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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:01 UTC
Update Date2019-01-11 19:38:58 UTC
HMDB IDHMDB0029846
Secondary Accession Numbers
  • HMDB29846
Metabolite Identification
Common NameNonivamide
DescriptionNonivamide is found in herbs and spices. Nonivamide is an alkaloid from Capsicum species Nonivamide is a flavouring ingredient.Nonivamide is an organic compound and a capsaicinoid. It is an amide of pelargonic acid and vanillylamine. It is present in chili peppers, but is commonly manufactured synthetically. It is more heat-stable than capsaicin
Structure
Data?1547235538
Synonyms
ValueSource
Hydroxymethoxybenzyl pelargonamideChEBI
N-Nonanoyl vanillylamideChEBI
N-VanillylnonamideChEBI
N-VanillylpelargonamideChEBI
Pelargonyl vanillylamideChEBI
PseudocapsaicinChEBI
Vanillyl-N-nonylamideChEBI
4-Hydroxy-3-methoxy-N-(1-oxononyl)-benzamideHMDB
FEMA 2787HMDB
HH 50HMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)-nonanamideHMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)nonanamideHMDB
N-((Hydroxy-3-methoxyphenyl)methyl)4-nonanamideHMDB
N-(4-Hydroxy-3-methoxybenzyl)nonanamideHMDB
N-Vanillyl nonanamideHMDB
N-Vanillyl-nonanamideHMDB
N-Vanillylnonanamide, 8ciHMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-nonanamideHMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]nonanamide, 9ciHMDB
Nonanoic acid vanillylamideHMDB
Nonanoyl 4-hydroxy-3-methoxybenzylamideHMDB
Nonanoyl vanillylamideHMDB
Nonoyl vanillylamideHMDB
Nonylic acid vanillylamideHMDB
NonylvanylamideHMDB
Pelargonic acid vanillylamideHMDB
Pelargonoyl vanillylamideHMDB
PSVAHMDB
Synthetic capsaicinHMDB
Vanillyl N-nonoylamideHMDB
Vanillyl pelargonic amideHMDB
Chemical FormulaC17H27NO3
Average Molecular Weight293.4012
Monoisotopic Molecular Weight293.199093735
IUPAC NameN-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
Traditional Namenonivamide
CAS Registry Number2444-46-4
SMILES
CCCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1
InChI Identifier
InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
InChI KeyRGOVYLWUIBMPGK-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenols and derivatives
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Methoxybenzene
  • Phenylmethylamine
  • Phenol ether
  • Benzylamine
  • Anisole
  • Alkyl aryl ether
  • Fatty acyl
  • N-acyl-amine
  • Fatty amide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Ether
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.023 g/LALOGPS
logP4.05ALOGPS
logP3.82ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-0.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity84.65 m³·mol⁻¹ChemAxon
Polarizability35.07 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-0900000000-6f2029bbeaa0669340a0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-0900000000-6f2029bbeaa0669340a0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-7920000000-cd906e25cbbe33ac1d90View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a4l-9483000000-60843c2f864991f329cfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-3900000000-0e1c18bae04636c6203eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-0900000000-8458eb835ff534a3139bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0950000000-67e561ae29f2afb29778View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-22d461bcbb8449562ea6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-5900000000-0d2b494b9af632d043d1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0390000000-ec9c31843d3afbcd0939View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0k9f-0940000000-709a4f4d48c16fcf8747View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-7900000000-f49d6bc681a0fe7bb4acView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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
FoodDB IDFDB001066
KNApSAcK IDNot Available
Chemspider ID2891
KEGG Compound IDNot Available
BioCyc IDCPD-9183
BiGG IDNot Available
Wikipedia LinkNonivamide
METLIN IDNot Available
PubChem Compound2998
PDB IDNot Available
ChEBI ID46936
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .