36357-77-4
Chemical Structure
Phosphoramidon
- CAS No.: 36357-77-4
- Formula:C23H34N3O10P
- Molecular Weight:543.50
IUPAC Name: (2S)-2-((2S)-2-((hydroxy(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)phosphoryl)amino)-4-methylpentanamido)-3-(1H-indol-3-yl)propanoic acid
InChIKey: ZPHBZEQOLSRPAK-XLCYBJAPSA-N
SMILES: O[C@H]([C@@H]([C@H]([C@@H](O1)C)O)O)[C@@H]1OP(N[C@@H](CC(C)C)C(N[C@H](C(O)=O)CC2=CNC3=CC=CC=C23)=O)(O)=O
Biological Activity: Phosphoramidon, a microbial metabolite, is a specific metalloprotease thermolysin inhibitor with an IC50 of 0.4 μg/mL. Phosphoramidon also inhibits endothelin-converting enzyme (ECE), neutral endopeptidase (NEP), and angiotensin-converting enzyme (ACE) with IC50 values of 3.5, 0.034, and 78 μM, respectively[1][2][3].
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Phosphoramidon | Phosphoramidon, a microbial metabolite, is a specific metalloprotease thermolysin inhibitor with an IC50 of 0.4 μg/mL. Phosphoramidon also inhibits endothelin-converting enzyme (ECE), neutral endopeptidase (NEP), and angiotensin-converting enzyme (ACE) with IC50 values of 3.5, 0.034, and 78 μM, respectively. | |||||||||||||||||||||
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References
- [1]. Umezawa S, , et al. A new microbial metabolite phosphoramidon (isolation and structure). Tetrahedron Letters, 1972, 13(1): 97-100.
- [2]. Suda H, et al. A thermolysin inhibitor produced by actinomycetes: phosphoramidon. The Journal of antibiotics, 1973, 26(10): 621-623.
- [3]. Kukkola PJ, et al. Differential structure-activity relationships of phosphoramidon analogues for inhibition of three metalloproteases: endothelin-converting enzyme, neutral endopeptidase, and angiotensin-converting enzyme.J CardiovascPharmacol. 1995;26Suppl 3:S65-8. [Content Brief]
