Showing metabocard for Tyrosol (MMDBc0000603)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:50:54 UTC
Update Date2024-09-27 19:26:18 UTC
Metabolite IDMMDBc0000603
Metabolite Identification
Common NameTyrosol
DescriptionTyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375 ). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9b7a600>


  Mrv1652304272018112D          

 10 10  0  0  0  0            999 V2000
   -1.0154    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    0.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444   -0.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -0.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0154   -0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.9030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3009    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279    0.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9b7a600>

HMDB0004284
     RDKit          3D
Tyrosol
 20 20  0  0  0  0  0  0  0  0999 V2000
    2.6008    1.3348   -0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919    0.0174   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -0.8370    0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -0.4005    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.5171    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    0.8980    0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859    0.3689   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7135    0.7832   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8775   -0.5492   -1.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -0.9263   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    1.9174   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -0.3908   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4372   -0.1487   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9703   -0.9321    1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -1.8602   -0.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    0.9603    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255    1.6099    1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908    0.2343    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -0.9472   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843   -1.6492   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9b7a600>


  Mrv1652304272018112D          

 10 10  0  0  0  0            999 V2000
   -1.0154    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    0.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444   -0.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -0.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0154   -0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.9030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3009    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279    0.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000603

> <DATABASE_NAME>
MIME

> <SMILES>
OCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2

> <INCHI_KEY>
YCCILVSKPBXVIP-UHFFFAOYSA-N

> <FORMULA>
C8H10O2

> <MOLECULAR_WEIGHT>
138.1638

> <EXACT_MASS>
138.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.852126354348522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-hydroxyethyl)phenol

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
1.1909919319999998

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.974912510505817

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.20403264247904

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4009234189336803

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
39.60980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tyrosol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00005645c9b7a600>

HMDB0004284
     RDKit          3D
Tyrosol
 20 20  0  0  0  0  0  0  0  0999 V2000
    2.6008    1.3348   -0.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919    0.0174   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -0.8370    0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -0.4005    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.5171    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    0.8980    0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3859    0.3689   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7135    0.7832   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8775   -0.5492   -1.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -0.9263   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    1.9174   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -0.3908   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4372   -0.1487   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9703   -0.9321    1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -1.8602   -0.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    0.9603    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255    1.6099    1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908    0.2343    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -0.9472   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843   -1.6492   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
M  END
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PDB for #<Metabolite:0x00005645c9b7a600>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -1.895   0.624   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.229   1.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.563   0.624   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.563  -0.916   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.229  -1.686   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.895  -0.916   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.897  -1.686   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.562   1.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.772   0.624   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.105   1.394   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00005645c9b7a600>

COMPND    HMDB0004284
HETATM    1  O1  UNL     1       2.601   1.335  -0.171  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.592   0.017  -0.544  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.638  -0.837   0.255  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.238  -0.400   0.148  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.275   0.517   1.041  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.594   0.898   0.903  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.386   0.369  -0.113  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.713   0.783  -0.214  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.877  -0.549  -1.008  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.546  -0.926  -0.860  1.00  0.00           C  
HETATM   11  H1  UNL     1       2.396   1.917  -0.967  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.620  -0.391  -0.328  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.437  -0.149  -1.624  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.970  -0.932   1.315  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.715  -1.860  -0.171  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.291   0.960   1.847  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.025   1.610   1.580  1.00  0.00           H  
HETATM   18  H8  UNL     1      -4.391   0.234   0.307  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.506  -0.947  -1.787  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.184  -1.649  -1.583  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3   12   13
CONECT    3    4   14   15
CONECT    4    5    5   10
CONECT    5    6   16
CONECT    6    7    7   17
CONECT    7    8    9
CONECT    8   18
CONECT    9   10   10   19
CONECT   10   20
END
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SMILES for #<Metabolite:0x00005645c9b7a600>

OCCC1=CC=C(O)C=C1
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INCHI for #<Metabolite:0x00005645c9b7a600>

InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2
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Synonyms
ValueSource
4-HydroxybenzeneethanolChEBI
4-HydroxyphenylethanolChEBI
p-Hydroxyphenethyl alcoholChEBI
2-(4-Hydroxyphenyl)ethanolHMDB
2-(p-Hydroxyphenyl)ethanolHMDB
4-(2-Hydroxyethyl)phenolHMDB
4-Hydroxyphenethyl alcoholHMDB
4-Hydroxyphenylethyl alcoholHMDB
b-(4-Hydroxyphenyl)ethanolHMDB
b-(P-Hydroxyphenyl)ethanolHMDB
beta-(4-Hydroxyphenyl)ethanolHMDB, MeSH
beta-(p-Hydroxyphenyl)ethanolHMDB
P-Hydroxyphenylethyl alcoholHMDB
P-ThyrosolHMDB
p-TyrosolHMDB, MeSH
Para-hydroxyphenylethanolMeSH, HMDB
P-HydroxyphenylethanolMeSH, HMDB
N-TyrosolMeSH, HMDB
2-(4-Hydroxyphenyl)ethyl alcoholHMDB
TyrosolHMDB
p-(2-Hydroxyethyl)phenolHMDB
p-HPEAHMDB
β-(4-Hydroxyphenyl)ethanolHMDB
β-(p-Hydroxyphenyl)ethanolHMDB
2-(3',4'-dihydroxyphenyl)ethanolHMDB
2-(4'-Hydroxyphenyl)ethanolHMDB
4-Hydroxyphenyl alcoholHMDB
Molecular FormulaC8H10O2
Average Mass138.1638
Monoisotopic Mass138.068079564
IUPAC Name4-(2-hydroxyethyl)phenol
Traditional Nametyrosol
CAS Registry NumberNot Available
SMILES
OCCC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2
InChI KeyYCCILVSKPBXVIP-UHFFFAOYSA-N