APHS

Modify Date: 2024-01-18 09:33:34

APHS Structure
APHS structure
Common Name APHS
CAS Number 209125-28-0 Molecular Weight 262.37
Density 1.1g/cm3 Boiling Point 363.3ºC at 760mmHg
Molecular Formula C15H18O2S Melting Point N/A
MSDS N/A Flash Point 165.7ºC

 Use of APHS


APHS is a specific and covalent COX-2 inhibitor with neuroprotective effects. COX-2 is a prostaglandin (PG) synthetase overexpressed in colorectal cancer (CRC) and has pleiotropic cancer-promoting effects. APHS modifies COX-2 by acetylating the active site (serine 516), thereby inhibiting prostaglandin production. The neuroprotective activity of APHS is inhibited by prostaglandin E2. APHS also co-inhibits the WNT pathway, an anti-tumor mechanism in addition to COX-2 inhibition[1][2].

 Names

Name 2-(2-Heptynylthio)phenol Acetate
Synonym More Synonyms

 APHS Biological Activity

Description APHS is a specific and covalent COX-2 inhibitor with neuroprotective effects. COX-2 is a prostaglandin (PG) synthetase overexpressed in colorectal cancer (CRC) and has pleiotropic cancer-promoting effects. APHS modifies COX-2 by acetylating the active site (serine 516), thereby inhibiting prostaglandin production. The neuroprotective activity of APHS is inhibited by prostaglandin E2. APHS also co-inhibits the WNT pathway, an anti-tumor mechanism in addition to COX-2 inhibition[1][2].
Related Catalog
References

[1]. Carlson NG. Neuroprotection of cultured cortical neurons mediated by the cyclooxygenase-2 inhibitor APHS can be reversed by a prostanoid. J Neurosci Res. 2003 Jan 1;71(1):79-88.  

[2]. Humar B, McNoe L, Dunbier A, Heathcott R, Braithwaite AW, Reeve AE. Heterogeneous gene expression changes in colorectal cancer cells share the WNT pathway in response to growth suppression by APHS-mediated COX-2 inhibition. Biologics. 2008 Jun;2(2):329-37.  

 Chemical & Physical Properties

Density 1.1g/cm3
Boiling Point 363.3ºC at 760mmHg
Molecular Formula C15H18O2S
Molecular Weight 262.37
Flash Point 165.7ºC
Exact Mass 262.10300
PSA 51.60000
LogP 3.51880
Vapour Pressure 1.82E-05mmHg at 25°C
Index of Refraction 1.554

 Synonyms

(2-hept-2-ynylsulfanylphenyl) acetate