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Araguspongin B

Cayman Chemical Item Number 10006797

(CAS 123000-02-2)

Araguspongin B (CAS 123000-02-2)

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Description

Xestospongins and araguspongins are marine natural products first isolated from Pacific basin sponges, and noted to have vasodilatory properties.1 Inositol phosphates (IP) are important signal transduction messengers acting via IP3 receptors to promote the mobilization of Ca2+ from intracellular stores.2 Araguspongin B antagonizes the calcium-releasing action of inositol 1,4,5-triphosphate at the receptor level in cerebral microsomes, with an IC50 of 0.6 µM.3 It is nearly as potent as xestospongin C as an antagonist of the IP3 receptor.

1 Nakagawa, M., and Endo, M. Structures of xestospongin A, B, C and D, novel vasodilative compounds from marine sponge, Xestospongia exigua. Tetrahedron Lett 25(30) 3227-3230 (1984).

2 Majerus, P.W. Inositol phosphate biochemistry. Annu Rev Biochem 61 225-250 (1992).

3 Gafni, J., Munsch, J.A., Lam, T.H., et al. Xestospongins: Potent membrane permeable blockers of the inositol 1,4,5-triphosphate receptor. Neuron 19 723-733 (1997).

Formal Name [1R-​(1R*,​4aR*,​11S*,​12aR*,​13R*,​16aR*,​23S*,​24aR*)]-​eicosahydro-​5H,​17H-​1,​23:11,​13-​diethano-​2H,​14H-​[1,​11]dioxacycloeicosino[2,​3-​b:12,​13-​b’]dipyridine
CAS Number 123000-02-2
Molecular Formula C28H51N2O2
Formula Weight 447.4
Formulation A clear film
Purity >90%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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C1CCC[C@H]​2CCCN3CC[C@H]​(CCCCCC[C@H]​4CCCN5CC[C@@H]​(CC1)​O[C@H]​45)​O[C@H]​23

Background Reading

Nakagawa, M., and Endo, M. Structures of xestospongin A, B, C and D, novel vasodilative compounds from marine sponge, Xestospongia exigua. Tetrahedron Lett 25(30) 3227-3230 (1984).

Gafni, J., Munsch, J.A., Lam, T.H., et al. Xestospongins: Potent membrane permeable blockers of the inositol 1,4,5-triphosphate receptor. Neuron 19 723-733 (1997).

Majerus, P.W. Inositol phosphate biochemistry. Annu Rev Biochem 61 225-250 (1992).
Size Price Quantity Subtotal
100 µg $319.00 $0.00
250 µg $758.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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(+)-Xestospongin A
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