Mycophenolic acid , 98% , 24280-93-1

Synonym(s):
6-(1,3-Dihydro-7-hydroxy-5-methoxy-4-methyl-1-oxoisobenzofuran-6-yl)-4-methyl-4-hexanoic acid;6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid;6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic Acid, MPA;Mycophenolic Acid - CAS 24280-93-1 - Calbiochem;NSC 129185

CAS NO.：24280-93-1

Empirical Formula: C17H20O6

Molecular Weight: 320.34

MDL number: MFCD00036814

EINECS: 246-119-3

PRODUCT Properties

• Melting point: 141°C
• Boiling point: 419.24°C (rough estimate)
• Density: 1.2300 (rough estimate)
• vapor pressure: 0Pa at 22℃
• refractive index: 1.5200 (estimate)
• Flash point: 2℃
• storage temp.: Sealed in dry,Store in freezer, under -20°C
• solubility: methanol: 50 mg/mL, clear, colorless to faintly yellow
• form: powder
• pka: 4.5(at 25℃)
• color: white to white with yellow cast
• Water Solubility: 13mg/L(25 ºC)
• Merck: 14,6327
• BRN: 1295848
• BCS Class: 2?
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
• LogP: -1.83-2.28 at 25℃ and pH5-9
• Dissociation constant: 4.58-8.05 at 22.5-25℃
• CAS DataBase Reference: 24280-93-1(CAS DataBase Reference)
• EPA Substance Registry System: 4-Hexenoic acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, (4E)- (24280-93-1)

Description and Uses

Mycophenolic acid is an immunosuppresive microbial metabolite that has been found in P. brevicompactum. It is also an active metabolite of mycophenolate mofetil that is formed via carboxylesterase 1 (CES1) and CES2. Mycophenolic acid is an inhibitor of IMP dehydrogenase (IMPDH) type I and type II (IC₅₀s = 32 and 11 nM, respectively, in cell-free assays) and inhibits DNA synthesis in L strain mouse fibroblasts when used at concentrations ranging from 0.1 to 10 μg/ml. It is active against several strains of C. albicans, C. parakrusei, C. tropicalis, and C. neoformans (MICs = 3.9-31.25 μg/ml), as well as various strains of S. aureus (MICs = 31.25-125 μg/ml). Mycophenolic acid (150 mg/kg) reduces splenomegaly in a mouse model of Friend virus-induced leukemia. It decreases the number of hemolytic plaque forming cells isolated from the spleen of mice immunized with sheep red blood cells (RBCs) when administered at doses ranging from 60 to 240 mg/kg. Formulations containing mycophenolic acid have been used as immunosuppressive agents in the prevention of organ transplant rejection.

Mycophenolic acid is a common Penicillium metabolite first reported in the 1930s as a possible mycotoxin. Re-investigation showed mycophenolic acid to display broad antitumour, antiviral, antifungal and antiprotozoan activities. Its potent immunosuppressant activity led to its commercial development to prevent kidney transplant rejection. Mycophenolic acid acts by inhibiting inosine monophosphate dehydrogenase, controlling the rate of de novo purine synthesis in proliferating B and T lymphocytes.

Safety

• Symbol(GHS): GHS07,GHS08,GHS09
• Signal word: Danger
• Hazard statements: H302-H341-H360D-H372-H410
• Precautionary statements: P201-P202-P260-P273-P301+P312-P308+P313
• Hazard Codes: Xn,N,T,F
• Risk Statements: 22-61-40-68-50/53-48/25-52/53-36-20/21/22-11
• Safety Statements: 53-45-36/37-61-22-26-16
• RIDADR: 2811
• WGK Germany: 3
• RTECS: MP8050000
• F: 10
• HazardClass: 6.1(b)
• PackingGroup: III
• HS Code: 29419090
• Toxicity: LD50 in mice (mg/kg): >1250 orally; 972.9±77 i.p. (Williams)