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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 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Dhodh dihydroorotate dehydrogenase (quinone) decreases activity ISO
lawsone results in decreased activity of DHODH protein CTD PMID:10658902 NCBI chr19:37,551,858...37,573,327
Ensembl chr19:37,558,177...37,591,654
JBrowse link
G Mitf melanocyte inducing transcription factor decreases expression ISO lawsone results in decreased expression of MITF protein CTD PMID:25584612 NCBI chr 4:130,409,020...130,621,145
Ensembl chr 4:130,409,217...130,621,145
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 decreases expression ISO lawsone results in decreased expression of NFE2L2 mRNA CTD PMID:31967339 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
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 chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
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 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19908
    role 19883
      biological role 19881
        antimicrobial agent 18058
          antifungal agent 16600
            lawsone 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19908
    subatomic particle 19906
      composite particle 19906
        hadron 19906
          baryon 19906
            nucleon 19906
              atomic nucleus 19906
                atom 19906
                  main group element atom 19853
                    p-block element atom 19853
                      carbon group element atom 19799
                        carbon atom 19794
                          organic molecular entity 19794
                            organic group 18960
                              organic divalent group 18941
                                organodiyl group 18941
                                  carbonyl group 18893
                                    carbonyl compound 18893
                                      ketone 17190
                                        cyclic ketone 15706
                                          quinone 8574
                                            naphthoquinone 1455
                                              1,4-naphthoquinones 1442
                                                hydroxy-1,4-naphthoquinone 147
                                                  lawsone 6
paths to the root