Mycophenolic Acid β-D-Glucuronide

Names

[ Name ]:
Mycophenolic Acid β-D-Glucuronide

[Synonym ]:
5-[(2E)-5-Carboxy-3-methyl-2-penten-1-yl]-1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-isobenzofuranyl b-D-Glucopyranosiduronic Acid
MYCOPHENOLIC ACID B-D-GLUCURONIDE
Mycophenolic Acid-D-Glucuronide
Mycophenolic Acid Glucosiduronate
5-[(2E)-5-Carboxy-3-methyl-2-penten-1-yl]-1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-isobenzofuranyl-D-Glucopyranosiduronic Acid

Biological Activity

[Description]:

Mycophenolic acid glucuronide is a metabolite of the immunosuppressant mycophenolic acid (MPA). Mycophenolic acid glucuronide shows anti-tumor activity and can be used in adenocarcinoma research[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

Mycophenolic acid glucuronide shows weak IMP dehydrogenase (IMPDH) type II inhibition with an IC50 of 3.3 mg/L[3].

[In Vivo]

Mycophenolic acid glucuronide (intraperitoneal injection; 6 mg/mouse; once two days; 6 d) treatment reduces tumor growth in an Ehrlich murine spontaneous adenocarcinoma model[2]. Animal Model: Swiss albino strain mouse implanted with Ehrlich ascites tumor cells[2] Dosage: 6 mg/mouse Administration: Intraperitoneal injection; 6 mg/mouse; once two days; 6 d Result: Showed 76.8% tumor inhibition compared to the untreated control.

[References]

[1]. Natascha A Wolff, et al. Mycophenolic acid (MPA) and its glucuronide metabolites interact with transport systems responsible for excretion of organic anions in the basolateral membrane of the human kidney. Nephrol Dial Transplant. 2007 Sep;22(9):2497-503.

[2]. Ando K, et al. Synthesis of mycophenolic acid beta-D-glucuronide and its antitumor activity. J Antibiot (Tokyo). 1970 Aug;23(8):408-13.

[3]. Gensburger O, et al. Effect of mycophenolate acyl-glucuronide on human recombinant type 2 inosine monophosphate dehydrogenase. Clin Chem. 2009 May;55(5):986-93.

Chemical & Physical Properties

[ Density]:
1.502g/cm3

[ Boiling Point ]:
875.7ºC at 760mmHg

[ Melting Point ]:
98-100ºC

[ Molecular Formula ]:
C₂₃H₂₈O₁₂

[ Molecular Weight ]:
496.46100

[ Flash Point ]:
299.6ºC

[ Exact Mass ]:
496.15800

[ PSA ]:
189.28000

[ LogP ]:
0.29860

[ Index of Refraction ]:
1.624

[ Storage condition ]:
Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P261-P302 + P352 + P312-P304 + P340 + P312-P337 + P313-P403 + P235

[ Hazard Codes ]:
F,Xn

[ Risk Phrases ]:
11-20/21/22-36

[ Safety Phrases ]:
16-26-36/37

[ RIDADR ]:
UN 1648 3 / PGII