Millipore Sigma Vibrant Logo

533371 Acid Ceramidase Inhibitor IV, BOC - CAS 1644158-57-5 - Calbiochem

Acid Ceramidase Inhibitor, BOC, CAS 1644158-57-5, is a cell-permeable, potent inhibitor of acid ceramidase (IC₅₀ = 79 nM against HEK293 lysosomal lysate AC activity).

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: AC Inhibitor IV

Primary Target: Acid ceramidase
View Products on Sigmaaldrich.com
533371
View Pricing & Availability

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1644158-57-5C₂₄H₂₁FN₂O₃

Pricing & Availability

Catalogue Number AvailabilityPackaging Qty/Pack Price Quantity
5.33371.0001
Retrieving availability...
—
Limited Availability Limited Availability
In Stock 
Discontinued
Limited Quantities Available
Availability to be confirmed
    Remaining : Will advise
      Remaining : Will advise
      Will advise
      Contact Customer Service
      Contact Customer Service

      		 Glass bottle 10 mg
      Retrieving price...
      Price could not be retrieved
      Minimum Quantity is a multiple of
      Maximum Quantity is
      Upon Order Completion More Information
      You Saved ()
       
      —
      Request Pricing
      		 —
      Description
      OverviewA cell-permeable, chemically and metabolically stable (t1/2 >5 h in aqueous buffers at pH 4.5 and 7.4; t1/2 >2 h in murine plasma at 37 °C) benzoxazolone carboxamide (BOC) compound that inhibits acid ceramidase (AC) activity in a potent (IC50 = 79 nM against HEK293 lysosomal lysate AC activity) and selective manner via covalent modification of the active site Cys143, exhibiting little or no potency toward a panel of 15 enzymes, including proteases, lipoxygenases, cyclooxygenases, sPLA2, and monoacylglycerol lipase (67% inhibition of cathepsin D and ≤17.1% inhibition of the rest at 10 µM). Culture treatment results in long-lasting (>6 h) suppression of cellular AC activity in murine macrophage-like Raw 264.7 and human colon adenocarcinoma SW403 cells (IC50 with 3 h treatment = 400 and 825 nM, respectively), as well as built-ups of cellular AC substrates Cer(d18:0/16:0) & Cer(d18:1/16:0) in a dose-dependent manner. Intraperitoneal injection (10 mg/kg) effectively inhibits tissue AC activity in multiple organs, including lung, heart, kidney, brain hippocampus, and liver (by 70%, 60%, 44%, 40%, 35%, respectively), with good pharmacokinetic properties (Tmax = 30 min, Cmax = 1.768 µg/mL, t1/2 = 458 min, AUC0-8 h = 0.31 mg·min/mL; 10 mg/kg i.p.).

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number533371
      Brand Family Calbiochem®
      SynonymsAC Inhibitor IV
      References
      ReferencesPizzirani, D., et al. 2015. Angew. Chem. Int. Ed. Engl. 54, 485.
      Product Information
      CAS number1644158-57-5
      FormOff-white solid
      Hill FormulaC₂₄H₂₁FN₂O₃
      Chemical formulaC₂₄H₂₁FN₂O₃
      ReversibleN
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetAcid ceramidase
      Primary Target IC<sub>50</sub>79 nM against HEK293 lysosomal lysate AC activity
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      5.33371.0001 04055977286861

      Documentation

      Acid Ceramidase Inhibitor IV, BOC - CAS 1644158-57-5 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Pizzirani, D., et al. 2015. Angew. Chem. Int. Ed. Engl. 54, 485.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision20-November-2015 JSW
      SynonymsAC Inhibitor IV
      DescriptionA cell-permeable, chemically and metabolically stable (t1/2 >5 h in aqueous buffers at pH 4.5 and 7.4; t1/2 >2 h in murine plasma at 37 °C) benzoxazolone carboxamide (BOC) compound that inhibits acid ceramidase (AC) activity in a potent (IC50 = 79 nM against HEK293 lysosomal lysate AC activity) and selective manner via covalent modification of the active site Cys143, exhibiting little or no potency toward a panel of 15 enzymes, including proteases, lipoxygenases, cyclooxygenases, sPLA2, and monoacylglycerol lipase (67% inhibition of cathepsin D and ≤17.1% inhibition of the rest at 10 µM). Culture treatment results in long-lasting (>6 h) suppression of cellular AC activity in murine macrophage-like Raw 264.7 and human colon adenocarcinoma SW403 cells (IC50 with 3 h treatment = 400 and 825 nM, respectively), as well as built-ups of cellular AC substrates Cer(d18:0/16:0) & Cer(d18:1/16:0) in a dose-dependent manner. Intraperitoneal injection (10 mg/kg) effectively inhibits tissue AC activity in multiple organs, including lung, heart, kidney, brain hippocampus, and liver (by 70%, 60%, 44%, 40%, 35%, respectively), with good pharmacokinetic properties (Tmax = 30 min, Cmax = 1.768 µg/mL, t1/2 = 458 min, AUC0-8 h = 0.31 mg·min/mL; 10 mg/kg i.p.).
      FormOff-white solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1644158-57-5
      Chemical formulaC₂₄H₂₁FN₂O₃
      Purity≥98% by HPLC
      SolubilityDMSO (40 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesPizzirani, D., et al. 2015. Angew. Chem. Int. Ed. Engl. 54, 485.