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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
533371
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1644158-57-5C₂₄H₂₁FN₂O₃

Products

Catalogue NumberPackaging Qty/Pack
5.33371.0001 Glass bottle 10 mg
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.