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Showing metabocard for Hydroxytyrosol (HMDB0005784)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-01-22 12:36:42 UTC
Update Date2023-02-21 17:17:07 UTC
HMDB IDHMDB0005784
Secondary Accession Numbers
  • HMDB05784
Metabolite Identification
Common NameHydroxytyrosol
DescriptionHydroxytyrosol, also known as dopet, belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Hydroxytyrosol is found, on average, in the highest concentration within olives (Olea europaea) and grape wine. Hydroxytyrosol has also been detected, but not quantified in, several different foods, such as cloves (Syzygium aromaticum), fruits, olive oil, and rapes (Brassica napus var. napus). This could make hydroxytyrosol a potential biomarker for the consumption of these foods. Hydroxytyrosol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Hydroxytyrosol.
Structure
Data?1676999827
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0005784 (Hydroxytyrosol)


  Mrv1652309261710592D          

 11 11  0  0  0  0            999 V2000
   15.9429  -28.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9409  -29.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6600  -28.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6543  -29.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3714  -28.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2296  -28.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3714  -29.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2274  -29.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7962  -28.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0829  -28.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5110  -28.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  7  4  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0005784 (Hydroxytyrosol)

HMDB0005784
     RDKit          3D
Hydroxytyrosol
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.9382   -0.6922   -0.0184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5976   -0.6889    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    0.1945   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017    0.2803   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    1.2601    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    1.3505    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492    0.4375    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769    0.5087    0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842   -0.5480   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -1.5244   -0.9896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202   -0.6137   -0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    0.1231   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1706   -1.7047    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.2852    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205    1.1737   -0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -0.3354   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    1.9693    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    2.1250    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755   -0.1198    0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -1.5279   -0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386   -1.3827   -1.3847 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  1  0
  9 11  2  0
 11  4  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
 10 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0005784 (Hydroxytyrosol)


  Mrv1652309261710592D          

 11 11  0  0  0  0            999 V2000
   15.9429  -28.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9409  -29.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6600  -28.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6543  -29.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3714  -28.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2296  -28.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3714  -29.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2274  -29.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7962  -28.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0829  -28.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5110  -28.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  7  4  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005784

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2

> <INCHI_KEY>
JUUBCHWRXWPFFH-UHFFFAOYSA-N

> <FORMULA>
C8H10O3

> <MOLECULAR_WEIGHT>
154.1632

> <EXACT_MASS>
154.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.737149641805702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-hydroxyethyl)benzene-1,2-diol

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.8874266103333335

> <ALOGPS_LOGS>
-0.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.885859929231167

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.448236457043842

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4099441681107265

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
41.5907

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxytyrosol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0005784 (Hydroxytyrosol)

HMDB0005784
     RDKit          3D
Hydroxytyrosol
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.9382   -0.6922   -0.0184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5976   -0.6889    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    0.1945   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017    0.2803   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    1.2601    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    1.3505    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492    0.4375    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769    0.5087    0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842   -0.5480   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -1.5244   -0.9896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202   -0.6137   -0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    0.1231   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1706   -1.7047    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.2852    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205    1.1737   -0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -0.3354   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    1.9693    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    2.1250    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755   -0.1198    0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -1.5279   -0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386   -1.3827   -1.3847 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  1  0
  9 11  2  0
 11  4  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
 10 20  1  0
 11 21  1  0
M  END
Download

PDB for HMDB0005784 (Hydroxytyrosol)

HEADER    PROTEIN                                 26-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-17         0                                  
HETATM    1  C   UNK     0      29.760 -53.198   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.756 -54.731   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.099 -52.427   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.088 -55.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.427 -53.194   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      28.429 -52.424   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      32.427 -54.735   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      28.424 -55.498   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      35.086 -53.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.755 -52.422   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      36.420 -52.425   0.000  0.00  0.00           O+0
CONECT    1    2    3    6                                                  
CONECT    2    1    4    8                                                  
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7   10                                                  
CONECT    6    1                                                            
CONECT    7    5    4                                                       
CONECT    8    2                                                            
CONECT    9   10   11                                                       
CONECT   10    9    5                                                       
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0005784 (Hydroxytyrosol)

