Potent IP agonist and mild EP4 agonist
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AFP 07 (free acid)

Item No. 13626

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z-[(3aR,4R,5R,6aS)-3,3-difluorohexahydro-5-hydroxy-4-[(1E,3S,4S)-3-hydroxy-4-methyl-1-nonen-6-ynyl]-2H-cyclopenta[b]furan-2-ylidene]-pentanoic acid
CAS Number
788799-13-3
Molecular Formula
C22H30F2O5
Formula Weight
412.5
Purity
≥98%
Formulation
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]([C@@H](C)CC#CCC)/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1C(F)(F)/C(O2)=C\CCCC(O)=O
InChi Code
InChI=1S/C22H30F2O5/c1-3-4-5-8-14(2)16(25)12-11-15-17(26)13-18-21(15)22(23,24)19(29-18)9-6-7-10-20(27)28/h9,11-12,14-18,21,25-26H,3,6-8,10,13H2,1-2H3,(H,27,28)/b12-11+,19-9+/t14-,15-,16+,17+,18-,21+/m0/s1
InChi Key
PVHIRYQSPDZLLG-HBXWYSCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $132

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    1 mg

    $251

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    5 mg

    $1,048

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    Product Description

    Prostaglandin I2 is an unstable prostanoid which, through the ‘I prostanoid’ (IP) receptor, inhibits platelet aggregation and promotes vasodilatation in pulmonary vascular beds. AFP 07 is a 7,7-difluoroprostacyclin derivative that acts as a selective and highly potent agonist for the IP receptor (Ki = 0.561 nM).1 AFP 07 shows weaker affinity for EP receptors, with Ki values of > 100 nM for EP1-3 and > 10 nM for EP4.1 In piglet and rabbit saphenous veins, which express both IP and EP4, the EP4 antagonist AH 23848 reduces AFP 07-mediated relaxation, suggesting that AFP 07 activates EP4 as well as IP, particularly when both receptors are present.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chang, C.-S., Negishi, M., Nakano, T., et al. 7,7-Difluoroprostacyclin derivative, AFP-07, a highly selective and potent agonist for the prostacyclin receptor. Prostaglandins 53(2), 83-90 (1997).

    2. Jones, R.L., and Chan, K. Distinction between relaxations induced via prostanoid EP4 and IP1 receptors in pig and rabbit blood vessels. Br. J. Pharmacol. 134(2), 313-324 (2001).