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Literature summary for 3.5.1.23 extracted from

  • Realini, N.; Solorzano, C.; Pagliuca, C.; Pizzirani, D.; Armirotti, A.; Luciani, R.; Costi, M.P.; Bandiera, T.; Piomelli, D.
    Discovery of highly potent acid ceramidase inhibitors with in vitro tumor chemosensitizing activity (2013), Sci. Rep., 3, 1035.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.5.1.23

Cloned(Commentary)

Cloned (Comment) Organism
cloned from a brain cDNA library, stable overexpression of V5/His-tagged enzyme in HEK-293 cells Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
(1R, 2R)-2-(N-tetradecanoylamino)-1-(4-nitrophenyl)-1,3-propanediol inhibits in vitro Homo sapiens
(1S,2R)-D-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol inhibits in vitro Homo sapiens
5-chloro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Homo sapiens
5-chloro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Rattus norvegicus
5-trifluoromethyl-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Homo sapiens
5-trifluoromethyl-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Rattus norvegicus
carmofur a drug used in treatment of colorectal cancers and a potent in vivo active inhibitor of intracellular acid ceramidase activity. The potent noncompetitive inhibitor enzyme inhibitor has is anti-proliferative effects. Carmofur inhibits acid ceramidase and increases ceramide levels in human SW403 and LNCaP cells Homo sapiens
carmofur a drug used in treatment of human colorectal cancers and a potent noncompetitive inhibitor in vivo active inhibitor of intracellular acid ceramidase activity Rattus norvegicus
additional information modifications in the chemical scaffold of carmofur yield acid ceramidase inhibitors that act synergistically with standard antitumoral drugs to prevent cancer cell proliferation, design of chemosensitizing agents, overview Homo sapiens
N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Homo sapiens
N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Rattus norvegicus
N-hexyl-5-methyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Homo sapiens
N-hexyl-5-methyl-2,4-dioxo-pyrimidine-1-carboxamide
-
 Rattus norvegicus
oleoylethanolamide i.e. N-oleylethanolamine, inhibits in vitro Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information Michaelis-Menten kinetics Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
N-acylsphingosine + H2O Homo sapiens the carboxylate is a fatty acid carboxylate + sphingosine
-
 ?
N-acylsphingosine + H2O Rattus norvegicus the carboxylate is a fatty acid carboxylate + sphingosine
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens Q13510
-
-
Rattus norvegicus Q6P7S1
-
-

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Rattus norvegicus
-
colorectal cancer cell
-
 Homo sapiens
-
head and neck carcinoma cell
-
 Homo sapiens
-
LNCaP cell
-
 Homo sapiens
-
melanoma cell
-
 Homo sapiens
-
additional information acid ceramidase is abnormally expressed in various types of human cancer (e.g., prostate, head and neck, and colon) and serum enzyme levels are elevated in melanoma patients relative to control subjects Homo sapiens
-
prostate cancer cell
-
 Homo sapiens
-
SW-403 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
N-acylsphingosine + H2O the carboxylate is a fatty acid Homo sapiens carboxylate + sphingosine
-
 ?
N-acylsphingosine + H2O the carboxylate is a fatty acid Rattus norvegicus carboxylate + sphingosine
-
 ?

Synonyms

Synonyms Comment Organism
acid ceramidase
-
 Homo sapiens
acid ceramidase
-
 Rattus norvegicus
ASAH-1
-
 Homo sapiens
ASAH-1
-
 Rattus norvegicus
N-acylsphingosine amidohydrolase-1
-
 Homo sapiens
N-acylsphingosine amidohydrolase-1
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000012
-
 pH and temperature not specified in the publication Rattus norvegicus 5-trifluoromethyl-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
0.000029
-
 pH and temperature not specified in the publication Rattus norvegicus carmofur
0.000067
-
 pH and temperature not specified in the publication Rattus norvegicus 5-chloro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
0.000426
-
 pH and temperature not specified in the publication Rattus norvegicus N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide
0.0015
-
 pH and temperature not specified in the publication Rattus norvegicus N-hexyl-5-methyl-2,4-dioxo-pyrimidine-1-carboxamide

General Information

General Information Comment Organism
malfunction inhibition of acid ceramidase activity sensitizes tumor cells to the effects of antineoplastic agents and radiation Rattus norvegicus
malfunction inhibition of acid ceramidase activity sensitizes tumor cells to the effects of antineoplastic agents and radiation. Carmofur inhibits acid ceramidase and increases ceramide levels in human SW403 and LNCaP cells Homo sapiens
physiological function acid ceramidase is a cysteine amidase that hydrolyses the proapoptotic lipid ceramide, and is abnormally high in several human tumors, which is suggestive of a role in chemoresistance. The enzyme is involved in the regulation of ceramide levels in cells and modulates the ability of this lipid messenger to influence the survival, growth and death of tumor cells Homo sapiens
physiological function acid ceramidase is a cysteine amidase that hydrolyses the proapoptotic lipid ceramide, and is abnormally high in several human tumors, which is suggestive of a role in chemoresistance. The enzyme is involved in the regulation of ceramide levels in cells and modulates the ability of this lipid messenger to influence the survival, growth and death of tumor cells Rattus norvegicus