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Decoquinate

CAT: 0804-HY-B1036-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1036-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Decoquinate is an orally active, selective inhibitor of the mitochondrial bc1 complex, targeting Eimeria spp. sporozoites and first generation schizonts, and Plasmodium spp. Decoquinate inhibits electron transfer by competitively binding to the mitochondrial cytochrome b system, blocking the parasite's energy metabolism, thereby inhibiting its development and reproduction. Decoquinate has significant anticoccidial activity, preventing intestinal damage and improving host growth performance, and also has inhibitory effects on the liver and blood stages of Plasmodium. Decoquinate is mainly used in veterinary research to prevent and treat coccidiosis in ruminants and poultry[1][2][3].
CAS Number
18507-89-6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Parasite
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/Decoquinate.html
Purity
99.26
Solubility
DMSO : < 1 mg/mL|H2O : < 0.1 mg/mL
Smiles
O=C(C1=C(O)C2=CC(OCCCCCCCCCC)=C(OCC)C=C2N=C1)OCC
Molecular Formula
C24H35NO5
Molecular Weight
417.54
Precautions
H302, H315, H319, H335
References & Citations
[1]Taylor MA, et, al. The history of decoquinate in the control of coccidial infections in ruminants. J Vet Pharmacol Ther. 2012 Oct;35 (5) :417-27.|[2]Wang H, et al. Nanoparticle formulations of decoquinate increase antimalarial efficacy against liver stage Plasmodium infections in mice. Nanomedicine. 2014 Jan;10 (1) :57-65.|[3]Beteck RM, et al. Straightforward conversion of decoquinate into inexpensive tractable new derivatives with significant antimalarial activities. Bioorg Med Chem Lett. 2016 Jul 1;26 (13) :3006-3009.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Coccidia; Plasmodium

Chemical Information

Decoquinate

Decoquinate is used in veterinary to delay the growth and reproduction of coccidian parasites.

CAS Number18507-89-6
PubChem CID29112
IUPAC Nameethyl 6-decoxy-7-ethoxy-4-oxo-1H-quinoline-3-carboxylate
Molecular FormulaC24H35NO5
Molecular Weight417.5
XLogP6.8
Topological Polar Surface Area73.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count15
Heavy Atom Count30
Formal Charge0
Complexity562
SMILES
CCCCCCCCCCOC1=C(C=C2C(=C1)C(=O)C(=CN2)C(=O)OCC)OCC
InChI
InChI=1S/C24H35NO5/c1-4-7-8-9-10-11-12-13-14-30-21-15-18-20(16-22(21)28-5-2)25-17-19(23(18)26)24(27)29-6-3/h15-17H,4-14H2,1-3H3,(H,25,26)
InChIKey
JHAYEQICABJSTP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Decoquinate
CAS: 18507-89-6
CID: 29112
Formula: C24H35NO5
MW: 417.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight417.5
XLogP36.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count15
Exact Mass417.25152322
Monoisotopic Mass417.25152322
Topological Polar Surface Area73.9 Ų
Heavy Atom Count30
Formal Charge0
Complexity562
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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