Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   


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.

go back to main search page
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

show annotations for term's descendants           Sort by:
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 19787
    role 19734
      biological role 19734
        antimicrobial agent 17312
          antifungal agent 14872
            lawsone 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      ketone 16144
                                        cyclic ketone 13813
                                          quinone 8338
                                            naphthoquinone 1428
                                              1,4-naphthoquinones 1404
                                                hydroxy-1,4-naphthoquinone 124
                                                  lawsone 5
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.