
sc-219891Rac trans-4-Hydroxy Glyburide-d3,13C
MBS6117613-01rac trans-4-Hydroxy Glyburide-13C,d3
TRC-H942630-100MGrac cis-4-Hydroxy Glyburide
AR-G01534-01Rac-trans-3-Hydroxy-Glyburide-13C-d3

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