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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:44401 term browser browse the term
Definition:1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.
Synonyms:related_synonym: 2-HYDROXYNAPHTHOQUINONE;   2-hydroxy-1,4-naphthalenedione;   2-hydroxy-1,4-naphthoquinone;   2-hydroxynaphthalene-1,4-dione;   Formula=C10H6O3;   Henna;   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
 alt_id: CHEBI:44399;   CHEBI:6395
 xref: Beilstein:1565260;   CAS:83-72-7;   Gmelin:4828;   KEGG:C10368;   KNApSAcK:C00002837
 xref_mesh: MESH:C005090
 xref: PDBeChem:NQ
 cyclic_relationship: is_tautomer_of CHEBI:93166

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lawsone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO lawsone inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] CTD PMID:19269596 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Dhodh dihydroorotate dehydrogenase (quinone) decreases activity ISO
lawsone results in decreased activity of DHODH protein CTD PMID:10658902 NCBI chr19:42,066,103...42,087,906
Ensembl chr19:42,066,351...42,082,012
JBrowse link
G Mitf melanocyte inducing transcription factor decreases expression ISO lawsone results in decreased expression of MITF protein CTD PMID:25584612 NCBI chr 4:130,172,484...130,425,496
Ensembl chr 4:130,172,727...130,425,532
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity EXP lawsone results in increased activity of NQO1 protein CTD PMID:17265417 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Tyr tyrosinase multiple interactions ISO lawsone results in decreased expression of and results in decreased activity of TYR protein CTD PMID:25584612 NCBI chr 1:151,012,598...151,106,802
Ensembl chr 1:151,012,598...151,106,802
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19875
    role 19825
      biological role 19825
        antimicrobial agent 17409
          antifungal agent 15059
            lawsone 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    p-block element atom 19763
                      carbon group element atom 19668
                        carbon atom 19657
                          organic molecular entity 19657
                            organic group 18569
                              organic divalent group 18560
                                organodiyl group 18560
                                  carbonyl group 18468
                                    carbonyl compound 18468
                                      ketone 16216
                                        cyclic ketone 13930
                                          quinone 8386
                                            naphthoquinone 1434
                                              1,4-naphthoquinones 1410
                                                hydroxy-1,4-naphthoquinone 126
                                                  lawsone 5
paths to the root