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Showing metabocard for 4-Ethyl-2-methoxyphenol (HMDB0040175)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:43:04 UTC
Update Date2023-02-21 17:27:49 UTC
HMDB IDHMDB0040175
Secondary Accession Numbers
  • HMDB40175
Metabolite Identification
Common Name4-Ethyl-2-methoxyphenol
Description4-Ethyl-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-Ethyl-2-methoxyphenol is a bacon, clove, and phenolic tasting compound. 4-Ethyl-2-methoxyphenol is found, on average, in the highest concentration within a few different foods, such as red wine, robusta coffees (Coffea canephora), and coffees (Coffea) and in a lower concentration in arabica coffees (Coffea arabica). 4-Ethyl-2-methoxyphenol has also been detected, but not quantified in, several different foods, such as beer, chinese cinnamons (Cinnamomum aromaticum), red bell peppers (Capsicum annuum), yellow bell peppers (Capsicum annuum), and green tea. This could make 4-ethyl-2-methoxyphenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 4-Ethyl-2-methoxyphenol.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040175 (4-Ethyl-2-methoxyphenol)

  Mrv0541 05061311402D          

 11 11  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
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3D MOL for HMDB0040175 (4-Ethyl-2-methoxyphenol)

HMDB0040175
     RDKit          3D
4-Ethyl-2-methoxyphenol
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.7950   -1.3032   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -0.0256   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    0.3411   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    1.1368    1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1683    1.4839    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997    1.0474    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856    1.3581    1.9531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531    0.2515    0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -0.1974   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671   -1.0171   -1.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3012   -0.0899   -0.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -2.2005   -0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8665   -1.2927   -0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -1.3192    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -0.0888   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    0.7929   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.4812    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1403    2.1143    2.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5127    1.9453    2.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.3760   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -1.8646   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.4555   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685   -0.7219   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  4 17  1  0
  5 18  1  0
  7 19  1  0
 10 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
M  END
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3D SDF for HMDB0040175 (4-Ethyl-2-methoxyphenol)

  Mrv0541 05061311402D          

 11 11  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040175

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3

> <INCHI_KEY>
CHWNEIVBYREQRF-UHFFFAOYSA-N

> <FORMULA>
C9H12O2

> <MOLECULAR_WEIGHT>
152.1904

> <EXACT_MASS>
152.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.75074072546328

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-ethyl-2-methoxyphenol

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.469999283

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.30026611860602

> <JCHEM_PKA_STRONGEST_BASIC>
-4.891012437808494

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
44.14430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-ethylguaiacol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0040175 (4-Ethyl-2-methoxyphenol)

HMDB0040175
     RDKit          3D
4-Ethyl-2-methoxyphenol
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.7950   -1.3032   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -0.0256   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    0.3411   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    1.1368    1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1683    1.4839    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997    1.0474    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856    1.3581    1.9531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531    0.2515    0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -0.1974   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671   -1.0171   -1.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3012   -0.0899   -0.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -2.2005   -0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8665   -1.2927   -0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -1.3192    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -0.0888   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    0.7929   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.4812    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1403    2.1143    2.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5127    1.9453    2.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.3760   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -1.8646   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711   -1.4555   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685   -0.7219   -1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  4 17  1  0
  5 18  1  0
  7 19  1  0
 10 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
M  END
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PDB for HMDB0040175 (4-Ethyl-2-methoxyphenol)

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       2.667  -3.080   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       1.334  -2.310   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  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   11                                                            
CONECT    3    1    7                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    7    9                                                       
CONECT    7    3    4    6                                                  
CONECT    8    5    9   10                                                  
CONECT    9    6    8   11                                                  
CONECT   10    8                                                            
CONECT   11    2    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0040175 (4-Ethyl-2-methoxyphenol)

COMPND    HMDB0040175
HETATM    1  C1  UNL     1       2.795  -1.303  -0.307  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.187  -0.026  -0.819  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.943   0.341  -0.088  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.977   1.137   1.048  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.168   1.484   1.735  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.400   1.047   1.312  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.586   1.358   1.953  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.453   0.252   0.179  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.700  -0.197  -0.259  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.767  -1.017  -1.424  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.301  -0.090  -0.501  1.00  0.00           C  
HETATM   12  H1  UNL     1       2.279  -2.201  -0.726  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.867  -1.293  -0.605  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.787  -1.319   0.807  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.029  -0.089  -1.906  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.909   0.793  -0.638  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.953   1.481   1.381  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.140   2.114   2.635  1.00  0.00           H  
HETATM   19  H8  UNL     1      -2.513   1.945   2.783  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.500  -0.376  -2.295  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.057  -1.865  -1.339  1.00  0.00           H  
HETATM   22  H11 UNL     1      -3.771  -1.455  -1.529  1.00  0.00           H  
HETATM   23  H12 UNL     1      -0.368  -0.722  -1.396  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    4   11
CONECT    4    5   17
CONECT    5    6    6   18
CONECT    6    7    8
CONECT    7   19
CONECT    8    9   11   11
CONECT    9   10
CONECT   10   20   21   22
CONECT   11   23
END
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SMILES for HMDB0040175 (4-Ethyl-2-methoxyphenol)

CCC1=CC(OC)=C(O)C=C1
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INCHI for HMDB0040175 (4-Ethyl-2-methoxyphenol)

InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC9H12O2
Average Molecular Weight152.1904
Monoisotopic Molecular Weight152.083729628
IUPAC Name4-ethyl-2-methoxyphenol
Traditional Name4-ethylguaiacol
CAS Registry Number2785-89-9
SMILES
CCC1=CC(OC)=C(O)C=C1
InChI Identifier
InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3
InChI KeyCHWNEIVBYREQRF-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-7 °CNot Available
Boiling Point235.00 to 236.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility693.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.434 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID633
FooDB IDFDB019887
KNApSAcK IDNot Available
Chemspider ID56245
KEGG Compound IDNot Available
BioCyc IDCPD-10601
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62465
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028451
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
4-Ethyl-2-methoxyphenol → 6-(4-ethyl-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Enzyme Details
2. Sulfotransferase 1A3
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
4-Ethyl-2-methoxyphenol → (4-ethyl-2-methoxyphenyl)oxidanesulfonic aciddetails