CHEBI:44401 - lawsone

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ChEBI Name lawsone
ChEBI ID CHEBI:44401
Definition 1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44399, CHEBI:6395
Supplier Information
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Formula C10H6O3
Net Charge 0
Average Mass 174.15284
Monoisotopic Mass 174.032
InChI InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H
InChIKey CSFWPUWCSPOLJW-UHFFFAOYSA-N
SMILES OC1=CC(=O)c2ccccc2C1=O
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application(s): protective agent
Synthetic or natural substance which is given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent.
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ChEBI Ontology
Outgoing lawsone (CHEBI:44401) has role antifungal agent (CHEBI:35718)
lawsone (CHEBI:44401) has role protective agent (CHEBI:50267)
lawsone (CHEBI:44401) is a hydroxy-1,4-naphthoquinone (CHEBI:132157)
lawsone (CHEBI:44401) is tautomer of naphthalene-1,2,4-trione (CHEBI:93166)
Incoming naphthalene-1,2,4-trione (CHEBI:93166) is tautomer of lawsone (CHEBI:44401)
IUPAC Name
2-hydroxynaphthalene-1,4-dione
Synonyms Sources
2-hydroxy-1,4-naphthalenedione NIST Chemistry WebBook
2-hydroxy-1,4-naphthoquinone IUPAC
2-HYDROXYNAPHTHOQUINONE PDBeChem
Henna ChemIDplus
Lawsone KEGG COMPOUND
Database Links Databases
C00002837 KNApSAcK
C10368 KEGG COMPOUND
NQ PDBeChem
View more database links
Registry Numbers Types Sources
1565260 Beilstein Registry Number ChemIDplus
4828 Gmelin Registry Number Gmelin
83-72-7 CAS Registry Number ChemIDplus
83-72-7 CAS Registry Number NIST Chemistry WebBook
Last Modified
09 June 2016