1152197-23-3
1152197-23-3 structure
- Name: {[(4aR,6R,7R,7aR)-6-{6-Amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-methoxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxy}methyl acetate
- Chemical Name: {[(4aR,6R,7R,7aR)-6-{6-Amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-methoxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxy}methyl acetate
- CAS Number: 1152197-23-3
- Molecular Formula: C20H21ClN5O8PS
- Molecular Weight: 557.901
- Catalog: Signaling Pathways Protein Tyrosine Kinase/RTK PKA
- Create Date: 2018-07-16 07:57:20
- Modify Date: 2025-09-10 06:36:22
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8-pCPT-2'-O-Me-cAMP-AM is a cyclic AMP analogue, selectively activates Epac-Rap signaling pathway. 8-pCPT-2'-O-Me-cAMP-AM protects renal function by activating Epac from ischemia injury. 8-pCPT-2'-O-Me-cAMP-AM also stimulates insulin secretion by interaction with PKA pathway[1][2].
| Name | {[(4aR,6R,7R,7aR)-6-{6-Amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-methoxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxy}methyl acetate |
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| Synonyms |
Methanol, 1-[[(4aR,6R,7R,7aR)-6-[6-amino-8-[(4-chlorophenyl)thio]-9H-purin-9-yl]tetrahydro-7-methoxy-2-oxido-4H-furo[3,2-d]-1,3,2-dioxaphosphorin-2-yl]oxy]-, acetate (ester)
{[(4aR,6R,7R,7aR)-6-{6-Amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-methoxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxy}methyl acetate |
| Description | 8-pCPT-2'-O-Me-cAMP-AM is a cyclic AMP analogue, selectively activates Epac-Rap signaling pathway. 8-pCPT-2'-O-Me-cAMP-AM protects renal function by activating Epac from ischemia injury. 8-pCPT-2'-O-Me-cAMP-AM also stimulates insulin secretion by interaction with PKA pathway[1][2]. |
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| Related Catalog | |
| In Vitro | 8-pCPT-2'-O-Me-cAMP-AM (2.5 μM; 30 min) activates Epac and prevents adherens junction disassembly during hypoxia (60 min)[1]. 8-pCPT-2'-O-Me-cAMP-AM can cross the plasma membrane and is able to alter diverse cellular functions that include Rap1 GTPase activity, PKB, and ERK1/2 protein kinase activity, phospholipase C activity, Ca2+ signaling, ion channel activity, exocytosis, cell adhesion, and gene expression[2]. 8-pCPT-2'-O-Me-cAMP-AM stimulates insulin secretion with dose-dependent and glucose metabolism-dependent (0.1 or 1.11 mM) actions[2]. 8-pCPT-2'-O-Me-cAMP-AM (20 μM) activates the cAMP reporter Epac1-camps, while 8-pCPT-2'-O-Me-cAMP doesn’t in INS-1 cells[2]. 8-pCPT-2'-O-Me-cAMP-AM (0.3-3.0 μM; 0-300 sec) activates Epac1-camps in a dose- and time-dependent manner in high throughput assay[2]. |
| In Vivo | 8-pCPT-2'-O-Me-cAMP-AM (intrarenal injection; ) activates renal Rap1 and likely is caused by activation of Epac in the tubular epithelium[1]. 8-pCPT-2'-O-Me-cAMP-AM preserves renal function by Epac activation and reduces tubular epithelial-cell stress during ischemia[1]. Animal Model: IR injuried mouse model[1] Dosage: 1.45 mM Administration: Intrarenal injection; mice were sacrificed at 24, 48, or 72 hours after ischemia Result: Protected renal injury during ischemia. |
| References |
| Density | 1.8±0.1 g/cm3 |
|---|---|
| Boiling Point | 757.2±70.0 °C at 760 mmHg |
| Molecular Formula | C20H21ClN5O8PS |
| Molecular Weight | 557.901 |
| Flash Point | 411.7±35.7 °C |
| Exact Mass | 557.053711 |
| LogP | 2.51 |
| Vapour Pressure | 0.0±2.5 mmHg at 25°C |
| Index of Refraction | 1.750 |