CHEBI:78857 - 2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione

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ChEBI Name 2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione
ChEBI ID CHEBI:78857
Definition A ketone hydrate that is naphthalene-1,2,3,4-tetrone in which water has been added to the keto groups at positions 2 and 3. It has been used as an antiviral agent in nasal ointment.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H8O6
Net Charge 0
Average Mass 224.16690
Monoisotopic Mass 224.03209
InChI InChI=1S/C10H8O6/c11-7-5-3-1-2-4-6(5)8(12)10(15,16)9(7,13)14/h1-4,13-16H
InChIKey CWHBUPIYFIPPRI-UHFFFAOYSA-N
SMILES OC1(O)C(=O)c2ccccc2C(=O)C1(O)O
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
topoisomerase inhibitor
An EC 5.99.1.* (miscellaneous isomerase) inhibitor that interferes with the action of any of the topoisomerases (enzymes that regulate the overwinding or underwinding of DNA).
Application(s): antipsoriatic
A drug used to treat psoriasis.
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ChEBI Ontology
Outgoing 2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) has functional parent naphthalene-1,2,3,4-tetrone (CHEBI:78854)
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) has role antibacterial agent (CHEBI:33282)
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) has role antipsoriatic (CHEBI:50748)
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) has role topoisomerase inhibitor (CHEBI:70727)
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) is a ketone hydrate (CHEBI:63734)
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione (CHEBI:78857) is a tetralins (CHEBI:36786)
Synonyms Sources
2,2,3,3-tetrahydroxy-2,3-dihydronaphthalene-1,4-dione ChEBI
2,3-dihydro-2,2,3,3-tetrahydroxy-1,4-naphthoquinone ChEBI
oxoline
Note: (2014-06-16) Note that the name 'oxoline' has been used to describe both naphthalene-1,2,3,4-tetrone and this compound, the corresponding dihydrate.
 ChEBI
oxoline dihydrate ChEBI
Citations Waiting for Citations Types Sources
3016268 PubMed citation Europe PMC
4932223 PubMed citation Europe PMC
Last Modified
17 June 2014
General Comment
2014-06-17 See also: The original domestic drug oxolin: refined structure of the drug and summarized experience of oxolin ointment use in medicine. Pharmaceut. Chem. J., 1999, v33, 508-514.