Showing Compound Thymoquinone (FDB013274)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:37 UTC

Update date

2019-11-26 03:08:15 UTC

Primary ID

FDB013274

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Thymoquinone

Description

Thymoquinone, also known as TQ, 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. Thymoquinone is found, on average, in the highest concentration within winter savories (Satureja montana). Thymoquinone has also been detected, but not quantified in, herbs and spices. This could make thymoquinone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Thymoquinone.

CAS Number

490-91-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2,5-Cyclohexadiene-1,4-dione, 2-methyl-5-(1-methylethyl)-	biospider
2,5-Cyclohexadiene-1,4-dione, 5-isopropyl-2-methyl-	biospider
2-Isopropyl-5-methyl-1,4-benzoquinone	ChEBI
2-Isopropyl-5-methyl-p-benzoquinone	ChEBI
2-Isopropyl-5-methylbenzo-1,4-quinone	HMDB
2-Isopropyl-5-methylbenzoquinone	HMDB, MeSH
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione	ChEBI
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9ci	HMDB
2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione, 9CI	db_source
2-Methyl-5-isopropyl-1,4-benzoquinone	HMDB

Showing 1 to 10 of 27 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.83 g/L	ALOGPS
logP	2	ALOGPS
logP	2.55	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-7.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.89 m³·mol⁻¹	ChemAxon
Polarizability	17.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H12O2

IUPAC name

2-methyl-5-(propan-2-yl)cyclohexa-2,5-diene-1,4-dione

InChI Identifier

InChI=1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3

InChI Key

KEQHJBNSCLWCAE-UHFFFAOYSA-N

Isomeric SMILES

CC(C)C1=CC(=O)C(C)=CC1=O

Average Molecular Weight

164.2011

Monoisotopic Molecular Weight

164.083729628

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

P-benzoquinones

Alternative Parents

Substituents

P-benzoquinone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Pharmaceutical industry:

Antineoplastic agent:

Anticancer agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	2.20	SANGSTER (1993)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 73.15%; H 7.37%; O 19.49%	DFC
Melting Point	Mp 44-45°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Thymoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00xr-6900000000-764f3b8a1150b1cac052	Spectrum
Predicted GC-MS	Thymoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Thymoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-96f0c8e4e4f4a8455abe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-5900000000-441064ba80ff42a70cfe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9200000000-c6d527c2a9a79f901029	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-d9e63c8d82efebaf41b1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-98b2dccaab2bbdb236fe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-9500000000-19dae31b3a18d5f7735c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-8db47caa9667c101bd0f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-5a485fdf30f3fb6eef66	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9500000000-e6c8bd2fffd875c29cff	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-7a4cd3c2c5dcf8576412	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-3900000000-c1e3ac1b0edf80cd5e27	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9100000000-897472ebb650188b991d	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

9861

ChEMBL ID

CHEMBL1672002

KEGG Compound ID

Not Available

Pubchem Compound ID

10281

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34732

CRC / DFC (Dictionary of Food Compounds) ID

HQQ33-S:HQQ33-S

EAFUS ID

Not Available

Dr. Duke ID

THYMOQUINONE

BIGG ID

Not Available

KNApSAcK ID

C00010876

HET ID

IMW

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
anti arthritic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti asthmatic	49167	A drug used to treat asthma.	DUKE
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti bronchitic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti eicosanoid	35222	A substance that diminishes the rate of a chemical reaction.	DUKE
anti histaminic	37956	Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.	DUKE
anti rheumatic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti spasmodic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
antioxidant	22586	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
carcinogenic	50903	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