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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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
NV-128, a novel isoflavone derivative, induces caspase-independent cell death through the Akt/mammalian target of rapamycin pathway.
2009 Jul 15
Anti-cancer analogues ME-143 and ME-344 exert toxicity by directly inhibiting mitochondrial NADH: ubiquinone oxidoreductase (Complex I).
2015
Phase 1, open-label, dose escalation, safety, and pharmacokinetics study of ME-344 as a single agent in patients with refractory solid tumors.
2015 Apr 1
Name Type Language
ME-344
Common Name English
ME 344 [WHO-DD]
Common Name English
2H-1-BENZOPYRAN-7-OL, 3,4-DIHYDRO-3,4-BIS(4-HYDROXYPHENYL)-8-METHYL-, (3R,4S)-
Systematic Name English
4,4'-(7-HYDROXY-8-METHYLCHROMAN-3,4-DIYL)DIPHENOL
Systematic Name English
Code System Code Type Description
NCI_THESAURUS
C101132
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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PUBCHEM
68026984
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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DRUG BANK
DB13062
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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FDA UNII
843G0TDV51
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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EPA CompTox
DTXSID701031261
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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ChEMBL
CHEMBL3545320
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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CAS
1374524-68-1
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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SMS_ID
300000041410
Created by admin on Sat Dec 16 08:29:36 GMT 2023 , Edited by admin on Sat Dec 16 08:29:36 GMT 2023
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