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CHEBI:113532 - thymoquinone

ChEBI IDCHEBI:113532
ChEBI Namethymoquinone
Stars
DefinitionA member of the class of 1,4-benzoquinones that is 1,4-bezoquinone in which the hydrogens at positions 2 and 5 are replaced by methyl and isopropyl groups, respectively. It is a natural compound isolated from Nigella sativa which has demonstrated promising chemotherapeutic activity.
Last Modified25 September 2020
DownloadsMolfile
FormulaC10H12O2
Net Charge0
Average Mass164.204
Monoisotopic Mass164.08373
SMILESCC1=CC(=O)C(C(C)C)=CC1=O
InChIInChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3
InChIKeyKEQHJBNSCLWCAE-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Nigella sativa (ncbitaxon:555479) - PubMed (32074066)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
adjuvant  Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
thymoquinone (CHEBI:113532) has role adjuvant (CHEBI:60809)
thymoquinone (CHEBI:113532) has role anti-inflammatory agent (CHEBI:67079)
thymoquinone (CHEBI:113532) has role antidepressant (CHEBI:35469)
thymoquinone (CHEBI:113532) has role antineoplastic agent (CHEBI:35610)
thymoquinone (CHEBI:113532) has role antioxidant (CHEBI:22586)
thymoquinone (CHEBI:113532) has role cardioprotective agent (CHEBI:77307)
thymoquinone (CHEBI:113532) has role plant metabolite (CHEBI:76924)
thymoquinone (CHEBI:113532) is a 1,4-benzoquinones (CHEBI:132124)
IUPAC Name 
2-methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione
Synonyms  Source
2-isopropyl-5-methyl-1,4-benzoquinoneChEBI
2-isopropyl-5-methyl-p-benzoquinoneChemIDplus
2-methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dioneChemIDplus
5-isopropyl-2-methyl-2,5-cyclohexadiene-1,4-dioneChemIDplus
p-cymene-2,5-dioneChemIDplus
p-mentha-3,6-diene-2,5-dioneChemIDplus
Manual XrefsDatabases
C00010876KNApSAcK
FDB013274FooDB
HMDB0034732HMDB
IMWPDBeChem
LSM-24947LINCS
ThymoquinoneWikipedia
Registry NumbersSources
Reaxys:1939047Reaxys
CAS:490-91-5ChemIDplus
CAS:490-91-5NIST Chemistry WebBook
Citations