| Identification | Back Directory | [Name]
7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID | [CAS]
128719-90-4 | [Synonyms]
I-BOP
I-BOP >=95% (HPLC)
UYFMSCHBODMWON-JCPFAPSOSA-N
7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID
(5Z)-7-[(1S,4R)-3β-[(1E,3R)-3-Hydroxy-4-(p-iodophenoxy)-1-butenyl]-7-oxabicyclo[2.2.1]heptane-2α-yl]-5-heptenoic acid
(5Z)-7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-Hydroxy-4-(4-iodophenoxy)-1-buten-1-yl]-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptenoic acid | [EINECS(EC#)]
200-578-6 | [Molecular Formula]
C23H29IO5 | [MDL Number]
MFCD00084824 | [MOL File]
128719-90-4.mol | [Molecular Weight]
512.38 |
| Chemical Properties | Back Directory | [Boiling point ]
634.5±55.0 °C(Predicted) | [density ]
1.483±0.06 g/cm3(Predicted) | [Fp ]
14℃ | [storage temp. ]
-20°C | [solubility ]
DMF: >50 mg/ml (from Pinane TXA2); DMSO: >25 mg/ml (from Pinane TXA2); Ethanol: >100 mg/ml (from Pinane TXA2); PBS (pH 7.2): 3 mg/ml | [form ]
solution | [pka]
4.76±0.10(Predicted) | [color ]
colorless to faint yellow |
| Hazard Information | Back Directory | [Uses]
I-BOP is an agonist for thromboxane A2 receptor (TP) with a KD of 0.61 nM. I-BOP promotes proliferation through activation of PI3K pathway in vascular smooth muscle[1]. I-BOP dose-dependently biphasicly affects the excitatory postsynaptic potential (e.p.s.p.) in hippocampal neurons[2]. | [Biochem/physiol Actions]
I-BOP is a potent thromboxane (TP) receptor agonist. I-BOP induces human platelet aggregation with an EC50 value of 0.34 nM. | [References]
[1] Morinelli TA, et al., Tyrosine phosphorylation of phosphatidylinositol 3-kinase and of the thromboxane A2 (TXA2) receptor by the TXA2 mimetic I-BOP in A7r5 cells. Biochem Pharmacol. 1997 Jun 15;53(12):1823-32. DOI:10.1016/s0006-2952(97)00005-1
[2] Hsu KS, et al., Thromboxane A2 agonist modulation of excitatory synaptic transmission in the rat hippocampal slice. Br J Pharmacol. 1996 Aug;118(8):2220-7. DOI:10.1111/j.1476-5381.1996.tb15666.x |
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