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Showing metabocard for 2,3,5-Trimethylphenol (HMDB0302561)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 18:43:50 UTC
Update Date2021-09-23 18:43:50 UTC
HMDB IDHMDB0302561
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,3,5-Trimethylphenol
Description2,3,5-trimethylphenol, also known as 1-hydroxy-2,3,5-trimethylbenzene or isopseudocumenol, is a member of the class of compounds known as ortho cresols. Ortho cresols are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. 2,3,5-trimethylphenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2,3,5-trimethylphenol can be synthesized from 1,2,4-trimethylbenzene. 2,3,5-trimethylphenol can also be synthesized into 2,3,5-trimethylphenyl methylcarbamate. 2,3,5-trimethylphenol can be found in arabica coffee, which makes 2,3,5-trimethylphenol a potential biomarker for the consumption of this food product.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0302561 (2,3,5-Trimethylphenol)


  Mrv0541 02241221392D          

 10 10  0  0  0  0            999 V2000
    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 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
    1.4289    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
    0.0000    0.0000    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    1.2375    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0302561 (2,3,5-Trimethylphenol)

HMDB0302561
     RDKit          3D
2,3,5-Trimethylphenol
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.0904   -0.6114   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655   -0.1944   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6642   -1.1443   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -0.7891   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846   -1.8346   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241    0.5199    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4167    0.9105    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418    1.4873    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    2.8147    0.1776 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3123    1.1391   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.9016    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -1.5301   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7264    0.1918   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9773   -2.1799   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749   -2.7116    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -2.2328   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.5889    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7356    0.9987    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571    1.9522   -0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462    0.2833   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077    3.5074    0.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    1.9137    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  5 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
M  END
Download

3D SDF for HMDB0302561 (2,3,5-Trimethylphenol)


  Mrv0541 02241221392D          

 10 10  0  0  0  0            999 V2000
    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 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
    1.4289    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
    0.0000    0.0000    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    1.2375    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302561

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(C)=C(C)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3

> <INCHI_KEY>
OGRAOKJKVGDSFR-UHFFFAOYSA-N

> <FORMULA>
C9H12O

> <MOLECULAR_WEIGHT>
136.191

> <EXACT_MASS>
136.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.99103913646379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5-trimethylphenol

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
3.209944662333333

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.574450407062228

> <JCHEM_PKA_STRONGEST_BASIC>
-5.464205081948784

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
43.1625

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,5-trimethylphenol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0302561 (2,3,5-Trimethylphenol)

HMDB0302561
     RDKit          3D
2,3,5-Trimethylphenol
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.0904   -0.6114   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655   -0.1944   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6642   -1.1443   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -0.7891   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846   -1.8346   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241    0.5199    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4167    0.9105    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418    1.4873    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    2.8147    0.1776 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3123    1.1391   -0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.9016    0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -1.5301   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7264    0.1918   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9773   -2.1799   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749   -2.7116    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -2.2328   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.5889    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7356    0.9987    1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571    1.9522   -0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462    0.2833   -0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077    3.5074    0.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    1.9137    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  5 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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PDB for HMDB0302561 (2,3,5-Trimethylphenol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   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       1.334  -0.770   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       0.000   1.540   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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    4                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0302561 (2,3,5-Trimethylphenol)

COMPND    HMDB0302561
HETATM    1  C1  UNL     1       3.090  -0.611  -0.189  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.666  -0.194  -0.095  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.664  -1.144  -0.098  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.683  -0.789  -0.011  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.685  -1.835  -0.020  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.024   0.520   0.079  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.417   0.911   0.170  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.042   1.487   0.084  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.428   2.815   0.178  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.312   1.139  -0.003  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.509  -0.902   0.800  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.129  -1.530  -0.844  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.726   0.192  -0.583  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.977  -2.180  -0.171  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.275  -2.712   0.559  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.794  -2.233  -1.071  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.670  -1.589   0.335  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.736   0.999   1.250  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.557   1.952  -0.233  1.00  0.00           H  
HETATM   20  H10 UNL     1      -3.146   0.283  -0.321  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.308   3.507   0.180  1.00  0.00           H  
HETATM   22  H12 UNL     1       2.075   1.914   0.003  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3   10
CONECT    3    4   14
CONECT    4    5    6    6
CONECT    5   15   16   17
CONECT    6    7    8
CONECT    7   18   19   20
CONECT    8    9   10   10
CONECT    9   21
CONECT   10   22
END
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SMILES for HMDB0302561 (2,3,5-Trimethylphenol)

CC1=CC(C)=C(C)C(O)=C1
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INCHI for HMDB0302561 (2,3,5-Trimethylphenol)

InChI=1S/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-Hydroxy-2,3,5-trimethylbenzeneChEBI
IsopseudocumenolChEBI
Chemical FormulaC9H12O
Average Molecular Weight136.191
Monoisotopic Molecular Weight136.088815006
IUPAC Name2,3,5-trimethylphenol
Traditional Name2,3,5-trimethylphenol
CAS Registry NumberNot Available
SMILES
CC1=CC(C)=C(C)C(O)=C1
InChI Identifier
InChI=1S/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3
InChI KeyOGRAOKJKVGDSFR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassCresols
Direct ParentOrtho cresols
Alternative Parents
Substituents
  • O-cresol
  • M-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.73ALOGPS
logP3.21ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.57ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.16 m³·mol⁻¹ChemAxon
Polarizability15.99 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+124.31332859911
AllCCS[M+H-H2O]+119.57232859911
AllCCS[M+Na]+130.01732859911
AllCCS[M+NH4]+128.73932859911
AllCCS[M-H]-124.37432859911
AllCCS[M+Na-2H]-126.00832859911
AllCCS[M+HCOO]-127.8632859911
DeepCCS[M+H]+133.74130932474
DeepCCS[M-H]-129.91130932474
DeepCCS[M-2H]-167.52530932474
DeepCCS[M+Na]+143.06530932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 10V, Positive-QTOFsplash10-000i-0900000000-11dc079713fe4f8a30e52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 20V, Positive-QTOFsplash10-000i-2900000000-643b5cb3158513fa0e942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 40V, Positive-QTOFsplash10-0uxu-9200000000-db6bd8d7be6c21152ee92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 10V, Negative-QTOFsplash10-000i-0900000000-a6e89cf53591b1cabeda2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 20V, Negative-QTOFsplash10-000i-0900000000-a7ec12fa15ec82f59e742016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 40V, Negative-QTOFsplash10-00kr-9800000000-10d502c51c239d8d9c632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 10V, Positive-QTOFsplash10-000i-1900000000-c593e37b1039ac05d6312021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 20V, Positive-QTOFsplash10-05n3-8900000000-fcf4b4762198263612992021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 40V, Positive-QTOFsplash10-00ou-9100000000-221cf92e6021f92d9faa2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 10V, Negative-QTOFsplash10-000i-0900000000-3d153ee27562ca42735c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 20V, Negative-QTOFsplash10-000i-1900000000-fe95d0b9f19c32fdc3392021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,5-Trimethylphenol 40V, Negative-QTOFsplash10-014i-9500000000-005a661b5116bc59af272021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
FooDB IDFDB005153
KNApSAcK IDNot Available
Chemspider ID12244
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12769
PDB IDNot Available
ChEBI ID38570
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1160891
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available