COMPND    HMDB0005784
HETATM    1  O1  UNL     1       3.938  -0.692  -0.018  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.598  -0.689   0.414  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.852   0.194  -0.581  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.402   0.280  -0.229  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.085   1.260   0.612  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.418   1.351   0.944  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.349   0.438   0.435  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.677   0.509   0.752  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.884  -0.548  -0.405  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.677  -1.524  -0.990  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.520  -0.614  -0.725  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.143   0.123  -0.546  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.171  -1.705   0.333  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.551  -0.285   1.442  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.320   1.174  -0.711  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.934  -0.335  -1.567  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.656   1.969   1.004  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.783   2.125   1.605  1.00  0.00           H  
HETATM   19  H8  UNL     1      -4.376  -0.120   0.413  1.00  0.00           H  
HETATM   20  H9  UNL     1      -3.656  -1.528  -0.799  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.139  -1.383  -1.385  1.00  0.00           H  
CONECT    1    2   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5    5   11
CONECT    5    6   17
CONECT    6    7    7   18
CONECT    7    8    9
CONECT    8   19
CONECT    9   10   11   11
CONECT   10   20
CONECT   11   21
END
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SMILES for HMDB0005784 (Hydroxytyrosol)

OCCC1=CC=C(O)C(O)=C1
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INCHI for HMDB0005784 (Hydroxytyrosol)

InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3,4-DihydroxyphenylethanolChEBI
DopetChEBI
2-(3,4-Dihydroxyphenyl)ethanolMeSH
beta-3,4-Dihydroxyphenylethyl alcoholMeSH
3-HydroxytyrosolHMDB
4-(2-Hydroxyethyl)-1,2-benzenediolHMDB
2-(3'-hydroxyphenyl)ethanolHMDB
2-(3-hydroxyphenyl)ethanolHMDB
2-(3',4'-Dihydroxyphenyl)ethanolHMDB
2-(3,4-Hydroxyphenyl)ethanolHMDB
3'-HydroxytyrosolHMDB
3,4-Dihydroxyphenethyl alcoholHMDB
Homoprotocatechuyl alcoholHMDB
Chemical FormulaC8H10O3
Average Molecular Weight154.1632
Monoisotopic Molecular Weight154.062994186
IUPAC Name4-(2-hydroxyethyl)benzene-1,2-diol
Traditional Namehydroxytyrosol
CAS Registry Number10597-60-1
SMILES
OCCC1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
InChI KeyJUUBCHWRXWPFFH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassTyrosols and derivatives
Direct ParentTyrosols
Alternative Parents
Substituents
  • Tyrosol
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point355.40 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility271600 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.020 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility17.4 g/LALOGPS
logP0.13ALOGPS
logP0.89ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.59 m³·mol⁻¹ChemAxon
Polarizability15.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.78731661259
DarkChem[M-H]-129.90531661259
DeepCCS[M+H]+132.29630932474
DeepCCS[M-H]-128.46630932474
DeepCCS[M-2H]-166.11930932474
DeepCCS[M+Na]+141.65930932474
AllCCS[M+H]+133.432859911
AllCCS[M+H-H2O]+128.932859911
AllCCS[M+NH4]+137.632859911
AllCCS[M+Na]+138.832859911
AllCCS[M-H]-131.432859911
AllCCS[M+Na-2H]-132.732859911
AllCCS[M+HCOO]-134.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.91 minutes32390414
Predicted by Siyang on May 30, 20229.2085 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.95 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid67.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid894.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid292.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid85.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid161.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid65.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid315.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid277.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)318.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid638.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid227.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid841.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid184.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid227.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate514.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA306.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water243.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HydroxytyrosolOCCC1=CC=C(O)C(O)=C13036.3Standard polar33892256
HydroxytyrosolOCCC1=CC=C(O)C(O)=C11701.8Standard non polar33892256
HydroxytyrosolOCCC1=CC=C(O)C(O)=C11693.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hydroxytyrosol,1TMS,isomer #1C[Si](C)(C)OCCC1=CC=C(O)C(O)=C11768.8Semi standard non polar33892256
Hydroxytyrosol,1TMS,isomer #2C[Si](C)(C)OC1=CC=C(CCO)C=C1O1655.7Semi standard non polar33892256
Hydroxytyrosol,1TMS,isomer #3C[Si](C)(C)OC1=CC(CCO)=CC=C1O1660.2Semi standard non polar33892256
Hydroxytyrosol,2TMS,isomer #1C[Si](C)(C)OCCC1=CC=C(O[Si](C)(C)C)C(O)=C11703.1Semi standard non polar33892256
Hydroxytyrosol,2TMS,isomer #2C[Si](C)(C)OCCC1=CC=C(O)C(O[Si](C)(C)C)=C11696.3Semi standard non polar33892256
Hydroxytyrosol,2TMS,isomer #3C[Si](C)(C)OC1=CC=C(CCO)C=C1O[Si](C)(C)C1693.8Semi standard non polar33892256
Hydroxytyrosol,3TMS,isomer #1C[Si](C)(C)OCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C11741.4Semi standard non polar33892256
Hydroxytyrosol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCC1=CC=C(O)C(O)=C11973.5Semi standard non polar33892256
Hydroxytyrosol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CCO)C=C1O1904.5Semi standard non polar33892256
Hydroxytyrosol,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC(CCO)=CC=C1O1899.9Semi standard non polar33892256
Hydroxytyrosol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C12176.8Semi standard non polar33892256
Hydroxytyrosol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C12165.2Semi standard non polar33892256
Hydroxytyrosol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(CCO)C=C1O[Si](C)(C)C(C)(C)C2176.6Semi standard non polar33892256
Hydroxytyrosol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C12419.2Semi standard non polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.16 +/- 0.084 uMAdult (>18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 674 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 674 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 674 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 674 details
UrineDetected and Quantified0.163 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.0230-5.850 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.0543 umol/mmol creatinineAdult (>18 years old)Female
High risk of coronary artery disease 		details
UrineDetected and Quantified0.0924 umol/mmol creatinineAdult (>18 years old)Male
High risk of coronary artery disease 		details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB12771
Phenol Explorer Compound ID1051
FooDB IDFDB008754
KNApSAcK IDC00032635
Chemspider ID74680
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydroxytyrosol
METLIN IDNot Available
PubChem Compound82755
PDB IDNot Available
ChEBI ID68889
Food Biomarker OntologyNot Available
VMH ID34DHPE
MarkerDB IDNot Available
Good Scents IDrw1700131
References
Synthesis ReferenceVoswinckel, Hugo. Derivatives of Pyrocatechol. Berichte der Deutschen Chemischen Gesellschaft (1910), 42 4651-4.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. O'Dowd Y, Driss F, Dang PM, Elbim C, Gougerot-Pocidalo MA, Pasquier C, El-Benna J: Antioxidant effect of hydroxytyrosol, a polyphenol from olive oil: scavenging of hydrogen peroxide but not superoxide anion produced by human neutrophils. Biochem Pharmacol. 2004 Nov 15;68(10):2003-8. [PubMed:15476671 ]
  2. D'Angelo S, Ingrosso D, Migliardi V, Sorrentino A, Donnarumma G, Baroni A, Masella L, Tufano MA, Zappia M, Galletti P: Hydroxytyrosol, a natural antioxidant from olive oil, prevents protein damage induced by long-wave ultraviolet radiation in melanoma cells. Free Radic Biol Med. 2005 Apr 1;38(7):908-19. [PubMed:15749387 ]
  3. Satoh Y, Tajima K, Munekata M, Keasling JD, Lee TS: Engineering of L-tyrosine oxidation in Escherichia coli and microbial production of hydroxytyrosol. Metab Eng. 2012 Nov;14(6):603-10. doi: 10.1016/j.ymben.2012.08.002. Epub 2012 Aug 29. [PubMed:22948011 ]