Monastrol

Monastrol

Names
IUPAC name ethyl 4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
Other names Monastrol
Identifiers
CAS Number	329689-23-8 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75382 Y
ChEMBL	ChEMBL236789 Y
ChemSpider	2259791 Y
PubChem CID	2987927
CompTox Dashboard (EPA)	DTXSID10388124
InChI InChI=1S/C14H16N2O3S/c1-3-19-13(18)11-8(2)15-14(20)16-12(11)9-5-4-6-10(17)7-9/h4-7,12,17H,3H2,1-2H3,(H2,15,16,20) N Key: LOBCDGHHHHGHFA-UHFFFAOYSA-N Y InChI=1/C14H16N2O3S/c1-3-19-13(18)11-8(2)15-14(20)16-12(11)9-5-4-6-10(17)7-9/h4-7,12,17H,3H2,1-2H3,(H2,15,16,20) Key: LOBCDGHHHHGHFA-UHFFFAOYAO
SMILES CCOC(=O)C1=C(NC(=S)NC1C2=CC(=CC=C2)O)C
Properties
Chemical formula	C14H16N2O3S
Molar mass	292.35344
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Monastrol is a cell-permeable small molecule inhibitor discovered by Thomas U. Mayer in the lab of Tim Mitchison. Monastrol was shown to inhibit the kinesin-5 (also known as KIF11, Kinesin Eg5), a motor protein important for spindle bipolarity.^[1]

Mechanism of action

Monastrol binds to a long loop that is specific to the Eg5 (also known as KIF11 or kinesin-5) kinesin family, and allosterically inhibits ATPase activity of the kinesin ^[2]

References

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