Amprenavir

SKU: orb1300812

Description

Amprenavir

Research Area

Infectious Disease & Virology, Protein Biochemistry

Key Properties

• CAS Number: 161814-49-9
• MW: 505.63
• Purity: 99.97%
• Formula: C₂₅H₃₅N₃O₆S
• SMILES: CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)c1ccc(N)cc1
• Target: SARS-CoV,HIV Protease
• Solubility: DMSO:125 mg/mL (247.22 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (3.96 mM);Ethanol:93 mg/mL (183.93 mM);H2O:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• Target IC50:
  HIV protease:14.6 ng/mL
• In Vivo:
  Amprenavir increases atherogenic LDL cholesterol fractions in WT mice, but not in PXR-/- mice. Amprenavir stimulates expression of known PXR target genes, including CYP3A11, glutathione transferase A1, and MDR1a, in the intestine of WT mice but not in PXR-/- mice. Amprenavir-mediated PXR activation stimulate the expression of both LipF and LipA in the intestine of WT mice, but not in PXR-/- mice, indicating a possible role of intestinal PXR in mediating dietary lipid breakdown and absorption in mammals.
• In Vitro:
  Amprenavir promote the specific interactions betwee the nuclear receptor pregnane X receptor (PXR) an the coactivators SRC-1 and PBP. Amprenavir is docked int the high-resolution crystal structure of human PXR in complex with SR12813. Amprenavir occupies All four subpockets, and its hydroxyl group forms a hydrogen bond with Ser247, which is located in the connection region of PXR, to help to positio the drug in the optimal orientation insid the receptor. Amprenavir forms Direct contacts with one residue on αAF o the PXR activation function-2 (AF-2) surface, Phe429, which may stabiliz the active AF-2 conformation o the receptor and contribute to the agonist activity of amprenavir on PXR. Amprenavir induce the expression of bona fide PXR target genes involved in phase I (CYP3A4), phase II (UGT1A1), and phase III (MDR1) metabolism In both HepaRG cells and LS180 cells.

Storage & Handling

• Storage: store at low temperature | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Disclaimer: For research use only

Alternative Names

inhibit, KVX 478, KVX478, KVX-478, HIV, HIVProtease, HIV Protease, HIV protease, Inhibitor, Human immunodeficiency virus, 141W94, Amprenavir, Prozei, SARSCoV, SARS-CoV, SARS coronavirus, VX478, VX-478, VX 478

Compound Identifiers

PubChem CID

65016