| Identification | Back Directory | [Name]
(+/-)-15-DEOXY-16R-HYDROXY-17-CYCLOBUTYL PROSTAGLANDIN E1 | [CAS]
433219-55-7 | [Synonyms]
BUTAPROST (FREE ACID)
(R)-BUTAPROST (FREE ACID)
(S)-Butaprost (free acid)
PAYNQYXOKJDXAV-ZHIWTBQHSA-N
(+/-)-15-DEOXY-16R-HYDROXY-17-CYCLOBUTYL PROSTAGLANDIN E1
(+/-)-15-DEOXY-16S-HYDROXY-17-CYCLOBUTYL PROSTAGLANDIN E1
9-OXO-11ALPHA, 16S-DIHYDROXY-17-CYCLOBUTYL-PROST-13E-EN-1-OIC ACID
9-OXO-11ALPHA, 16R-DIHYDROXY-17-CYCLOBUTYL-PROST-13E-EN-1-OIC ACID
Cyclopentaneheptanoic acid, 3-hydroxy-2-[(1E,4S)-4-hydroxy-4-(1-propylcyclobutyl)-1-buten-1-yl]-5-oxo-, (1R,2R,3R)- | [Molecular Formula]
C23H38O5 | [MDL Number]
MFCD05863943 | [MOL File]
433219-55-7.mol | [Molecular Weight]
394.54 |
| Hazard Information | Back Directory | [Description]
Butaprost is an EP2 selective agonist which has frequently been used to pharmacologically define the EP receptor expression profile of various human and animal tissues and cells.1,2 Prostaglandin free acids generally bind to their cognate receptors with 10 to 100 times the affinity of the corresponding ester derivative. Consistent with this trend, butaprost binds to membranes from EP2 receptor-transfected CHO cells with a Ki value of 2,400 nM, whereas butaprost (free acid) and CAY10399 (the 2-series congener of butaprost free acid) exhibit significantly lower Ki values of 73 and 92 nM, respectively.3 Butaprost (free acid) is therefore another useful tool for characterizing EP receptor-mediated signalling events. | [Uses]
(S)-Butaprost (free acid) is a potent and highly selective agonist of EP2 receptor[1]. | [References]
1. Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells Br. J. Pharmacol. 122(2),217-224(1997).
2. Lawrence, R.A., and Jones, R.L. Investigation of the prostaglandin E (EP-) receptor subtype mediating relaxation of the rabbit jugular vein Br. J. Pharmacol. 105,817-824(1992).
3. Tani, K., Naganawa, A., Ishida, A., et al. Design and synthesis of a highly selective EP2-receptor agonist Bioorg. Med. Chem. Lett. 11,2025-2028(2001). |
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