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Drug-Target Interaction

Drug

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PubChem ID:712
Structure:
Synonyms:
104512-58-5
104512-63-2
104814-22-4
112068-71-0
12795-06-1
15512_RIEDEL
15512_SIAL
15513_RIEDEL
15513_SIAL
158127_SIAL
1HG84L3525
252549_SIAL
30525-89-4
33220_RIEDEL
33220_SIAL
441244_ALDRICH
47083U_SUPELCO
50-00-0
53026-80-5
533998_ALDRICH
533998_SIAL
8005-38-7
8006-07-3
8013-13-6
a carbonyl group
AB1002009
AB1002010
AC1L19UQ
AI3-26806
AIDS-186245
AIDS186245
ALCOHOL-GROUP
Aldacide
aldehido
aldehidos
Aldehyd
Aldehyd mravenci
Aldehyd mravenci [Czech]
aldehyde
Aldehyde formique
Aldehyde formique [French]
Aldehyde formique [ISO-French]
aldehydes
aldehydum
Aldeide formica
Aldeide formica [Italian]
an alcohol group
an aldehyde
BFV
BIDD:ER0493
bmse000256
C00067
c0122
C12942
C3H8O
CARBON MONOXIDE
Carbon oxide
Carbon oxide (CO)
CARBONYL-GROUP
Caswell No. 465
Caswell No. 633
CCRIS 315
cetone
CHEBI:16842
CHEBI:17087
CHEBI:17478
CHEBI:18044
CHEMBL1255
CMO
D00017
D005557
D01494
DB03843
dialkyl ketone
dialkyl ketones
Dormol
EINECS 200-001-8
EPA Pesticide Chemical Code 043001
EPA Pesticide Chemical Code 043002
F-gen
F15587_ALDRICH
F1635_SIAL
F1635_SIGMA
F8775_SIGMA
FA
Fannoform
Flo-Mor
Floguard 1015
FM 282
FOR
Fordor
Formagene
Formaldehyd
Formaldehyd [Czech, Polish]
FORMALDEHYDE
Formaldehyde (gas)
Formaldehyde (USP)
FORMALDEHYDE 37%
Formaldehyde polymer
Formaldehyde solution
Formaldehyde [BSI:ISO]
Formaldehyde, 37%, methanol-free
FORMALDEHYDE, ACS
Formaldehyde, as formalin solution
Formaldehyde, gas
Formaldehyde, solution
Formaldehyde, solution (37% to 50%)
Formaldehyde, solution, flammable
Formaldehyde, solutions (Formalin) (corrosive)
Formaldehyde, solutions with not <25% formaldehyde [UN2209] [Corrosive]
Formaldehyde, solutions with not <25% formaldehyde [UN2209] [Corrosive]
Formaldehyde, solutions, flammable [UN1198] [Flammable liquid]
Formaldehyde, solutions, flammable [UN1198] [Flammable liquid]
formalin
Formalin (JP15)
Formalin (JP16)
Formalin 40
Formalin solution, neutral buffered, 10%
Formalin-loesungen
Formalin-loesungen [German]
Formalina
Formalina [Italian]
Formaline
Formaline [German]
Formalith
Formic aldehyde
Formic aldehyde
formol
FORMYL GROUP
FYDE
HCHO
HOCH
HSDB 164
HSDB 4070
HT501128_SIGMA
HT5011_SIGMA
HT5012_SIGMA
HT501320_SIGMA
HT5014_SIGMA
HT501640_SIGMA
HT501850_SIGMA
Hyperband
Hyperband (TN)
Ivalon
Karsan
Keton
ketone
ketones
LS-101266
LS-134
Lysoform
Melamine-Formaldehyde Resin
metaformaldehyde
Methaldehyde
Methan 21
methanal
Methyl aldehyde
methylene glycol
Methylene oxide
MolPort-001-785-627
Morbicid
nchem.467-comp1
nchembio.123-comp9
nchembio.146-comp5
nchembio.172-comp3
NCI-C02799
NSC 298885
NSC298885
Oilstop, Halowax
Oplossingen
Oplossingen [Dutch]
Oxomethane
Oxomethylene
Oxymethylene
P0018
P6148_SIAL
Paraform
PARAFORMALDEHYDE
Paraformaldehyde (JP15)
Paraformaldehyde (JP16)
Paraformaldehyde [JAN]
Paraformaldehyde [UN2213] [Flammable solid]
Paraformaldehyde [UN2213] [Flammable solid]
Paraformaldehyde, polymer
Paraformaldehydum
Paraformic aldehyde
Poly(oxymethylene)
Polyformaldehyde
Polymerised formaldehyde
Polyoxymethylene
Polyoxymethylene glycol
R-CO-R'
RC(=O)H
RCRA waste no. U122
RCRA waste number U122
RFPDT@
Superlysoform
UN 1198
UN 2209 (formalin)
UN1198
UN2209
UN2213
UNII-1HG84L3525
Veracur
WLN: VHH

