Adenophostin A
Adenophostin A is an IP3 receptor (inositol 1,4,5-trisphosphate receptors) modulator and Ca2+ releaser, with an IC50 of 1.3 nM, an EC50 of 1.4 nM, and a Ki of 0.18 nM in rats, and an IC50 of 0.95 nM in humans. Adenophostin A activates IP3 receptors, stimulates Ca2+ release from intracellular stores and microsomes, inhibits the binding of [3H]IP3 to plasma membrane receptors, and activates chloride channels. Adenophostin A resists phosphorylation and dephosphorylation by IP3 metabolic enzymes to maintain its activity, and increases cytoplasmic [Ca2+] levels via calcium mobilization from the endoplasmic reticulum of vascular smooth muscle cells. Adenophostin A is applicable to research related to hemorrhagic shock.
For research use only. We do not sell to patients.
- CAS No.: 149091-92-9
- Formula: C16H26N5O18P3
- Molecular Weight:669.32
-
Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
-
Biological Activity
-
Chemical Information
- Purity & Documentation
- References
-
Help & FAQs
All Calcium Channel Isoforms
More
Biological Activity
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| Hepatocyte | EC50 |
9.2 nM
Compound: 3 (adenophostin A)
|
Concentration causing maximal effect on [Ca2+] release from the intracellular stores of permealized hepatocytes
Concentration causing maximal effect on [Ca2+] release from the intracellular stores of permealized hepatocytes
|
[PMID: 11405648] |
Adenophostin A exhibits properties including high affinity, potent agonistic activity, and metabolic stability[1]:
(1) Adenophostin A has a stronger IP3R binding capacity than IP3.
(2) 10 nM Adenophostin A potently activates IP3 receptors in rat cerebellar microsomes and induces Ca2+ release, and this activity is blocked by the IP3 receptor antagonist Heparin (HY-17567); it also acts as an IP3 receptor agonist and induces Ca2+ release in permeabilized NG108-15 cells, with a potency approximately 45-fold higher than that of IP3.
(3) 2 μM Adenophostin A (incubated for 30 min) is completely resistant to the metabolic effects of IP3 5-phosphatase and IP3 3-kinase.
Adenophostin A is a full agonist of IP3R1 in permeabilized HEK-IP3R1 cells, and stimulates the release of approximately 70% of the intracellular Ca2+ pool[2].
Adenophostin A (10 μM; 5 min) induces IP3R-mediated Ca2+ release in hypoxic rat abdominal aortic vascular smooth muscle cells (VSMCs), whereas no significant changes are observed after stimulating A3AR with 4 μM IB-MECA[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:Vascular Smooth Muscle Cells (VSMCs)
-
Concentration:10 μM
-
Incubation Time:5 min
-
Result:In hypoxic VSMCs, the increase in intracellular Ca2+ concentration induced by Adenophostin A was decreased compared with that in control cells, but the difference was not statistically significant.
Additionally, stimulation of adenosine A3 receptor with IB-MECA did not cause significant changes in Adenophostin A-induced Ca2+ release.
Chemical Information
-
CAS No. 149091-92-9
-
Molecular Weight 669.32
-
Formula C16H26N5O18P3
-
SMILES
O=P(O)(O)O[C@H]1[C@H](N2C3=NC=NC(N)=C3N=C2)O[C@@H]([C@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)OP(O)(O)=O)OP(O)(O)=O)O)CO
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
-
Data Sheet (283 KB)
-
SDS (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
-
Handling Instructions (2659 KB)
References
[1]. Takahashi M, et al. Adenophostins, newly discovered metabolites of Penicillium brevicompactum, act as potent agonists of the inositol 1,4,5-trisphosphate receptor. J Biol Chem. 1994;269(1):369-372. [Content Brief]
[2]. Su X, et al. Inositol Adenophostin: Convergent Synthesis of a Potent Agonist of d-myo-Inositol 1,4,5-Trisphosphate Receptors. ACS Omega. 2020;5(44):28793-28811. Published 2020 Oct 28. [Content Brief]
[3]. Zhou R, et al. Stimulation of the adenosine A3 receptor reverses vascular hyporeactivity after hemorrhagic shock in rats. Acta Pharmacol Sin. 2010 Apr;31(4):413-20. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Adenophostin A Related Classifications
HY-142117 Related Classifications
Powered by Bioz