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5-cis Carbaprostacyclin

Cayman Chemical Item Number 18211

(5Z)-6a-Carbaprostaglandin I2 (CAS 69609-77-4)

5-cis Carbaprostacyclin (CAS 69609-77-4)

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Description

5-cis Carbaprostacyclin is a stable analog of PGI2 and an isomer of carbaprostacyclin. It is a weak inhibitor of human platelet aggregation with an IC50 of 2.8 µM compared to 0.3 µM for carbaprostacyclin.1,2 5-cis Carbaprostacyclin is a much weaker effector of rabbit mesenteric artery relaxation with an EC50 of 104 µM compared to 5.9 µM for carbaprostacyclin. It even antagonizes the adenylate cyclase activation induced by carbaprostacyclin.2

1 Whittle, B.J.R., Moncada, S., Whiting, F., et al. Carbacyclin - a potent stable prostacyclin analogue for the inhibition of platelet aggregation. Prostaglandins 19 605-627 (1980).

2 Corsini, A., Folco, G.C., Fumagalli, R., et al. (5Z)-carbacyclin discriminates between prostacyclin-receptors coupled to adenylate cyclase in vascular smooth muscle and platelets. Br J Pharmacol 90 255-261 (1987).

Synonyms
  • (5Z)-6a-Carbaprostaglandin I2
Formal Name 6,​9α-​methylene-​11α,​15S-​dihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 69609-77-4
Molecular Formula C21H34O4
Formula Weight 350.5
Formulation A crystalline solid
Purity >99%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/[C@H]​1C(O)​CC2C\C(=C\CCCC(=O)​O)​\CC12

Background Reading

Whittle, B.J.R., Moncada, S., Whiting, F., et al. Carbacyclin - a potent stable prostacyclin analogue for the inhibition of platelet aggregation. Prostaglandins 19 605-627 (1980).

Corsini, A., Folco, G.C., Fumagalli, R., et al. (5Z)-carbacyclin discriminates between prostacyclin-receptors coupled to adenylate cyclase in vascular smooth muscle and platelets. Br J Pharmacol 90 255-261 (1987).

5-cis Carbaprostacyclin is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $118.00 $0.00
5 mg $531.00 $0.00
10 mg $944.00 $0.00
50 mg $4,130.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. 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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