Showing Compound Card for Valeramide (CDB005667)

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Record Information
Version1.0
Created at2020-04-27 16:43:39 UTC
Updated at2021-01-04 18:49:06 UTC
CannabisDB IDCDB005667
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameValeramide
DescriptionPentanamide, also known as valeramide, 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. Thus, pentanamide is considered to be a fatty acid amide molecule. Pentanamide is a monocarboxylic acid amide obtained by the formal condensation of valeric acid (or pentanoic acid) with ammonia. Pentanamide is an inhibitor of human microsomal epoxide hydrolase. It has been shown to modulate water flow out of red blood cells through urea-activated aqueous channels (PMID: 3370207 ). Pentanamide or Valeramide is a constituent of cannabis smoke ( Ref:DOI ) and is formed during the combustion of cannabis.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-ValeramideChEBI
ValeramideChEBI
PentanimidateGenerator
Chemical FormulaC5H11NO
Average Molecular Weight101.15
Monoisotopic Molecular Weight101.0841
IUPAC Namepentanimidic acid
Traditional Namepentanimidic acid
CAS Registry Number626-97-1
SMILES
CCCCC(O)=N
InChI Identifier
InChI=1S/C5H11NO/c1-2-3-4-5(6)7/h2-4H2,1H3,(H2,6,7)
InChI KeyIPWFJLQDVFKJDU-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
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.47ALOGPS
logP-1.3ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)0.32ChemAxon
pKa (Strongest Basic)13.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area44.08 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity39.23 m³·mol⁻¹ChemAxon
Polarizability11.75 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-MSValeramide, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSValeramide, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSValeramide, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSValeramide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-9000000000-92e2bc69c93e652b6639Spectrum
Predicted GC-MSValeramide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSValeramide, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSValeramide, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-QFT 5V, positivesplash10-0udi-2900000000-26eb35245a77f5c63b942020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 7V, positivesplash10-0udi-2900000000-d21113f9adaf6f9416292020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 9V, positivesplash10-0udi-2900000000-0b650833b2e49474f5472020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 5V, negativesplash10-0uxr-3900000000-ab2948194585fee59b412020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 7V, negativesplash10-0uxr-3900000000-78871caeb9590ccc5f7d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 9V, negativesplash10-0uxr-3900000000-f3629c7cacb64bbf7c222020-07-21View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0256275
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11795
KEGG Compound IDC01842
BioCyc IDCPD-586
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID16459
References
General References
  1. Toon MR, Solomon AK: Modulation of water transport in human red cells: effect of urea. Biochim Biophys Acta. 1988 May 24;940(2):266-74. doi: 10.1016/0005-2736(88)90201-5. [PubMed:3370207 ]