CHEBI:113532 - thymoquinone

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ChEBI Name thymoquinone
ChEBI ID CHEBI:113532
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H12O2
Net Charge 0
Average Mass 164.204
Monoisotopic Mass 164.08373
InChI InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3
InChIKey KEQHJBNSCLWCAE-UHFFFAOYSA-N
SMILES CC(C)C1=CC(=O)C(C)=CC1=O
Metabolite of Species Details
Nigella sativa (NCBI:txid555479) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing 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 Sources
2-isopropyl-5-methyl-1,4-benzoquinone ChEBI
2-isopropyl-5-methyl-p-benzoquinone ChemIDplus
2-methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione ChemIDplus
5-isopropyl-2-methyl-2,5-cyclohexadiene-1,4-dione ChemIDplus
p-cymene-2,5-dione ChemIDplus
p-mentha-3,6-diene-2,5-dione ChemIDplus
thymoquinon ChemIDplus
TQ
Note: (2020-09-25) Used as an abbreviation in journal articles.
ChEBI
Manual Xrefs Databases
C00010876 KNApSAcK
FDB013274 FooDB
HMDB0034732 HMDB
IMW PDBeChem
LSM-24947 LINCS
Thymoquinone Wikipedia
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Registry Numbers Types Sources
1939047 Reaxys Registry Number Reaxys
490-91-5 CAS Registry Number ChemIDplus
490-91-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
25 September 2020