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Showing metabocard for N-Methylbenzylamine (HMDB0303384)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 01:29:28 UTC
Update Date2021-09-24 01:29:29 UTC
HMDB IDHMDB0303384
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Methylbenzylamine
DescriptionN-methylbenzylamine, also known as N-benzyl methyl ammonium or N-benzyl-N-methylamine, is a member of the class of compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine. N-methylbenzylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa). N-methylbenzylamine can be found in carrot and wild carrot, which makes N-methylbenzylamine a potential biomarker for the consumption of these food products. This compound may be prepared by the reductive amination of acetophenone under various standard conditions for this type of reaction. One major route for this chemical uses the Mignonac reaction, a one-pot protocol using hydrogen gas as the reducing agent: The Leuckart reaction, using ammonium formate, is another method for this transformation .
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0303384 (N-Methylbenzylamine)


  Mrv0541 02241216462D          

  9  9  0  0  0  0            999 V2000
    0.4121    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    1.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for HMDB0303384 (N-Methylbenzylamine)

HMDB0303384
     RDKit          3D
N-Methylbenzylamine
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.2762   -0.4425   -0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.7642   -0.0772 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999    0.4076   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    0.2091   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634   -1.0254   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263   -1.0784   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.0355   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124    1.2630   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    1.3483   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -1.1937   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -0.2969    1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    0.5090   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852   -1.5389    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117    1.0392    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671    1.0104   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -1.8889   -0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8030   -2.0661   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -0.0455   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1000    2.1677   -0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053    2.3505   -0.1103 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
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
M  END
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3D SDF for HMDB0303384 (N-Methylbenzylamine)


  Mrv0541 02241216462D          

  9  9  0  0  0  0            999 V2000
    0.4121    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    1.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303384

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11N/c1-9-7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3

> <INCHI_KEY>
RIWRFSMVIUAEBX-UHFFFAOYSA-N

> <FORMULA>
C8H11N

> <MOLECULAR_WEIGHT>
121.1796

> <EXACT_MASS>
121.089149357

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
14.425183913810551

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzyl(methyl)amine

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
1.5315946456666667

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.696983553887062

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
39.306

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methylbenzylamine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0303384 (N-Methylbenzylamine)

HMDB0303384
     RDKit          3D
N-Methylbenzylamine
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.2762   -0.4425   -0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.7642   -0.0772 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999    0.4076   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    0.2091   -0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634   -1.0254   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263   -1.0784   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    0.0355   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124    1.2630   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    1.3483   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -1.1937   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -0.2969    1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    0.5090   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852   -1.5389    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117    1.0392    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671    1.0104   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -1.8889   -0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8030   -2.0661   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -0.0455   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1000    2.1677   -0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053    2.3505   -0.1103 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
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
M  END
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PDB for HMDB0303384 (N-Methylbenzylamine)

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  C   UNK     0       0.769   2.694   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.001   1.924   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.001   0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.615  -0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.615  -1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.615  -2.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001  -1.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.001  -0.384   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.615   0.384   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0303384 (N-Methylbenzylamine)

COMPND    HMDB0303384
HETATM    1  C1  UNL     1       3.276  -0.442  -0.045  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.886  -0.764  -0.077  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.100   0.408  -0.087  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.355   0.209  -0.121  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.963  -1.025  -0.144  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.326  -1.078  -0.174  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.147   0.035  -0.183  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.512   1.263  -0.159  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.149   1.348  -0.128  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.943  -1.194  -0.471  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.579  -0.297   1.015  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.461   0.509  -0.562  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.585  -1.539   0.498  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.412   1.039   0.786  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.367   1.010  -0.997  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.321  -1.889  -0.138  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.803  -2.066  -0.193  1.00  0.00           H  
HETATM   18  H9  UNL     1      -4.227  -0.045  -0.207  1.00  0.00           H  
HETATM   19  H10 UNL     1      -3.100   2.168  -0.164  1.00  0.00           H  
HETATM   20  H11 UNL     1      -0.705   2.351  -0.110  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13
CONECT    3    4   14   15
CONECT    4    5    5    9
CONECT    5    6   16
CONECT    6    7    7   17
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   20
END
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SMILES for HMDB0303384 (N-Methylbenzylamine)

