An immunosuppressive microbial metabolite
Related Products
Certified Reference Material(s)
39477Mycophenolic Acid (CRM)
Labeled Version(s)
3635913C17-Mycophenolic Acid
Metabolite(s)
19078Mycophenolic Acid β-D-Glucuronide
Pro-drug Form(s)
13988Mycophenolate Mofetil
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Mycophenolic Acid

Item No. 21716

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid
CAS Number
24280-93-1
Synonyms
  • MPA
  • NSC 129185
Molecular Formula
C17H20O6
Formula Weight
320.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
215, 249, 305 nm
SMILES
O=C1OCC2=C1C(O)=C(C/C=C(C)/CCC(O)=O)C(OC)=C2C
InChi Code
InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+
InChi Key
HPNSFSBZBAHARI-RUDMXATFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Mycophenolic acid is an immunosuppresive microbial metabolite that has been found in P. brevicompactum.1,2 It is also an active metabolite of mycophenolate mofetil (Item No. 13988) that is formed via carboxylesterase 1 (CES1) and CES2.3 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.4,5 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).2 Mycophenolic acid (150 mg/kg) reduces splenomegaly in a mouse model of Friend virus-induced leukemia.6 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.1 Formulations containing mycophenolic acid have been used as immunosuppressive agents in the prevention of organ transplant rejection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mitsui, A., and Suzuki, S. Immunosuppressive effect of mycophenolic acid. J. Antibiot. (Tokyo) 22(8), 358-363 (1969).

    2. Noto, T., Sawada, M., Ando, K., et al. Some biological properties of mycophenolic acid. J. Antibiot. (Tokyo) 22(4), 165-169 (1969).

    3. Fujiyama, N., Miura, M., Kato, S., et al. Involvement of carboxylesterase 1 and 2 in the hydrolysis of mycophenolate mofetil. Drug Metab. Dispos. 38(12), 2210-2217 (2010).

    4. Watkins, W.J., Chen, J.M., Cho, A., et al. Phosphonic acid-containing analogues of mycophenolic acid as inhibitors of IMPDH. Bioorg. Med. Chem. Lett. 16(13), 3479-3483 (2006).

    5. Franklin, T.J., and Cook, J.M. The inhibition of nucleic acid synthesis by mycophenolic acid. Biochem J. 113(3), 515-524 (1969).

    6. Williams, R.H., Lively, D.H., DeLong, D.C., et al. Mycophenolic acid: Antiviral and antitumor properties. J. Antibiot. (Tokyo) 21(7), 463-464 (1968).