A metabolite of mycophenolic acid
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Parent Compound(s)
13988Mycophenolate Mofetil 21716Mycophenolic Acid
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Mycophenolic Acid β-D-Glucuronide

Item No. 19078

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[(2E)-5-carboxy-3-methyl-2-penten-1-yl]-1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-isobenzofuranyl β-D-glucopyranosiduronic acid
CAS Number
31528-44-6
Synonyms
  • 7-O-MPAG
  • ​7-O-Mycophenolic Acid Glucuronide
  • MPAG
  • MPA-phenyl-glucuronide
  • Mycophenolic Acid Glucosiduronate
Molecular Formula
C23H28O12
Formula Weight
496.5
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
214, 250, 292 nm
SMILES
O=C1OCC2=C(C)C(OC)=C(C/C=C(C)/CCC(O)=O)C(O[C@@H]3O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O)=C21
InChi Code
InChI=1S/C23H28O12/c1-9(5-7-13(24)25)4-6-11-18(32-3)10(2)12-8-33-22(31)14(12)19(11)34-23-17(28)15(26)16(27)20(35-23)21(29)30/h4,15-17,20,23,26-28H,5-8H2,1-3H3,(H,24,25)(H,29,30)/b9-4+/t15-,16-,17+,20-,23+/m0/s1
InChi Key
BYFGTSAYQQIUCN-HGIHDBQLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $132

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    5 mg

    $627

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    10 mg

    $1,056

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    25 mg

    $2,145

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    Product Description

    Mycophenolic acid β-D-glucuronide (MPAG) is a metabolite of the immunosuppressant mycophenolic acid (Item No. 21716).1,2 It is formed from mycophenolic acid by the UDP-glucuronosyltransferase (UGT) isoforms UGT1A9, UGT1A8, UGT1A7, and UGT1A10 in insect cell-derived supersomes expressing the human enzymes.2 Unlike mycophenolic acid, MPAG does not inhibit IMP dehydrogenase (IMPDH) type II in a cell-free assay.1 However, it does reduce tumor growth in an Ehrlich murine spontaneous adenocarcinoma model when administered at a dose of 6 mg/animal.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gensburger, O., Picard, N., and Marquet, P. Effect of mycophenolate acyl-glucuronide on human recombinant type 2 inosine monophosphate dehydrogenase. Clin. Chem. 55(5), 986-993 (2009).

    2. Picard, N., Ratanasavanh, D., Prémaud, A., et al. Identification of the UDP-glucuronosyltransferase isoforms involved in mycophenolic acid phase II metabolism. Drug Metab. Dispos. 33(10), 139-146 (2005).

    3. Ando, K., Suzuki, S., and Arita, M. Synthesis of mycophenolic acid βᴅ-glucuronide and its antitumor activity. J. Antibiot. (Tokyo) 23(8), 408-413 (1970).