CNCC1=CC=CC=C1
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INCHI for HMDB0303384 (N-Methylbenzylamine)

InChI=1S/C8H11N/c1-9-7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-Benzyl methyl ammoniumMeSH
N-Benzyl-N-methylamineMeSH
N-Methylbenzylamine hydrideMeSH
N-Methylbenzylamine acetateMeSH
N-Methylbenzylamine hydrochlorideMeSH
N-Methylbenzylamine tosylateMeSH
Chemical FormulaC8H11N
Average Molecular Weight121.1796
Monoisotopic Molecular Weight121.089149357
IUPAC Namebenzyl(methyl)amine
Traditional NameN-methylbenzylamine
CAS Registry NumberNot Available
SMILES
CNCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H11N/c1-9-7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3
InChI KeyRIWRFSMVIUAEBX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylmethylamines
Direct ParentPhenylmethylamines
Alternative Parents
Substituents
  • Phenylmethylamine
  • Benzylamine
  • Aralkylamine
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
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
logP1.28ALOGPS
logP1.53ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)9.7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.31 m³·mol⁻¹ChemAxon
Polarizability14.43 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]+119.48132859911
AllCCS[M+Na]+130.12832859911
AllCCS[M+NH4]+128.82532859911
AllCCS[M-H]-126.50532859911
AllCCS[M+Na-2H]-128.65232859911
AllCCS[M+HCOO]-131.06132859911
DeepCCS[M+H]+124.03230932474
DeepCCS[M-H]-121.31330932474
DeepCCS[M-2H]-157.86930932474
DeepCCS[M+Na]+132.64630932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Methylbenzylamine,1TMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C1261.3Semi standard non polar33892256
N-Methylbenzylamine,1TMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C1214.5Standard non polar33892256
N-Methylbenzylamine,1TMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C1489.2Standard polar33892256
N-Methylbenzylamine,1TBDMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C1491.4Semi standard non polar33892256
N-Methylbenzylamine,1TBDMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C1439.7Standard non polar33892256
N-Methylbenzylamine,1TBDMS,isomer #1CN(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C1652.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
MSMass Spectrum (Electron Ionization)splash10-006x-9300000000-7c254d214538e86109512015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 10V, Positive-QTOFsplash10-00dl-8900000000-de9270666ce12cb574232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 20V, Positive-QTOFsplash10-006x-9400000000-45450e4c5fe82ba6028f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 40V, Positive-QTOFsplash10-0006-9000000000-24a1c3fcc9e2a099f2dc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 10V, Negative-QTOFsplash10-00di-1900000000-bb7a329c97c807dac2ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 20V, Negative-QTOFsplash10-00di-4900000000-b85439528f827b5465342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 40V, Negative-QTOFsplash10-004i-9100000000-77c4a25b7241b3f6cf292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 10V, Positive-QTOFsplash10-0006-9100000000-c42156d82ba600bca99e2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 20V, Positive-QTOFsplash10-0006-9000000000-fecdff3f6d28d5b3a1142021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 40V, Positive-QTOFsplash10-0006-9000000000-0edb5fba8f0db7cb03652021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 10V, Negative-QTOFsplash10-00di-0900000000-300e5678301fe5e998c42021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 20V, Negative-QTOFsplash10-00dl-5900000000-894801c8decc862dbb4d2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Methylbenzylamine 40V, Negative-QTOFsplash10-004l-9000000000-50c9254116af455a97a22021-10-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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 IDFDB012647
KNApSAcK IDC00056002
Chemspider ID7386
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available