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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:06:39 UTC

Update Date

2023-02-21 17:23:18 UTC

HMDB ID

HMDB0033394

Secondary Accession Numbers

HMDB33394

Metabolite Identification

Common Name

4-Ethyl-2,6-dimethoxyphenol

Description

4-Ethyl-2,6-dimethoxyphenol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review a significant number of articles have been published on 4-Ethyl-2,6-dimethoxyphenol.

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   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    1    7                                                       
CONECT    5    7    8                                                       
CONECT    6    7    9                                                       
CONECT    7    4    5    6                                                  
CONECT    8    5   10   12                                                  
CONECT    9    6   10   13                                                  
CONECT   10    8    9   11                                                  
CONECT   11   10                                                            
CONECT   12    2    8                                                       
CONECT   13    3    9                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0033394
HETATM    1  C1  UNL     1       3.107  -0.424   0.930  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.338  -0.597  -0.334  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.933  -0.198  -0.266  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.009  -1.144   0.106  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.349  -0.868   0.199  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.280  -1.808   0.567  1.00  0.00           O  
HETATM    7  C6  UNL     1      -2.032  -3.134   0.891  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.776   0.417  -0.093  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.115   0.758  -0.017  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.866   1.403  -0.470  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.342   2.671  -0.751  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.483   3.698  -1.133  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.467   1.070  -0.547  1.00  0.00           C  
HETATM   14  H1  UNL     1       2.927  -1.244   1.668  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.199  -0.498   0.669  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.984   0.555   1.412  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.390  -1.667  -0.627  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.895  -0.036  -1.140  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.297  -2.160   0.340  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.687  -3.305   1.929  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.983  -3.701   0.770  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.292  -3.543   0.174  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.789   0.038   0.260  1.00  0.00           H  
HETATM   24  H11 UNL     1      -1.055   4.544  -1.584  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.090   4.062  -0.257  1.00  0.00           H  
HETATM   26  H13 UNL     1       0.252   3.306  -1.860  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.177   1.806  -0.833  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    4   13
CONECT    4    5   19
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   20   21   22
CONECT    8    9   10
CONECT    9   23
CONECT   10   11   13   13
CONECT   11   12
CONECT   12   24   25   26
CONECT   13   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Ethyl-3,5-dimethoxy-4-hydroxybenzene	HMDB
2,6-Dimethoxy-4-ethylphenol	HMDB
4-Ethyl-2,6-dimethoxy-phenol	HMDB
4-Ethyl-2,6-dimethoxyphenol, 9ci	HMDB
4-Ethylpyrogallol dimethyl ether	HMDB
4-Ethylsyringol	HMDB
4-Hydroxy-3,5-dimethoxyethylbenzene	HMDB
4-Hydroxy-3,5-dimethoxyphenylethane	HMDB
Ethylsyringol	HMDB
FEMA 3671	HMDB
Phenol, 4-ethyl-2,6-dimethoxy	HMDB

Chemical Formula

C₁₀H₁₄O₃

Average Molecular Weight

182.2164

Monoisotopic Molecular Weight

182.094294314

IUPAC Name

4-ethyl-2,6-dimethoxyphenol

Traditional Name

4-ethyl-2,6-dimethoxyphenol

CAS Registry Number

14059-92-8

SMILES

CCC1=CC(OC)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C10H14O3/c1-4-7-5-8(12-2)10(11)9(6-7)13-3/h5-6,11H,4H2,1-3H3

InChI Key

PJWDIHUFLXQRFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033394)
Cytoplasm (HMDB: HMDB0033394)

Source

Exogenous

Exogenous (HMDB: HMDB0033394)

Food

Food (HMDB: HMDB0033394)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033394)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	106.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	708.6 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.368 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.45 g/L	ALOGPS
logP	2.29	ALOGPS
logP	2.31	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	50.61 m³·mol⁻¹	ChemAxon
Polarizability	19.49 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]+	142.788	31661259
DarkChem	[M-H]-	140.894	31661259
DeepCCS	[M+H]+	139.796	30932474
DeepCCS	[M-H]-	136.407	30932474
DeepCCS	[M-2H]-	173.714	30932474
DeepCCS	[M+Na]+	149.253	30932474
AllCCS	[M+H]+	139.4	32859911
AllCCS	[M+H-H2O]+	135.1	32859911
AllCCS	[M+NH4]+	143.4	32859911
AllCCS	[M+Na]+	144.6	32859911
AllCCS	[M-H]-	139.8	32859911
AllCCS	[M+Na-2H]-	140.8	32859911
AllCCS	[M+HCOO]-	141.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Ethyl-2,6-dimethoxyphenol	CCC1=CC(OC)=C(O)C(OC)=C1	2432.3	Standard polar	33892256
4-Ethyl-2,6-dimethoxyphenol	CCC1=CC(OC)=C(O)C(OC)=C1	1496.3	Standard non polar	33892256
4-Ethyl-2,6-dimethoxyphenol	CCC1=CC(OC)=C(O)C(OC)=C1	1529.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Ethyl-2,6-dimethoxyphenol,1TMS,isomer #1	CCC1=CC(OC)=C(O[Si](C)(C)C)C(OC)=C1	1507.2	Semi standard non polar	33892256
4-Ethyl-2,6-dimethoxyphenol,1TBDMS,isomer #1	CCC1=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	1756.6	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 - 4-Ethyl-2,6-dimethoxyphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fsi-1900000000-1e19738ec5de4b886e25	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol GC-MS (1 TMS) - 70eV, Positive	splash10-0079-7490000000-5ce091def7dc6423c2be	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 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 - 4-Ethyl-2,6-dimethoxyphenol 10V, Positive-QTOF	splash10-001i-0900000000-c223a6f46957a20e57c5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 20V, Positive-QTOF	splash10-001i-1900000000-cd37641758271d0361cf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 40V, Positive-QTOF	splash10-0udi-9800000000-b7cbe6ae5a47e9dd4aad	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 10V, Negative-QTOF	splash10-001i-0900000000-c7eda90b73056ec071ad	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 20V, Negative-QTOF	splash10-001i-0900000000-60bd7db0d1fd4c2ae1e8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 40V, Negative-QTOF	splash10-0a4r-5900000000-e7f80a69dc3c7b7f6a5f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 10V, Positive-QTOF	splash10-001i-0900000000-44331ffb1a8b7e5a29b3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 20V, Positive-QTOF	splash10-001i-0900000000-b74f69ee8c3fbbd0f148	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 40V, Positive-QTOF	splash10-016r-9100000000-e72d71e321ac3f541829	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 10V, Negative-QTOF	splash10-001i-0900000000-609b94dcfe7b2ab4c62f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 20V, Negative-QTOF	splash10-001j-3900000000-679b250a0ac240bcf8ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-2,6-dimethoxyphenol 40V, Negative-QTOF	splash10-0ap1-6900000000-ec052180f193b3cec2a1	2021-09-25	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+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

FDB011427

KNApSAcK ID

Not Available

Chemspider ID

55612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61712

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037361

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 4-Ethyl-2,6-dimethoxyphenol (HMDB0033394)

MOL for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

3D MOL for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

3D SDF for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

3D-SDF for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

PDB for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

3D PDB for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

SMILES for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

INCHI for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

Structure for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

3D Structure for HMDB0033394 (4-Ethyl-2,6-dimethoxyphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra