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Showing metabocard for 3-Methylbenzaldehyde (HMDB0029637)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:42 UTC
Update Date2023-02-21 17:18:54 UTC
HMDB IDHMDB0029637
Secondary Accession Numbers
  • HMDB29637
Metabolite Identification
Common Name3-Methylbenzaldehyde
Description3-Methylbenzaldehyde, also known as 3-tolylaldehyde, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 3-Methylbenzaldehyde exists in all living organisms, ranging from bacteria to humans. 3-Methylbenzaldehyde is a sweet, benzaldehyde, and cherry tasting compound. 3-Methylbenzaldehyde has been detected, but not quantified, in several different foods, such as sweet cherries, alcoholic beverages, garden tomato, coffee and coffee products, and tea. This could make 3-methylbenzaldehyde a potential biomarker for the consumption of these foods. A tolualdehyde compound with the methyl substituent at the 3-position.
Structure
Data?1676999934
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029637 (3-Methylbenzaldehyde)


  Mrv1652305261923582D          

  9  9  0  0  0  0            999 V2000
   -0.7009    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -0.8246    0.0000 O   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
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for HMDB0029637 (3-Methylbenzaldehyde)

HMDB0029637
     RDKit          3D
3-Methylbenzaldehyde
 17 17  0  0  0  0  0  0  0  0999 V2000
   -2.4096   -0.4972   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610    0.0097   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    1.3377    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    1.7708    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    0.9284    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2870   -0.3969    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -1.3347    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.0114    0.5643 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.8280   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -0.6505   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1951    0.2250   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6503   -1.4392   -0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6878    2.0200    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6118    2.8119    0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    1.3106    0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2202   -2.3835    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1534   -1.8728   -0.4117 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  9 17  1  0
M  END
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3D SDF for HMDB0029637 (3-Methylbenzaldehyde)


  Mrv1652305261923582D          

  9  9  0  0  0  0            999 V2000
   -0.7009    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -0.8246    0.0000 O   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
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029637

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O/c1-7-3-2-4-8(5-7)6-9/h2-6H,1H3

> <INCHI_KEY>
OVWYEQOVUDKZNU-UHFFFAOYSA-N

> <FORMULA>
C8H8O

> <MOLECULAR_WEIGHT>
120.1485

> <EXACT_MASS>
120.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.125151687039358

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbenzaldehyde

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.19916955

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.112703867404402

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
37.6832

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylbenzaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0029637 (3-Methylbenzaldehyde)

HMDB0029637
     RDKit          3D
3-Methylbenzaldehyde
 17 17  0  0  0  0  0  0  0  0999 V2000
   -2.4096   -0.4972   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610    0.0097   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    1.3377    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    1.7708    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    0.9284    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2870   -0.3969    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -1.3347    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.0114    0.5643 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.8280   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -0.6505   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1951    0.2250   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6503   -1.4392   -0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6878    2.0200    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6118    2.8119    0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    1.3106    0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2202   -2.3835    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1534   -1.8728   -0.4117 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  7 16  1  0
  9 17  1  0
M  END
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PDB for HMDB0029637 (3-Methylbenzaldehyde)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.308   2.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.308   0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.078  -0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.078  -1.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.308  -2.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.694  -1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.694  -0.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.308  -2.309   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.694  -1.539   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6                                                       
CONECT    8    4    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0029637 (3-Methylbenzaldehyde)

COMPND    HMDB0029637
HETATM    1  C1  UNL     1      -2.410  -0.497  -0.628  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.061   0.010  -0.235  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.845   1.338   0.076  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.415   1.771   0.435  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.506   0.928   0.504  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.287  -0.397   0.194  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.398  -1.335   0.248  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.560  -1.011   0.564  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.027  -0.828  -0.165  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.507  -0.651  -1.709  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.195   0.225  -0.325  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.650  -1.439  -0.052  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.688   2.020   0.028  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.612   2.812   0.684  1.00  0.00           H  
HETATM   15  H6  UNL     1       2.484   1.311   0.792  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.220  -2.383   0.002  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.153  -1.873  -0.412  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    9
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    9    9
CONECT    7    8    8   16
CONECT    9   17
END
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SMILES for HMDB0029637 (3-Methylbenzaldehyde)

CC1=CC(C=O)=CC=C1
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INCHI for HMDB0029637 (3-Methylbenzaldehyde)

InChI=1S/C8H8O/c1-7-3-2-4-8(5-7)6-9/h2-6H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-TolylaldehydeChEBI
m-MethylbenzaldehydeChEBI
m-ToluylaldehydeChEBI
m-Tolyl aldehydeChEBI
m-TolualdehydeKegg
m-Toluic aldehydeHMDB
3-MethylbenzaldehydeChEBI
Chemical FormulaC8H8O
Average Molecular Weight120.1485
Monoisotopic Molecular Weight120.057514878
IUPAC Name3-methylbenzaldehyde
Traditional Name3-methylbenzaldehyde
CAS Registry Number620-23-5
SMILES
CC1=CC(C=O)=CC=C1
InChI Identifier
InChI=1S/C8H8O/c1-7-3-2-4-8(5-7)6-9/h2-6H,1H3
InChI KeyOVWYEQOVUDKZNU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Benzoyl
  • Benzaldehyde
  • Aryl-aldehyde
  • Toluene
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point199.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1183 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.100 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.51 g/LALOGPS
logP1.99ALOGPS
logP2.2ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.68 m³·mol⁻¹ChemAxon
Polarizability13.13 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
DarkChem[M+H]+123.61231661259
DarkChem[M-H]-120.60431661259
DeepCCS[M+H]+124.00730932474
DeepCCS[M-H]-120.82130932474
DeepCCS[M-2H]-157.88730932474
DeepCCS[M+Na]+132.82230932474
AllCCS[M+H]+122.232859911
AllCCS[M+H-H2O]+117.332859911
AllCCS[M+NH4]+126.732859911
AllCCS[M+Na]+128.132859911
AllCCS[M-H]-121.132859911
AllCCS[M+Na-2H]-123.132859911
AllCCS[M+HCOO]-125.432859911

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, 2022.4.44 minutes32390414
Predicted by Siyang on May 30, 202214.794 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.71 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1661.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid565.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid212.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid376.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid237.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid570.3 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 Acid715.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)238.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1229.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid465.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1259.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid396.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid477.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate559.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA465.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water122.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-MethylbenzaldehydeCC1=CC(C=O)=CC=C11638.7Standard polar33892256
3-MethylbenzaldehydeCC1=CC(C=O)=CC=C11023.3Standard non polar33892256
3-MethylbenzaldehydeCC1=CC(C=O)=CC=C11065.6Semi standard non polar33892256
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 IDNot Available
FooDB IDFDB000807
KNApSAcK IDC00055978
Chemspider ID21168826
KEGG Compound IDC07209
BioCyc IDCPD-8774
BiGG IDNot Available
Wikipedia LinkMethylbenzaldehyde
METLIN IDNot Available
PubChem Compound12105
PDB IDNot Available
ChEBI ID28476
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1051061
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .