Showing metabocard for 1-(4-hydroxyphenyl)ethanol (MMDBc0033443)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:48:50 UTC
Update Date2025-10-07 16:07:59 UTC
Metabolite IDMMDBc0033443
Metabolite Identification
Common Name1-(4-hydroxyphenyl)ethanol
Description1-(4-hydroxyphenyl)ethanol is a phenolic compound classified as a secondary alcohol. Its chemical structure features a hydroxyl group (-OH) attached to a phenyl ring, which is further connected to an ethyl group, making it an important metabolite in various biochemical pathways. This compound is known for its role in the metabolism of phenolic compounds and can be synthesized through stereospecific reactions, as demonstrated by its synthesis yielding enantiomeric excesses of 81.9% and 86.0% for S-1-(4-hydroxyphenyl)ethanol and S-1-(4-hydroxyphenyl)propanol, respectively (PMID:16232469 ). In biological contexts, 1-(4-hydroxyphenyl)ethanol may participate in the metabolic pathways involving the breakdown of phenolic compounds, contributing to the detoxification processes in organisms. Its presence in various biological systems highlights its potential role in influencing metabolic functions and interactions with other biomolecules.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f8b1ca19498>

102803
  Mrv0541 02241223112D          

 10 10  0  0  1  0            999 V2000
    3.0790    1.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f8b1ca19498>

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3D SDF for #<Metabolite:0x00007f8b1ca19498>
102803
  Mrv0541 02241223112D          

 10 10  0  0  1  0            999 V2000
    3.0790    1.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033443

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O2/c1-6(9)7-2-4-8(10)5-3-7/h2-6,9-10H,1H3

> <INCHI_KEY>
PMRFBLQVGJNGLU-UHFFFAOYSA-N

> <FORMULA>
C8H10O2

> <MOLECULAR_WEIGHT>
138.1638

> <EXACT_MASS>
138.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
14.749223654064195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(1-hydroxyethyl)phenol

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.318905751666667

> <ALOGPS_LOGS>
-0.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.968135872857296

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.472929749891833

> <JCHEM_PKA_STRONGEST_BASIC>
-2.878863404007853

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
39.27360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4'-hydroxyphenyl)ethanol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f8b1ca19498>
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PDB for #<Metabolite:0x00007f8b1ca19498>
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 102803                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       5.747   3.226   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414  -3.704   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.414   2.456   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   0.916   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.747   0.146   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.080   0.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080   3.226   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747  -1.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -1.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -2.164   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2   10                                                            
CONECT    3    1    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7    3                                                            
CONECT    8    5   10                                                       
CONECT    9    6   10                                                       
CONECT   10    2    8    9                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for #<Metabolite:0x00007f8b1ca19498>
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SMILES for #<Metabolite:0x00007f8b1ca19498>
CC(O)C1=CC=C(O)C=C1
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INCHI for #<Metabolite:0x00007f8b1ca19498>
InChI=1S/C8H10O2/c1-6(9)7-2-4-8(10)5-3-7/h2-6,9-10H,1H3
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Synonyms
ValueSource
1-(4'-Hydroxyphenyl)ethanolChEBI
4-Hydroxy-alpha-methyl-benzenemethanolChEBI
4-Hydroxy-alpha-methylbenzyl alcoholChEBI
4-(1-Hydroxyethyl)phenolKegg
4-Hydroxy-a-methyl-benzenemethanolGenerator
4-Hydroxy-α-methyl-benzenemethanolGenerator
4-Hydroxy-a-methylbenzyl alcoholGenerator
4-Hydroxy-α-methylbenzyl alcoholGenerator
Molecular FormulaC8H10O2
Average Mass138.1638
Monoisotopic Mass138.068079564
IUPAC Name4-(1-hydroxyethyl)phenol
Traditional Name1-(4'-hydroxyphenyl)ethanol
CAS Registry NumberNot Available
SMILES
CC(O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H10O2/c1-6(9)7-2-4-8(10)5-3-7/h2-6,9-10H,1H3
InChI KeyPMRFBLQVGJNGLU-UHFFFAOYSA-N