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Dexloxiglumide (Standard)

CAT: 0804-HY-128878RSize: 1 EachDry Ice: NoHazardous: No
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Description
Dexloxiglumide (Standard) is the analytical standard of Dexloxiglumide. This product is intended for research and analytical applications. Dexloxiglumide is an orally active and selective cholecystokinin type A (CCKA) receptor antagonist. Dexloxiglumide is the active enantiomer of Loxiglumide, inhibits smooth muscle cell contractions induced by cholecystokinin-octapeptide (CCK-8) . Dexloxiglumide exhibits moderate Caco-2 permeability that is polarized, concentration dependent, and pH dependent. Dexloxiglumide increases MRP1-substrate fluorescein uptake. Dexloxiglumide can be studied in research for gastrointestinal diseases and tumors[1][2][3].
CAS Number
119817-90-2
UNSPSC
12352100
Target
Cholecystokinin Receptor; P-glycoprotein; Reference Standards
Related Pathways
GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling; Others
Field of Research
Metabolic Disease; Endocrinology
Smiles
O=C(O)CC[C@@H](NC(C1=CC=C(Cl)C(Cl)=C1)=O)C(N(CCCOC)CCCCC)=O
Molecular Formula
C21H30Cl2N2O5
Molecular Weight
461.38
References & Citations
[1]Scarpignato C, et al. Effect of dexloxiglumide and spiroglumide, two new CCK-receptor antagonists, on gastric emptying and secretion in the rat: evaluation of their receptor selectivity in vivo. Aliment Pharmacol Ther. 1996 Jun;10 (3) :411-9.|[2]Maselli MA, et al. CCK1 receptor antagonist, dexloxiglumide: effects on human isolated gallbladder. Potential clinical applications. Minerva Gastroenterol Dietol. 2003 Sep;49 (3) :211-6.|[3]Tolle-Sander, S., et al., (2003) . Characterization of dexloxiglumide in vitro biopharmaceutical properties and active transport. Journal of pharmaceutical sciences, 92 (10), 1968–1980.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Dexloxiglumide

Dexloxiglumide is a glutamic acid derivative.

CAS Number119817-90-2
PubChem CID65937
IUPAC Name(4R)-4-[(3,4-dichlorobenzoyl)amino]-5-[3-methoxypropyl(pentyl)amino]-5-oxopentanoic acid
Molecular FormulaC21H30Cl2N2O5
Molecular Weight461.4
XLogP3.9
Topological Polar Surface Area95.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count14
Heavy Atom Count30
Formal Charge0
Complexity549
SMILES
CCCCCN(CCCOC)C(=O)[C@@H](CCC(=O)O)NC(=O)C1=CC(=C(C=C1)Cl)Cl
InChI
InChI=1S/C21H30Cl2N2O5/c1-3-4-5-11-25(12-6-13-30-2)21(29)18(9-10-19(26)27)24-20(28)15-7-8-16(22)17(23)14-15/h7-8,14,18H,3-6,9-13H2,1-2H3,(H,24,28)(H,26,27)/t18-/m1/s1
InChIKey
QNQZBKQEIFTHFZ-GOSISDBHSA-N
Chemical Structure
2D Structure
2D structure of Dexloxiglumide
CAS: 119817-90-2
CID: 65937
Formula: C21H30Cl2N2O5
MW: 461.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight461.4
XLogP33.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count14
Exact Mass460.1531774
Monoisotopic Mass460.1531774
Topological Polar Surface Area95.9 Ų
Heavy Atom Count30
Formal Charge0
Complexity549
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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BA5276-5.1Dexloxiglumide
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A18541-25Dexloxiglumide 25mg
A18541-2Dexloxiglumide 2mg
A18541-5Dexloxiglumide 5mg
A18541-50Dexloxiglumide 50mg
A18541-10Dexloxiglumide 10mg
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