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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H20O4
Molecular Weight 348.3918
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ME-344

SMILES

CC1=C(O)C=CC2=C1OC[C@H]([C@H]2C3=CC=C(O)C=C3)C4=CC=C(O)C=C4

InChI

InChIKey=QVCAATSEPLQVBX-FPOVZHCZSA-N
InChI=1S/C22H20O4/c1-13-20(25)11-10-18-21(15-4-8-17(24)9-5-15)19(12-26-22(13)18)14-2-6-16(23)7-3-14/h2-11,19,21,23-25H,12H2,1H3/t19-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C22H20O4
Molecular Weight 348.3918
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

ME-344 is an isoflavone-derived antineoplastic agent. ME-344 is an active metabolite of NV-128. ME-344 exerts antitumor activity through inhibiting mitochondrial NADH: ubiquinone oxidoreductase (Complex I) and inducing caspase-independent cell death through the Akt/mammalian target of rapamycin pathway. ME-344 inhibited tubulin polymerization by interacting with tubulin near the colchicine-binding site. Furthermore, inhibition of tubulin polymerization was functionally important for ME-344 induced death. ME-344 is being developed for the treatment of solid tumors.

Originator

Approval Year

PubMed

Substance Class Chemical
Record UNII
843G0TDV51
Record Status Validated (UNII)
Record Version