Record Information
Version1.0
Creation date2010-04-08 22:14:28 UTC
Update date2019-11-26 03:17:42 UTC
Primary IDFDB019617
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMacamide B
DescriptionMacamide B belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, macamide b is considered to be a fatty amide. Based on a literature review a small amount of articles have been published on Macamide B.
CAS Number74058-71-2
Structure
Thumb
Synonyms
SynonymSource
Macamide 1ChEBI
N-(Phenylmethyl)-hexadecanamideChEBI
N-BenzylpalmitamideChEBI
N-BenzylhexadecanamideHMDB, MeSH
Macamide Bdb_source
Predicted Properties
PropertyValueSource
Water Solubility4.5e-05 g/LALOGPS
logP6.3ALOGPS
logP7.4ChemAxon
logS-6.9ALOGPS
pKa (Strongest Acidic)16.04ChemAxon
pKa (Strongest Basic)-0.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity108.42 m³·mol⁻¹ChemAxon
Polarizability45.95 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC23H39NO
IUPAC nameN-benzylhexadecanamide
InChI IdentifierInChI=1S/C23H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-23(25)24-21-22-18-15-14-16-19-22/h14-16,18-19H,2-13,17,20-21H2,1H3,(H,24,25)
InChI KeyMLGPKWUKOQAAGI-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCC(=O)NCC1=CC=CC=C1
Average Molecular Weight345.5619
Monoisotopic Molecular Weight345.303164875
Classification
Description Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentN-acyl amines
Alternative Parents
Substituents
  • Benzenoid
  • N-acyl-amine
  • Monocyclic benzene moiety
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 79.94%; H 11.37%; N 4.05%; O 4.63%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 208 (log e 4.03) (MeOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMacamide B, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9440000000-c8750b4360e2115b67b8Spectrum
Predicted GC-MSMacamide B, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMacamide B, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3914000000-c2666f3d52538fd74ff5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3910000000-97770dfdb2721cb5993cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9400000000-29478044d0aa09a6c947Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0129000000-608f3c8b91491f46ceb1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0kbf-4798000000-a4254086cc42b2188b05Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9220000000-05d1d71216aa437474e3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1109000000-0a8912e012c3b7e69f80Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052g-9646000000-941dc7f70e8bace01052Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-76eac38f5fe9412b67f1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0009000000-ba83796456dc359f70f5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1019000000-75e38d6c833c24d21c79Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9500000000-8ad9131913cad146f23eSpectrum
NMRNot Available
ChemSpider ID9373838
ChEMBL IDCHEMBL2415102
KEGG Compound IDNot Available
Pubchem Compound ID11198769
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39954
CRC / DFC (Dictionary of Food Compounds) IDGXZ18-W:OXV76-C
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSHCW69-R:MCM43-K
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference