An inhibitor of uridine phosphorylase
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Cyclouridine

Item No. 35271

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2R,3R,3aS,9aR-tetrahydro-3-hydroxy-2-(hydroxymethyl)-6H-furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidin-6-one
CAS Number
3736-77-4
Synonyms
  • 2,2′-Anhydrouridine
  • NSC 157148
Molecular Formula
C9H10N2O5
Formula Weight
226.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 2 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@H]1[C@@]2([H])[C@](O[C@@H]1CO)([H])N3C(O2)=NC(C=C3)=O
InChi Code
InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
InChi Key
UUGITDASWNOAGG-CCXZUQQUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $44

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    10 g

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    25 g

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    50 g

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    Cayman Chemical
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    Product Description

    Cyclouridine is an inhibitor of uridine phosphorylase (apparent Ki = 2.268 µM).1 It is selective for uridine phosphorylase over thymidine phosphorylase at 3.33 mM. Cyclouridine has also been used as a building block in the synthesis of compounds with anticancer or antiviral activities.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Veres, Z., Szabolcs, A., Szinai, I., et al. 5-Substituted-2,2'-anhydrouridines, potent inhibitors of uridine phosphorylase. Biochem. Pharmacol. 34(10), 1737-1740 (1985).

    2. Ogawa, A., Tanaka, M., Sasaki, T., et al. Nucleosides and nucleotides. 180. Synthesis and antitumor activity of nucleosides that have a hydroxylamino group instead of a hydroxyl group at the 2'- or 3'-position of the sugar moiety. J. Med. Chem. 41(25), 5094-5107 (1998).

    3. Sato, Y., Utsumi, K., Maruyama, T., et al. Synthesis and hypnotic and anti-human immunodeficiency virus-1 activities of N3-substituted 2'-deoxy-2'-fluorouridines. Chem. Pharm. Bull. (Tokyo) 42(3), 595-598 (1994).