Record Information
Version1.0
Creation date2010-04-08 22:10:37 UTC
Update date2018-05-29 01:04:12 UTC
Primary IDFDB013274
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThymoquinone
DescriptionMajor constituent of seed oil of black cumin, Nigella sativa (24%). Thymoquinone is found in herbs and spices and winter savory.
CAS Number490-91-5
Structure
Thumb
Synonyms
SynonymSource
2-Isopropyl-5-methyl-1,4-benzoquinoneHMDB
2-Isopropyl-5-methyl-p-benzoquinoneHMDB
2-Isopropyl-5-methylbenzo-1,4-quinoneHMDB
2-Isopropyl-5-methylbenzoquinoneHMDB
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dioneHMDB
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9ciHMDB
2-Methyl-5-isopropyl-1,4-benzoquinoneHMDB
2-Methyl-5-isopropyl-p-benzoquinoneHMDB
5-Isopropyl-2-methyl-1,4-benzoquinoneHMDB
5-Isopropyl-2-methyl-2,5-cyclohexadiene-1,4-dioneHMDB
5-Isopropyl-2-methyl-p-benzoquinoneHMDB
p-Cymene-2,5-dioneHMDB
p-Mentha-3,6-diene-2,5-dione (8ci)HMDB
PolythymoquinoneHMDB
ThymoilHMDB
ThymolquinoneHMDB
ThymoquinonHMDB
DihydrothymoquinoneHMDB
ThymoquinoneMeSH
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9CIdb_source
2,5-Cyclohexadiene-1,4-dione, 2-methyl-5-(1-methylethyl)-biospider
2,5-Cyclohexadiene-1,4-dione, 5-isopropyl-2-methyl-biospider
p-Mentha-3,6-diene-2,5-dione (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility1.83 g/LALOGPS
logP2ALOGPS
logP2.55ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.89 m³·mol⁻¹ChemAxon
Polarizability17.84 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H12O2
IUPAC name2-methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione
InChI IdentifierInChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3
InChI KeyKEQHJBNSCLWCAE-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC(=O)C(C)=CC1=O
Average Molecular Weight164.2011
Monoisotopic Molecular Weight164.083729628
Classification
Description belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.15%; H 7.37%; O 19.49%DFC
Melting PointMp 44-45°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP2.20SANGSTER (1993)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data282 (e 2450) (EtOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-6900000000-764f3b8a1150b1cac052View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-96f0c8e4e4f4a8455abeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-5900000000-441064ba80ff42a70cfeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9200000000-c6d527c2a9a79f901029View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-d9e63c8d82efebaf41b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-98b2dccaab2bbdb236feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-9500000000-19dae31b3a18d5f7735cView in MoNA
ChemSpider ID9861
ChEMBL IDCHEMBL1672002
KEGG Compound IDNot Available
Pubchem Compound ID10281
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34732
CRC / DFC (Dictionary of Food Compounds) IDHQQ33-S:HQQ33-S
EAFUS IDNot Available
Dr. Duke IDTHYMOQUINONE
BIGG IDNot Available
KNApSAcK IDC00010876
HET IDIMW
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti arthritic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti asthmatic49167 A drug used to treat asthma.DUKE
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti bronchitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti eicosanoid35222 A substance that diminishes the rate of a chemical reaction.DUKE
anti histaminic37956 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti rheumatic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
carcinogenic50903 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.DUKE
cholereticDUKE
cyclooxygenase inhibitor35544 A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.DUKE
lipoxygenase inhibitor35856 A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
toxic52209 A role played by the molecular entity or part thereof which causes the development of a pathological process.DUKE
uricosuricDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).