ChemicalBook > CAS DataBase List > (4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid

(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid

Product Name
(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid
CAS No.
2376255-48-8
Chemical Name
(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid
Synonyms
(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid
CBNumber
CB98225653
Molecular Formula
C26H37ClN4O8
Formula Weight
569.05
MOL File
2376255-48-8.mol
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(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid Property

Boiling point:
962.7±65.0 °C(Predicted)
Density 
1.275±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C, protect from light, stored under nitrogen
solubility 
Soluble to 1 mg/ml in DMSO
pka
3.93±0.19(Predicted)
form 
Solid
color 
White to off-white
InChIKey
UCWNTWGHVCSMJP-AIPSELJTNA-N
SMILES
[C@@H](CC(C)C)(NC(=O)[C@@H](NC(=O)C)CC1C=CC=CC=1)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CC(=O)O)C(=O)CCl |&1:0,8,23,24,30,r|
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3744
Product name
Ac-FLTD-CMK
Purity
≥95% (HPLC)
Packaging
1mg
Price
$371.45
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3744
Product name
Ac-FLTD-CMK
Purity
≥95% (HPLC)
Packaging
5mg
Price
$1570
Updated
2025/07/31
ChemScene
Product number
CS-0089824
Product name
Ac-FLTD-CMK
Purity
99.53%
Packaging
1mg
Price
$550
Updated
2021/12/16
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(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid Chemical Properties,Usage,Production

Uses

Ac-FLTD-CMK, a gasdermin D (GSDMD)-derived inhibitor, is a specific inflammatory caspases inhibitor. Ac-FLTD-CMK is effective against caspases-1 (IC50 of 46.7 nM), caspases-4 (IC50 of 1.49 μM), caspases-5 (IC50 of 329 nM), and caspases-11 , but not the apoptotic caspases such as caspase-3[1].

Biological Activity

Ac-FLTD-CMK is a selective gasdermin D (GSDMD) clevage inhibitor (IC50 = 46.7 nM, 329 nM, 1.49 μM, respectively, against GSDMD clevage by human caspase-1, -5, -4 in cell-free enzymatic assays) th at suppresses pyroptosis downstream of both canonical and noncanonical inflammasomes, as well as reduces IL-1β release following activation of the NLRP3 inflammasome in macrophages (10 μM 4h post 200 ng/mL LPS and 0.5h before ATP or nigericin). Ac-FLTD-CMK selectively blocks GSDMD clevage by inflammatory caspases without affecting apoptotic caspases (caspase-3 IC50 >100 μM) or apoptosis.

IC 50

Caspase-1: 46.7 nM (IC50); Caspase-4: 1.49 μM (IC50); Caspase-5: 329 nM (IC50); Caspase-11

storage

Store at -20°C

References

[1] Jie Yang, et al. Mechanism of gasdermin D recognition by inflammatory caspases and their inhibition by a gasdermin D-derived peptide inhibitor. Proc Natl Acad Sci U S A. 2018 Jun 26;115(26):6792-6797. DOI:10.1073/pnas.1800562115

(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid Suppliers

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2376255-48-8, (4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acidRelated Search:


  • (4S,7S,10S,13S)-4-Benzyl-13-(2-chloroacetyl)-10-((R)-1-hydroxyethyl)-7-isobutyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazapentadecan-15-oic acid
  • 2376255-48-8
  • C26H37ClN4O8