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Record Information
Version3.6
Creation Date2012-09-11 18:38:40 UTC
Update Date2017-08-15 22:19:55 UTC
HMDB IDHMDB0033871
Secondary Accession Numbers
  • HMDB33871
Metabolite Identification
Common NameBenzylamine
DescriptionBenzylamine is found in apple. Benzylamine is an alkaloid from Moringa oleifera (horseradish tree) Benzylamine is the chemical compound with the formula C6H5CH2NH2. It consists of a benzyl group, C6H5CH2, attached to an amine functional group. This colorless liquid is a common precursor in organic synthesis. Benzylamine has been shown to exhibit lipolytic, antibiotic and anti-mycotic functions (PMID 18457006 , 6445750 , 8340915 ).
Structure
Thumb
Synonyms
ValueSource
(Aminomethyl)benzeneChEBI
(Phenylmethyl)amineChEBI
alpha-AminotolueneChEBI
BenzenemethanamineChEBI
MonobenzylamineChEBI
MoringineChEBI
N-BenzylamineChEBI
Omega-aminotolueneChEBI
a-AminotolueneGenerator
α-aminotolueneGenerator
.omega.-aminotolueneHMDB
1-PhenylmethanamineHMDB
1UtjHMDB
1UtnHMDB
2BzaHMDB
ABNHMDB
AminotolueneHMDB
Benzenemethanamine, 9ciHMDB
laquo omegaraquo -AminotolueneHMDB
PhenylmethanamineHMDB
Quadrapure(TM) benzylamineHMDB
Quadrapure(TM) bzaHMDB
Sumine 2005HMDB
Sumine 2006HMDB
Toluene,alpha-aminoHMDB
Benzylamine hydrobromideMeSH
Benzylamine monosulfateMeSH
Benzylamine hydrochlorideMeSH
Chemical FormulaC7H9N
Average Molecular Weight107.1531
Monoisotopic Molecular Weight107.073499293
IUPAC Namephenylmethanamine
Traditional Namebenzylamine
CAS Registry Number100-46-9
SMILES
NCC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2
InChI KeyWGQKYBSKWIADBV-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylmethylamines. These 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
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Food
Biofunction
  • Nutrient
  • anti-mycotic
  • lipolytic
Application
  • Drug
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point10 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mL at 20 °CNot Available
LogP1.09Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.71 mg/mLALOGPS
logP0.9ALOGPS
logP1.1ChemAxon
logS-1ALOGPS
pKa (Strongest Basic)9.51ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.53 m3·mol-1ChemAxon
Polarizability12.32 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-01p9-4920000000-0f4ada396b9bee541485View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0a6r-9600000000-76805d0c1bcba470e1e9View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0a6r-9500000000-3b232f493a2c14360f5fView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0a6r-9700000000-7e253eff483b8a31ec7aView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-3920000000-24949e7f9e479e44f96aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-79ff95be504a5efad264View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-79ff95be504a5efad264View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-79ff95be504a5efad264View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-864a48552fea562fc370View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-79ff95be504a5efad264View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-8427480b81d41b80571eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-10b0a2c3d32b9a216fb0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-eae6015976352ec30df3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-f5b6e01ed535982c3a2fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-546d86dcbfb4752d0739View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-f81d8a7234ccf1e8d6b7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-f49cbaea9ee4d92d9d2dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-1180a5ab497a1bedf753View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00kf-9000000000-df34f470ef53726c9f4cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-0900000000-de01e2fbc1afc209a498View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-2ea49c7261b19840449dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-4c1b78093f6f02248c71View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1029-9100000000-ae7d6de0223ba67982acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1900000000-aabc088d9596196c825aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3900000000-9f49843e6a51d164a115View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-bc7bd1bfabbb6f8aff5bView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-7ef28c10b30a125e9a04View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    UrineDetected and Quantified<1 nmol/mmol creatinineAdult (>18 years old)BothNormal details
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease ReferencesNone
    Associated OMIM IDsNone
    DrugBank IDDB02464
    DrugBank Metabolite IDNot Available
    Phenol Explorer Compound IDNot Available
    Phenol Explorer Metabolite IDNot Available
    FoodDB IDFDB012059
    KNApSAcK IDNot Available
    Chemspider ID7223
    KEGG Compound IDC15562
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkBenzylamine
    NuGOwiki LinkHMDB0033871
    METLIN IDNot Available
    PubChem Compound7504
    PDB IDABN
    ChEBI ID40538
    References
    Synthesis ReferenceNot Available
    Material Safety Data Sheet (MSDS)Download (PDF)
    General References
    1. Iffiu-Soltesz' Z, Prevot D, Gres S, Bour S, Szoko E, Knauf C, Burcelin R, Fernandez-Quintela A, Lomba A, Milagro FI, Carpene C: Influence of acute and chronic administration of benzylamine on glucose tolerance in diabetic and obese mice fed on very high-fat diet. J Physiol Biochem. 2007 Dec;63(4):305-15. [PubMed:18457006 ]
    2. Ramirez F, Shiuan D, Tu SI, Marecek JF: Differential effects on energy transduction processes by fluorescamine derivatives in rat liver mitochondria. Biochemistry. 1980 Apr 29;19(9):1928-33. [PubMed:6445750 ]
    3. Nussbaumer P, Dorfstatter G, Grassberger MA, Leitner I, Meingassner JG, Thirring K, Stutz A: Synthesis and structure-activity relationships of phenyl-substituted benzylamine antimycotics: a novel benzylbenzylamine antifungal agent for systemic treatment. J Med Chem. 1993 Jul 23;36(15):2115-20. [PubMed:8340915 ]
    4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    Enzymes

    General function:
    Involved in serine-type endopeptidase activity
    Specific function:
    Has activity against the synthetic substrates Boc-Phe- Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val- Pro-Arg-Mec. The single-chain form is more active than the two- chain form against all of these substrates
    Gene Name:
    PRSS1
    Uniprot ID:
    P07477
    Molecular weight:
    26557.9
    References
    1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
    2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
    3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
    General function:
    Involved in serine-type endopeptidase activity
    Specific function:
    Preferential cleavage:Arg-|-Xaa, Lys-|-Xaa
    Gene Name:
    PRSS2
    Uniprot ID:
    P07478
    Molecular weight:
    26487.6
    References
    1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
    2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
    3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]