Cannabis Compound Database: Showing Compound Card for 1,2,3-Trimethyl-benzen (CDB000724)

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Record Information

Version

1.0

Created at

2020-03-19 00:53:13 UTC

Updated at

2020-11-18 16:35:28 UTC

CannabisDB ID

CDB000724

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

1,2,3-Trimethyl-benzen

Description

1,2,3-Trimethyl-benzene or Hemimellitene, also known as hemellitol, belongs to the class of organic compounds known as benzenes and substituted benzene derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Hemimellitene is an uncharged, neutral compound and exists as a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents. It occurs naturally in coal tar and petroleum. There are three isomers of trimethylbenzene, mesitylene, pseudocumene, and hemimellitene, with hemimellitene being more toxic due to its relatively slow metabolism in mammals (PMID: 1129786 ). Industrially, it is frequently used in jet fuel, mixed with other hydrocarbons, to prevent the formation of solid particles which might damage the engine. Hemimellitene is found naturally in a number of fruits, essential oils and nuts, including carrot leaf oil, plum fruit, corn, sweet charries, plumcot fruit, and black walnuts (and black walnut essential oils). Hemimellitene is one of the benzene derivatives identified in Cannabis sativa (PMID: 6991645 ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
Hemellitol	ChEBI
Hemimellitol	ChEBI
Hemimellitene	ChEBI

Chemical Formula

C₉H₁₂

Average Molecular Weight

120.19

Monoisotopic Molecular Weight

120.0939

IUPAC Name

1,2,3-trimethylbenzene

Traditional Name

1,2,3-trimethylbenzene

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(C)=C1C

InChI Identifier

InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3

InChI Key

FYGHSUNMUKGBRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

trimethylbenzene (CHEBI:34037 )

Ontology

Disposition

Biological location:

Subcellular:

Biofluid and excreta:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.63	ALOGPS
logP	3.51	ChemAxon
logS	-3.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.18 m³·mol⁻¹	ChemAxon
Polarizability	14.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0ab9-0900000000-efe82e901f88e2397487	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-00di-0900000000-40ecbbb508b8b022f78d	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-82bebdcf0868386b88db	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-4249969893bf07e58bb1	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-00di-0900000000-9945be0d63dac3143358	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0ab9-0900000000-efe82e901f88e2397487	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-00di-0900000000-40ecbbb508b8b022f78d	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0a4i-4900000000-82bebdcf0868386b88db	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-0ab9-2900000000-4249969893bf07e58bb1	Spectrum
GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrum	splash10-00di-0900000000-9945be0d63dac3143358	Spectrum
Predicted GC-MS	1,2,3-Trimethyl-benzen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-6900000000-7497a8f53897f14cd3f6	Spectrum
Predicted GC-MS	1,2,3-Trimethyl-benzen, 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	splash10-00di-0900000000-84665ad8e417cd5c3c6e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-f3b880efa2d189ad22df	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zmi-9300000000-4526785e0974887f2331	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-364d74a767355bac422b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-bad80091043871bb4702	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-4900000000-96ca2cd3fe1b04e09ac5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1900000000-44355cb462a3161d65f4	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00mo-9100000000-831e64ea6dad6547ba64	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9100000000-de92d53aa816f86a5d80	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-794ffb5dd5f7d8f3ef50	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-9a88b994768feba6ee26	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1900000000-47acabbb26bb09a36a26	2021-10-12	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0059901

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB005814

KNApSAcK ID

Not Available

Chemspider ID

10236

KEGG Compound ID

C14518

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1,2,3-Trimethylbenzene

METLIN ID

Not Available

PubChem Compound

10686

PDB ID

Not Available

ChEBI ID

34037

References

General References

Mikulski PI, Wiglusz R: The comparative metabolism of mesitylene, pseudocumene, and hemimellitene in rats. Toxicol Appl Pharmacol. 1975 Jan;31(1):21-31. doi: 10.1016/0041-008x(75)90048-4. [PubMed:1129786 ]
Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]

Showing Compound Card for 1,2,3-Trimethyl-benzen (CDB000724)

Structure for CDB000724 (1,2,3-Trimethyl-benzen)