bs-75587C

DATASHEET

Formulation Solid

Storage: Stable for 2 years after receipt when stored at -20°C.

Product Information:

CAS Number: 905579-51-3

Molecular formula: C21H25N5O4S . H2O

Molecular weight: 443.5 . 18.0

Purity: >99%

Appearance: White solid.

Solubility: Soluble in DMSO (30mg/ml), ethanol (10mg/ml) or DMF (20mg/ml). Insoluble in water.

InChiKey: MPUQHZXIXSTTDU-QXGSTGNESA-N

SMILES: [H][C@@]1(C[C@H](O)[C@H](COS(N)(=O)=O)C1)N1C=CC2=C(N[C@H]3CCC4=CC=CC=C34)N=CN=C12

Description:

Adenosine 5'-monophosphate (AMP) analog. Potent, selective and cell permeable inhibitor of Nedd8 E1 Activating Enzyme (NAE) (IC50=4.7nM). NEDD8 is an ubiquitin-like protein whose activity is required to activate cullin-RING ubiquitin E3 ligases (CRLs) responsible for the ubiquitination and proteasome-dependent turnover of certain substrates relevant to cancer cell survival. Anticancer agent with in vitro and in vivo activity. By inhibiting the Neddylation pathway this molecule disrupts cullin-RING ligase activity, leading to inhibition of proliferation or apoptotic death of various human tumor cells through the deregulation of S-phase DNA synthesis. Inhibits related enzymes ubiquitin-activating enzyme (UAE) and SUMO-activating enzyme (SAE) with IC50 values of 1.5 and 8.2µM, respectively. Angiogenesis inhibitor and autophagy inducer. Antiviral agent. Exhibited pronounced antiviral activity against mouse and human cytomegalovirus, herpes simplex virus (HSV)-1 (including multi-drug resistant clinical isolates), HSV-2, adeno and influenza viruses.