A neuraminidase inhibitor and antiviral
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Oseltamivir Acid

Item No. 15779

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4R-(acetylamino)-5S-amino-3R-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid
CAS Number
187227-45-8
Synonyms
  • GS-4071
  • Ro 64-0802
Molecular Formula
C14H24N2O4
Formula Weight
284.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC(C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1)=O
InChi Code
InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12+,13+/m0/s1
InChi Key
NENPYTRHICXVCS-YNEHKIRRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $54

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    1 mg

    $91

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    5 mg

    $418

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    10 mg

    $783

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    Cayman Chemical
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    Product Description

    Oseltamivir acid is the active metabolite of oseltamivir.1,2 It acts as an inhibitor of influenza neuraminidases A and B (IC50 = 0.1 to 4.9 nM for both enzymes), in this way preventing virus budding and release.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, W., Escarpe, P.S., Eisenberg, E.J., et al. Identification of GS 4104 as an orally bioavailable prodrug of the influenza virus neuraminidase inhibitor GS 4071. Antimicrob. Agents Chemother. 42(3), 647-653 (1998).

    2. Oliyai, R., Yuan, L.C., Dahl, T.C., et al. Biexponential decomposition of a neuraminidase inhibitor prodrug (GS-4104) in aqueous solution. Pharm. Res. 15(8), 1300-1304 (1998).

    3. Govorkova, E.A., Ilyushina, N.A., McClaren, J.L., et al. Susceptibility of highly pathogenic H5N1 influenza viruses to the neuraminidase inhibitor oseltamivir differs in vitro and in a mouse model. Antimicrob. Agents Chemother. 53(7), 3088-3096 (2009).

    4. Krueger, A.C., Xu, Y., Kati, W.M., et al. Synthesis of potent pyrrolidine influenza neuraminidase inhibitors. Bioorg. Med. Chem. Lett. 18(5), 1692-1695 (2008).

    5. Lew, W., Wu, H., Chen, X., et al. Carbocyclic influenza neuraminidase inhibitors possessing a C3-cyclic amine side chain: Synthesis and inhibitory activity. Bioorg. Med. Chem. Lett. 10(11), 1257-1260 (2000).