CHEBI:64215 - 2,3-dimethoxynaphthalene-1,4-dione

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ChEBI Name 2,3-dimethoxynaphthalene-1,4-dione
ChEBI ID CHEBI:64215
Definition A naphthoquinone that is 1,4-naphthoquinone bearing two methoxy substituents at positions 2 and 3. Redox-cycling agent that induces intracellular superoxide anion formation and, depending on the concentration, induces cell proliferation, apoptosis or necrosis. Used to study the role of ROS in cell toxicity, apoptosis, and necrosis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H10O4
Net Charge 0
Average Mass 218.20540
Monoisotopic Mass 218.05791
InChI InChI=1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3
InChIKey ZEGDFCCYTFPECB-UHFFFAOYSA-N
SMILES COC1=C(OC)C(=O)c2ccccc2C1=O
ChEBI Ontology
Outgoing 2,3-dimethoxynaphthalene-1,4-dione (CHEBI:64215) has functional parent 1,4-naphthoquinone (CHEBI:27418)
2,3-dimethoxynaphthalene-1,4-dione (CHEBI:64215) is a 1,4-naphthoquinones (CHEBI:132142)
IUPAC Name
2,3-dimethoxy-1,4-naphthoquinone
Synonyms Sources
2,3-dimethoxy-1,4-naphthalenedione ChEBI
DMNQ ChemIDplus
NSC 69355 ChemIDplus
Manual Xrefs Databases
US4628062 Patent
US5314914 Patent
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Registry Numbers Types Sources
2049895 Reaxys Registry Number Reaxys
6956-96-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19338340 PubMed citation Europe PMC
20803752 PubMed citation Europe PMC
8103030 PubMed citation Europe PMC
8393647 PubMed citation Europe PMC
Last Modified
07 June 2016