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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:58 UTC

Update Date

2023-02-21 17:19:01 UTC

HMDB ID

HMDB0029674

Secondary Accession Numbers

HMDB29674

Metabolite Identification

Common Name

2-Chloro-1,3-dimethoxy-5-methylbenzene

Description

2-Chloro-1,3-dimethoxy-5-methylbenzene, also known as 4-chloro-3,5-dimethoxytoluene, belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. Based on a literature review very few articles have been published on 2-Chloro-1,3-dimethoxy-5-methylbenzene.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.928  -0.387   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.693   0.384   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.693  -0.387   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       2.082   0.384   0.000  0.00  0.00          Cl+0
HETATM    5  C   UNK     0      -3.317  -2.699   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.928  -1.927   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.693  -2.699   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.693  -1.927   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.082  -2.699   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.317  -1.927   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.693   1.927   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.928   2.699   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    2   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Chloro-3,5-dimethoxytoluene	HMDB

Chemical Formula

C₉H₁₁ClO₂

Average Molecular Weight

186.635

Monoisotopic Molecular Weight

186.044757303

IUPAC Name

2-chloro-1,3-dimethoxy-5-methylbenzene

Traditional Name

2-chloro-1,3-dimethoxy-5-methylbenzene

CAS Registry Number

27971-69-3

SMILES

COC1=CC(C)=CC(OC)=C1Cl

InChI Identifier

InChI=1S/C9H11ClO2/c1-6-4-7(11-2)9(10)8(5-6)12-3/h4-5H,1-3H3

InChI Key

IOXKXMFPMHDABX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Alkyl aryl ether
Toluene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029674)
Cell membrane (HMDB: HMDB0029674)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029674)

Source

Endogenous

Endogenous (HMDB: HMDB0029674)

Plant

Plant (HMDB: HMDB0029674)

Exogenous

Food

Food (HMDB: HMDB0029674)

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	74 - 75 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	3.06	ALOGPS
logP	2.78	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.83 m³·mol⁻¹	ChemAxon
Polarizability	18.87 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	139.213	30932474
DeepCCS	[M-H]-	135.809	30932474
DeepCCS	[M-2H]-	172.828	30932474
DeepCCS	[M+Na]+	148.295	30932474
AllCCS	[M+H]+	136.4	32859911
AllCCS	[M+H-H2O]+	132.1	32859911
AllCCS	[M+NH4]+	140.4	32859911
AllCCS	[M+Na]+	141.6	32859911
AllCCS	[M-H]-	134.6	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	137.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Chloro-1,3-dimethoxy-5-methylbenzene	COC1=CC(C)=CC(OC)=C1Cl	2090.4	Standard polar	33892256
2-Chloro-1,3-dimethoxy-5-methylbenzene	COC1=CC(C)=CC(OC)=C1Cl	1385.9	Standard non polar	33892256
2-Chloro-1,3-dimethoxy-5-methylbenzene	COC1=CC(C)=CC(OC)=C1Cl	1498.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-2900000000-1b23cb3b0942c74f5013	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 10V, Positive-QTOF	splash10-000i-0900000000-ff97db68622883cf212b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 20V, Positive-QTOF	splash10-000i-0900000000-5481aa7ed02f64b60745	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 40V, Positive-QTOF	splash10-0a6r-3900000000-fc129c34318ca9e8ff57	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 10V, Negative-QTOF	splash10-000i-0900000000-578a79c98efd2b08d35d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 20V, Negative-QTOF	splash10-000i-1900000000-8d08fb3450952ef074c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 40V, Negative-QTOF	splash10-052k-9600000000-62dcd38f9037f4ba4d57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 10V, Negative-QTOF	splash10-000i-0900000000-ed3bb0309bbefba665b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 20V, Negative-QTOF	splash10-000i-0900000000-ed3bb0309bbefba665b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 40V, Negative-QTOF	splash10-001i-9000000000-8c1f99ea4cfaf9e0c267	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 10V, Positive-QTOF	splash10-000i-0900000000-1b950f23a0bdb06d3c50	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 20V, Positive-QTOF	splash10-000i-1900000000-ff1ccb5c82652d9d980f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chloro-1,3-dimethoxy-5-methylbenzene 40V, Positive-QTOF	splash10-0gc3-9100000000-679e70b3888415cb0a23	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000859

KNApSAcK ID

C00054252

Chemspider ID

15415959

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13939349

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Chloro-1,3-dimethoxy-5-methylbenzene (HMDB0029674)

MOL for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

3D MOL for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

3D SDF for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

3D-SDF for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

PDB for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

3D PDB for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

SMILES for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

INCHI for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

Structure for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

3D Structure for HMDB0029674 (2-Chloro-1,3-dimethoxy-5-methylbenzene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra