Losartan N1-glucuronide

CAS: 138584-34-6

Ref. 3D-ML16776

Product Information

• Name: Losartan N1-glucuronide
• Synonyms: 1-[5-[4'-[[2-Butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl][1,1'-biphenyl]-2-yl]-1H-tetrazol-1-yl]-1-deoxy-b-D-glucopyran uronic acid
• Brand: Biosynth
• Description: Losartan N1-glucuronide is a glucuronidated metabolite of losartan that is produced naturally in the human body. It is converted from losartan by the enzyme UDP-glucuronosyltransferase, which is found in humans and other animals. The rate of glucuronidation varies between individuals and is determined by genetic factors. Losartan N1-glucuronide has shown to be an effective inhibitor of angiotensin II, with an IC50 value of 1.4 μM. This inhibition can be reversed by dobutamine or recombinant human UGT2B7 enzyme, which are both competitive inhibitors of the enzyme UGT2B7. Magnetic resonance spectroscopy has been used to study the kinetic properties of this inhibitor and its effect on dobutamine-induced changes in cardiac function.

Chemical properties

• Molecular weight: 599.03 g/mol
• Formula: C₂₈H₃₁ClN₆O₇
• Purity: Min. 95%
• InChI: InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-32-33-35(26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1
• InChI key: InChIKey=OVOPSQNVVWGEQG-RTCYWULBSA-N
• SMILES: CCCCc1nc(Cl)c(CO)n1Cc1ccc(-c2ccccc2-c2nnnn2[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)cc1