CHEBI:28869 - menadione

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ChEBI Name menadione
ChEBI ID CHEBI:28869
Definition A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46306, CHEBI:6747, CHEBI:27304
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Formula C11H8O2
Net Charge 0
Average Mass 172.18002
Monoisotopic Mass 172.052
InChI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChIKey MJVAVZPDRWSRRC-UHFFFAOYSA-N
SMILES CC1=CC(=O)c2ccccc2C1=O
Roles Classification
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
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ChEBI Ontology
Outgoing menadione (CHEBI:28869) has role nutraceutical (CHEBI:50733)
menadione (CHEBI:28869) is a 1,4-naphthoquinones (CHEBI:132142)
Incoming menadione sodium sulfonate (CHEBI:63928) has functional parent menadione (CHEBI:28869)
menadione sulfonic acid (CHEBI:63930) has functional parent menadione (CHEBI:28869)
vitamin K (CHEBI:28384) has part menadione (CHEBI:28869)
IUPAC Name
2-methylnaphthalene-1,4-dione
Synonyms Sources
2-methyl-1,4-naphthalenedione ChemIDplus
2-Methyl-1,4-naphthochinon ChemIDplus
2-Methyl-1,4-naphthoquinone KEGG COMPOUND
Menadione KEGG COMPOUND
MENADIONE PDBeChem
menadione UniProt
Vitamin K3 KEGG COMPOUND
Database Links Databases
1683 DrugCentral
C05377 KEGG COMPOUND
D02335 KEGG DRUG
DB00170 DrugBank
HMDB0001892 HMDB
LSM-3755 LINCS
Menadione Wikipedia
VK3 PDBeChem
View more database links
Registry Numbers Types Sources
1908453 Reaxys Registry Number Reaxys
58-27-5 CAS Registry Number KEGG COMPOUND
58-27-5 CAS Registry Number NIST Chemistry WebBook
58-27-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13779073 PubMed citation Europe PMC
15052609 PubMed citation Europe PMC
16469140 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
9380028 PubMed citation Europe PMC
Last Modified
19 June 2017