A nucleoside with diverse biological activities
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Spongosine

Item No. 41832

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methoxy-adenosine
CAS Number
24723-77-1
Synonyms
  • 2-Methoxyadenosine
  • NSC 36899
Molecular Formula
C11H15N5O5
Formula Weight
297.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
O[C@H]1[C@@H](O[C@@H]([C@H]1O)CO)N2C3=NC(OC)=NC(N)=C3N=C2
InChi Code
InChI=1S/C11H15N5O5/c1-20-11-14-8(12)5-9(15-11)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7-,10-/m1/s1
InChi Key
AJACDNCVEGIBNA-KQYNXXCUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $54

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    5 mg

    $175

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    10 mg

    $297

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    25 mg

    $539

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    Product Description

    Spongosine is a nucleoside that has been found in Tethyidae and has diverse biological activities.1,2,3,4 It is an antagonist of adenosine A1, A2A, and A3 receptors (Kis = 155, 970, and 156 nM, respectively, in CHO cells expressing the human receptors).2 Spongosine (100 µM) inhibits collagen-induced platelet aggregation in isolated human whole blood and platelet-rich plasma.3 It decreases contractile force and frequency in spontaneously contracting isolated guinea pig atrial muscles (EC50s = 32.7 and 127.7 µM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Searle, P.A., and Molinski, T.F. Isolation of spongosine and 2'deoxyspongosine from a Western Austalian sponge of the order Hadromerida (tethyidae). J. Nat. Prod. 57(10), 1452-1454 (1994).

    2. Gao, Z.-G., Mamedova, L.K., Chen, P., et al. 2-Substituted adenosine derivatives: Affinity and efficacy at four subtypes of human adenosine receptors. Biochem. Pharmacol. 68(10), 1985-1993 (2004).

    3. Ojha, L.M., Gulati, D., Seth, N., et al. A simple method for synthesis of spongosine, azaspongosine, and their antiplatelet effects. Nucleos. Nucleot. 14(9-10), 1889-1900 (1995).

    4. Fuhrman, F.A., and Fuhrman, G.J. Effects of some naturally-occurring purine ribosides on purinergic receptors in cardiac and smooth muscle. Comp. Biochem. Physiol. C 72(2), 203-210 (1982).