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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:53:20 UTC

Update Date

2023-02-21 17:28:12 UTC

HMDB ID

HMDB0040359

Secondary Accession Numbers

HMDB40359

Metabolite Identification

Common Name

1,2-Dimethoxy-4-vinylbenzene

Description

1,2-Dimethoxy-4-vinylbenzene 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. 1,2-Dimethoxy-4-vinylbenzene is a cortex, floral, and fruity tasting compound. 1,2-Dimethoxy-4-vinylbenzene has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), breakfast cereal, cereals and cereal products, coffee and coffee products, and robusta coffees (Coffea canephora). This could make 1,2-dimethoxy-4-vinylbenzene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,2-Dimethoxy-4-vinylbenzene.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4    1    8                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    8   10                                                       
CONECT    8    4    5    7                                                  
CONECT    9    6   10   11                                                  
CONECT   10    7    9   12                                                  
CONECT   11    2    9                                                       
CONECT   12    3   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethoxy-1-vinylbenzene	HMDB
3,4-Dimethoxy-styrene	HMDB
3,4-Dimethoxystyrene	HMDB
4-Ethenyl-1,2-dimethoxy-benzene	HMDB
4-Ethenyl-1,2-dimethoxybenzene	HMDB
4-Vinyl-1,2-dimethoxybenzene	HMDB
4-Vinyl-veratrole	HMDB
4-Vinylveratrole	HMDB
Benzene, 1,2-dimethoxy, 4-vinyl	HMDB
FEMA 3138	HMDB

Chemical Formula

C₁₀H₁₂O₂

Average Molecular Weight

164.2011

Monoisotopic Molecular Weight

164.083729628

IUPAC Name

4-ethenyl-1,2-dimethoxybenzene

Traditional Name

4-ethenyl-1,2-dimethoxybenzene

CAS Registry Number

6380-23-0

SMILES

COC1=C(OC)C=C(C=C)C=C1

InChI Identifier

InChI=1S/C10H12O2/c1-4-8-5-6-9(11-2)10(7-8)12-3/h4-7H,1H2,2-3H3

InChI Key

NJXYTXADXSRFTJ-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

O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Styrene
Phenol ether
Anisole
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0040359)
Cytoplasm (HMDB: HMDB0040359)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040359)

Source

Exogenous

Food

Food (HMDB: HMDB0040359)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0040359)
Poaceae (HMDB: HMDB0040359)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040359)

Biological role

Nutrient (HMDB: HMDB0040359)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	203.00 to 205.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	2.540 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.39	ChemAxon
logS	-2.5	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	3	ChemAxon
Refractivity	48.67 m³·mol⁻¹	ChemAxon
Polarizability	18.03 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
DarkChem	[M+H]+	137.695	31661259
DarkChem	[M-H]-	136.599	31661259
DeepCCS	[M+H]+	138.131	30932474
DeepCCS	[M-H]-	134.777	30932474
DeepCCS	[M-2H]-	172.015	30932474
DeepCCS	[M+Na]+	147.554	30932474
AllCCS	[M+H]+	133.9	32859911
AllCCS	[M+H-H2O]+	129.4	32859911
AllCCS	[M+NH4]+	138.1	32859911
AllCCS	[M+Na]+	139.3	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	136.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,2-Dimethoxy-4-vinylbenzene	COC1=C(OC)C=C(C=C)C=C1	1996.3	Standard polar	33892256
1,2-Dimethoxy-4-vinylbenzene	COC1=C(OC)C=C(C=C)C=C1	1332.8	Standard non polar	33892256
1,2-Dimethoxy-4-vinylbenzene	COC1=C(OC)C=C(C=C)C=C1	1370.3	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 - 1,2-Dimethoxy-4-vinylbenzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01wb-1900000000-4bc37ec2eb7ac2744965	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 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 - 1,2-Dimethoxy-4-vinylbenzene 10V, Positive-QTOF	splash10-014i-0900000000-93d35af5faabc7dc3def	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 20V, Positive-QTOF	splash10-014i-0900000000-18092cad25706b2ac306	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 40V, Positive-QTOF	splash10-0ufr-9800000000-acb2e64769b9d306c266	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 10V, Negative-QTOF	splash10-03di-0900000000-8421e5e55b61aac73d0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 20V, Negative-QTOF	splash10-03di-0900000000-6a15f3c47f122ca48a02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 40V, Negative-QTOF	splash10-0ar1-5900000000-67fcf28c17a7e8ac5682	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 10V, Positive-QTOF	splash10-014i-0900000000-6635bd52a0126eebc59c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 20V, Positive-QTOF	splash10-014i-1900000000-5df32c36e6e059c8a113	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 40V, Positive-QTOF	splash10-01t9-9200000000-58bc01bbab1406fc0456	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 10V, Negative-QTOF	splash10-03di-0900000000-8db47caa9667c101bd0f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 20V, Negative-QTOF	splash10-01q9-0900000000-b7e95b8f485fd434fae9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dimethoxy-4-vinylbenzene 40V, Negative-QTOF	splash10-014r-9400000000-1216e9e519beb828e7fc	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]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020087

KNApSAcK ID

C00032636

Chemspider ID

55329

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61400

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1019761

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 1,2-Dimethoxy-4-vinylbenzene (HMDB0040359)

MOL for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

3D MOL for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

3D SDF for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

3D-SDF for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

PDB for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

3D PDB for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

SMILES for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

INCHI for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

Structure for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

3D Structure for HMDB0040359 (1,2-Dimethoxy-4-vinylbenzene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra