An internal standard for the quantification of mycophenolic acid
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Unlabeled Version(s)
21716Mycophenolic Acid
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13C17-Mycophenolic Acid

Item No. 36359

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-(4-hydroxy-6-(methoxy-13C)-7-(methyl-13C)-3-oxo-1,3-dihydroisobenzofuran-5-yl-13C8)-4-(methyl-13C)hex-4-enoic-1,2,3,4,5,6-13C6 acid
CAS Number
1202866-92-9
Synonyms
  • 13C17-MPA
Molecular Formula
[13C]17H20O6
Formula Weight
337.2
Purity
≥95%
Formulation (Request formulation change)
A 0.5 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: soluble
SMILES
O=[13C]1O[13CH2][13C]2=[13C]1[13C](O)=[13C]([13CH2][13CH]=[13C]([13CH2][13CH2][13C](O)=O)[13CH3])[13C](O[13CH3])=[13C]2[13CH3]
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)/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1
InChi Key
HPNSFSBZBAHARI-CGADXAHWSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1.2 ml

    $1,303

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    Product Description

    13C17-Mycophenolic acid is intended for use as an internal standard for the quantification of mycophenolic acid (Item No. 21716) by GC- or LC-MS. Mycophenolic acid is an immunosuppressive 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).