Target

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Uniprot ID:THIL_PIG
Synonyms:
Acetoacetyl-CoA thiolase
Acetyl-CoA acetyltransferase
EC-Numbers:2.3.1.9
Organism:Pig
Sus scrofa
PDB IDs:-

Binding Affinities:

Ki: Kd:Ic 50:Ec50/Ic50:
----

References:

33667
Synthesis of chloromethyl ketone derivatives of fatty acids. Their use as specific inhibitors of acetoacetyl-coenzyme A thiolase, cholesterol biosynthesis and fatty acid synthesis.. D P Bloxham; R A Chalkley; S J Coghlin; W Salam (1978) The Biochemical journal display abstract
A general route for the synthesis of chloromethyl ketone derivatives of fatty acids is described. 5-Chloro-4-oxopentanoic acid, 7-chloro-6-oxoheptanoic acid, 9-chloro-8-oxononanoic acid and 11-chloro-10-oxoundecanoic acid were synthesized by this method and tested as covalent inhibitors of pig heart acetoacetyl-CoA thiolase. The K1 decreased by approx. 20-fold for each pair of methylenes added to the chain length, showing that the initial stage in inhibitor binding occurs at a non-polar region of the protein. This region is probably located at the enzyme active site, since inhibition was prevented by acetoacetyl-CoA or acetyl-CoA but not by CoA. The site of modification by chloromethyl ketone derivatives of fatty acids is restricted to a thiol group, since inactivation of the enzyme was prevented by reversible thiomethylation of the active-site thiol. In contrast, an amino-directed reagent, citraconic anhydride, still inactivated the enzyme, even when the active-site thiol was protected. Evidence that the enzyme thiol was particularly reactive came from studies on the pH-dependence of the alkylation reaction and thiol-competition experiments. Inhibition of the enzyme proceeded suprisingly well at acidic pH values and a 10(5) molar excess of external thiol over active-site thiol was required to prevent inhibition by 0.3 mM-9-chloro-8-oxononanoic acid. In addition to inhibiting isolated acetoacetyl-CoA thiolase, in hepatocytes the chloromethyl ketone derivatives of fatty acids also inhibited chloresterol synthesis, which uses this enzyme as an early step in the biosynthetic pathway. In isolated cells, the chloromethyl ketone derivatives of fatty acids were considerably less specific in their inhibitory action compared with 3-acetylenic derivatives of fatty acids, which act as suicide inhibitors of acetoacetyl-CoA thiolase. However, 9-chloro-8-oxononanoic acid was also an effective inhibitor of both hepatic cholesterol and fatty acid synthesis in mice in vivo, whereas the acetylenic fatty acid derivative, dec-3-ynoic acid, was completely ineffective. The effective inhibitory dose of 9-chloro-8-oxononanoic acid (2.5-5 mg/kg) was substantially lower than the estimated LD50 for the inhibitor (100 mg/kg).