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CHEBI:44401 - lawsone

ChEBI IDCHEBI:44401
ChEBI Namelawsone
Stars
Definition1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.
Secondary ChEBI IDsCHEBI:6395, CHEBI:44399
Last Modified9 June 2016
DownloadsMolfile
FormulaC10H6O3
Net Charge0
Average Mass174.155
Monoisotopic Mass174.03169
SMILESO=C1C=C(O)C(=O)c2ccccc21
InChIInChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H
InChIKeyCSFWPUWCSPOLJW-UHFFFAOYSA-N
Roles Classification
Biological Role:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
naphthalene-1,2,4-trione (CHEBI:93166) is tautomer of lawsone (CHEBI:44401)
IUPAC Name 
2-hydroxynaphthalene-1,4-dione
Synonyms  Source
LawsoneKEGG COMPOUND
2-hydroxy-1,4-naphthoquinoneIUPAC
2-hydroxy-1,4-naphthalenedioneNIST Chemistry WebBook
2-HYDROXYNAPHTHOQUINONEPDBeChem
HennaChemIDplus
Manual XrefsDatabases
C10368KEGG COMPOUND
NQPDBeChem
C00002837KNApSAcK
Registry NumbersSources
Gmelin:4828Gmelin
Beilstein:1565260Beilstein
CAS:83-72-7KEGG COMPOUND
CAS:83-72-7ChemIDplus
CAS:83-72-7NIST Chemistry WebBook