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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:53:26 UTC

Update Date

2023-02-21 17:25:55 UTC

HMDB ID

HMDB0037641

Secondary Accession Numbers

HMDB37641

Metabolite Identification

Common Name

4-(Ethoxymethyl)-2-methoxyphenol

Description

4-(Ethoxymethyl)-2-methoxyphenol 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. 4-(Ethoxymethyl)-2-methoxyphenol is a sweet, alcoholic, and chocolate tasting compound. Based on a literature review very few articles have been published on 4-(Ethoxymethyl)-2-methoxyphenol.

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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   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   0.000   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       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
HETATM   13  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    1   13                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    8   10                                                       
CONECT    7    8   13                                                       
CONECT    8    4    6    7                                                  
CONECT    9    5   10   11                                                  
CONECT   10    6    9   12                                                  
CONECT   11    9                                                            
CONECT   12    2   10                                                       
CONECT   13    3    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0037641
HETATM    1  C1  UNL     1      -3.241   1.100   1.929  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.186   1.272   0.446  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.995   1.010  -0.140  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.521  -0.280   0.030  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.218  -0.501  -0.634  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.116  -0.941  -1.934  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.117  -1.122  -2.478  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.274  -0.880  -1.772  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.542  -1.062  -2.321  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.167  -0.433  -0.452  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.346  -0.190   0.256  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.335   0.258   1.583  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.915  -0.252   0.093  1.00  0.00           C  
HETATM   14  H1  UNL     1      -2.501   1.819   2.376  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.141   0.084   2.285  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.245   1.479   2.266  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.967   0.608  -0.025  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.489   2.307   0.187  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.278  -0.956  -0.459  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.440  -0.599   1.068  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.016  -1.135  -2.502  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.250  -1.469  -3.504  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.573  -1.386  -3.279  1.00  0.00           H  
HETATM   24  H11 UNL     1       4.308   0.065   2.081  1.00  0.00           H  
HETATM   25  H12 UNL     1       2.567  -0.235   2.210  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.125   1.342   1.570  1.00  0.00           H  
HETATM   27  H14 UNL     1       0.837   0.095   1.120  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4
CONECT    4    5   19   20
CONECT    5    6    6   13
CONECT    6    7   21
CONECT    7    8    8   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
4-(Ethoxymethyl)-2-methoxy-phenol	HMDB
4-(Ethoxymethyl)-2-methoxyphenol, 9ci	HMDB
alpha-Ethoxy-2-methoxy-P-cresol	HMDB
Ethyl 4-hydroxy-3-methoxybenzyl ether	HMDB
Ethyl vanillyl ether	HMDB
Vanillyl ethyl ether	HMDB

Chemical Formula

C₁₀H₁₄O₃

Average Molecular Weight

182.2164

Monoisotopic Molecular Weight

182.094294314

IUPAC Name

4-(ethoxymethyl)-2-methoxyphenol

Traditional Name

4-(ethoxymethyl)-2-methoxyphenol

CAS Registry Number

13184-86-6

SMILES

CCOCC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C10H14O3/c1-3-13-7-8-4-5-9(11)10(6-8)12-2/h4-6,11H,3,7H2,1-2H3

InChI Key

KOCVACNWDMSLBM-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

Methoxyphenol
Benzylether
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037641)
Cytoplasm (HMDB: HMDB0037641)

Source

Exogenous

Food

Food (HMDB: HMDB0037641)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037641)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	212.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2262 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.571 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.82 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.74	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.1	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	4	ChemAxon
Refractivity	50.82 m³·mol⁻¹	ChemAxon
Polarizability	19.99 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]+	141.855	31661259
DarkChem	[M-H]-	138.837	31661259
DeepCCS	[M+H]+	142.387	30932474
DeepCCS	[M-H]-	138.559	30932474
DeepCCS	[M-2H]-	176.247	30932474
DeepCCS	[M+Na]+	151.785	30932474
AllCCS	[M+H]+	139.6	32859911
AllCCS	[M+H-H2O]+	135.3	32859911
AllCCS	[M+NH4]+	143.5	32859911
AllCCS	[M+Na]+	144.6	32859911
AllCCS	[M-H]-	141.6	32859911
AllCCS	[M+Na-2H]-	142.6	32859911
AllCCS	[M+HCOO]-	143.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(Ethoxymethyl)-2-methoxyphenol	CCOCC1=CC(OC)=C(O)C=C1	2303.5	Standard polar	33892256
4-(Ethoxymethyl)-2-methoxyphenol	CCOCC1=CC(OC)=C(O)C=C1	1474.3	Standard non polar	33892256
4-(Ethoxymethyl)-2-methoxyphenol	CCOCC1=CC(OC)=C(O)C=C1	1489.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(Ethoxymethyl)-2-methoxyphenol,1TMS,isomer #1	CCOCC1=CC=C(O[Si](C)(C)C)C(OC)=C1	1550.9	Semi standard non polar	33892256
4-(Ethoxymethyl)-2-methoxyphenol,1TBDMS,isomer #1	CCOCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	1785.5	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-(Ethoxymethyl)-2-methoxyphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3900000000-4784f55720ede63b3411	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-3290000000-bf1843453e43d9b51f86	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 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-(Ethoxymethyl)-2-methoxyphenol 10V, Positive-QTOF	splash10-001i-0900000000-b4055e3977c2cb185f0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 20V, Positive-QTOF	splash10-0019-0900000000-c680087523765fb0bad6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 40V, Positive-QTOF	splash10-052r-3900000000-7dd56fce7bb4976727ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 10V, Negative-QTOF	splash10-001i-1900000000-01a66449975e1ac056e5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 20V, Negative-QTOF	splash10-001i-1900000000-3ceb30919906e825fe32	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 40V, Negative-QTOF	splash10-052b-8900000000-11aa7526b6f9c9a8b5fa	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 10V, Negative-QTOF	splash10-001m-9800000000-f946c25575b2e3cfbb1b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 20V, Negative-QTOF	splash10-0076-6900000000-2e193bffc987587a1945	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 40V, Negative-QTOF	splash10-0006-9100000000-a2888f25c929ab69295a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 10V, Positive-QTOF	splash10-000i-0900000000-ded6073dbfcf23e1b55b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 20V, Positive-QTOF	splash10-052r-1900000000-41c872176f4d73a74058	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Ethoxymethyl)-2-methoxyphenol 40V, Positive-QTOF	splash10-052r-4900000000-8f497f6efc840a7b8d98	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

FDB016757

KNApSAcK ID

Not Available

Chemspider ID

55496

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61586

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1434631

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-(Ethoxymethyl)-2-methoxyphenol (HMDB0037641)

MOL for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

3D MOL for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

3D SDF for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

3D-SDF for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

PDB for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

3D PDB for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

SMILES for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

INCHI for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

Structure for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

3D Structure for HMDB0037641 (4-(Ethoxymethyl)-2-methoxyphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra