Showing Compound Card for Butyroamide (CDB005660)

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Record Information
Version1.0
Created at2020-04-27 16:42:58 UTC
Updated at2021-01-04 18:49:05 UTC
CannabisDB IDCDB005660
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameButyroamide
DescriptionButyroamide or Butyramide, also known as N-butanamide, belongs to the class of organic compounds known as fatty acid amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, butyramide is an amide of butyric acid. Butyramide is a crystalline solid at room temperature and is a nutty tasting compound. In contrast to butyric acid, it has no unpleasant or rancid smell. Butyramide can be found in cheeses. It has been shown to inhibit DNA synthesis in hepatoma cells and exhibit various growth inhibitory effects (PMID: 8476205 ). Butyramide is a constituent of cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Butanoic acid, amideChEBI
ButyramidChEBI
ButyrylamideChEBI
C3H7C(O)NH2ChEBI
N-ButanamideChEBI
N-ButylamideChEBI
N-ButyramideChEBI
N-C3H7C(O)NH2ChEBI
Butanoate, amideGenerator
ButanamideHMDB
Butanimidic acidHMDB
Chemical FormulaC4H9NO
Average Molecular Weight87.12
Monoisotopic Molecular Weight87.0684
IUPAC Namebutanamide
Traditional Namebutyramide
CAS Registry Number541-35-5
SMILES
CCCC(O)=N
InChI Identifier
InChI=1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)
InChI KeyDNSISZSEWVHGLH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentFatty amides
Alternative Parents
Substituents
  • Fatty amide
  • Primary 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
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point115 - 116 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility163 mg/mL at 15 °CNot Available
logP-0.21Not Available
Predicted Properties
PropertyValueSource
logP-0.11ALOGPS
logP0.11ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)16.96ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23.69 m³·mol⁻¹ChemAxon
Polarizability9.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSButyroamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-9000000000-0a7a584657b22254012bSpectrum
Predicted GC-MSButyroamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-9000000000-0eca6ad6056e9d99a12e2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-8d19ba5c849dd71e9f552016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5d9ed5fdd5f033d01d272016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-8eaa392a1fd75490f0db2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-9000000000-3a0d3ac9af6de28745682016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-76f7e3debe07de7cbcf82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-9000000000-64c195eaa3ea3d1f608a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-f36a9ace843ae2e9f73c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-00dbcef465bf69423cf02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-cac7a5f55f0489e13d412021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9000000000-d2789779a3587ef6a7062021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-90726b17dc36e29c52992021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0033870
DrugBank IDDB02121
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012058
KNApSAcK IDC00043175
Chemspider ID10464
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkButanamide
METLIN IDNot Available
PubChem Compound10927
PDB IDBMD
ChEBI ID50724
References
General References
  1. Lea MA, Xiao Q, Sadhukhan A, Sharma S, Newmark HL: Butyramide and monobutyrin: growth inhibitory and differentiating agents. Anticancer Res. 1993 Jan-Feb;13(1):145-9. [PubMed:8476205 ]