CHEBI:10429 - β-lapachone

ChEBI IDCHEBI:10429
ChEBI Nameβ-lapachone
Stars
ASCII Namebeta-lapachone
DefinitionA benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.
Secondary ChEBI IDCHEBI:66546
Last Modified3 June 2016
DownloadsMolfile
FormulaC15H14O3
Net Charge0
Average Mass242.274
Monoisotopic Mass242.09429
SMILESCC1(C)CCC2=C(O1)c1ccccc1C(=O)C2=O
InChIInChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3
InChIKeyQZPQTZZNNJUOLS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Tabebuia avellanedae (IPNI:110853-1) bark (BTO:0001301) PubMed (16822200)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
β-lapachone (CHEBI:10429) has role anti-inflammatory agent (CHEBI:67079)
β-lapachone (CHEBI:10429) has role antineoplastic agent (CHEBI:35610)
β-lapachone (CHEBI:10429) has role plant metabolite (CHEBI:76924)
β-lapachone (CHEBI:10429) is a benzochromenone (CHEBI:64986)
β-lapachone (CHEBI:10429) is a orthoquinones (CHEBI:25622)
IUPAC Name 
2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
Synonyms  Source
beta-LapachoneKEGG COMPOUND
3,4-dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dioneChEBI
ARQ 501ChemIDplus
β-lapChEBI
Manual XrefsDatabases
C10367KEGG COMPOUND
C00002836KNApSAcK
Registry NumbersSources
Reaxys:181499Reaxys
CAS:4707-32-8KEGG COMPOUND
CAS:4707-32-8ChemIDplus
Citations