Zomepirac Acyl-O-β-D-glucuronide 2-Propenyl Ester - CAS 860615-41-4

Catalog:	BB075652
Product Name:	Zomepirac Acyl-O-β-D-glucuronide 2-Propenyl Ester
CAS:	860615-41-4
Synonyms:	1-[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate]-β-D-glucopyranuronic Acid 2-Propenyl Ester; 1-[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate]-β-D-glucopyranuronic Acid 2-Propen-1-yl Ester

Technical Data

IUPAC Name:	prop-2-enyl (2S,3S,4S,5R,6S)-6-[2-[5-(4-chlorobenzoyl)-1,4-dimethylpyrrol-2-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylate
Description:	Zomepirac Acyl-O-β-D-glucuronide 2-Propenyl Ester is an intermediate in the synthesis of unstable metabolites of the nonsteroidal anti-inflammatory drug (NSAID) Zomepirac (Z675000), that is capable of reacting with endogenous proteins to form potentially toxic covalent ZP-protein adducts.
Molecular Weight:	507.92
Molecular Formula:	C24H26ClNO9
Canonical SMILES:	CC1=C(N(C(=C1)CC(=O)OC2C(C(C(C(O2)C(=O)OCC=C)O)O)O)C)C(=O)C3=CC=C(C=C3)Cl
InChI:	InChI=1S/C24H26ClNO9/c1-4-9-33-23(32)22-20(30)19(29)21(31)24(35-22)34-16(27)11-15-10-12(2)17(26(15)3)18(28)13-5-7-14(25)8-6-13/h4-8,10,19-22,24,29-31H,1,9,11H2,2-3H3/t19-,20-,21+,22-,24+/m0/s1
InChI Key:	LMOVOVRWRQCXOQ-QMDPOKHVSA-N
Appearance:	Light Yellow Solid
References:	O'Neill, P.J. et al. J. Clin. Pharmacol., 22, 470 (1982).

Complexity:	787
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	5
Defined Bond Stereocenter Count:	0
Exact Mass:	507.1296091
Formal Charge:	0
Heavy Atom Count:	35
Hydrogen Bond Acceptor Count:	9
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	507.1296091
Rotatable Bond Count:	10
Topological Polar Surface Area:	145Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.2