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Nonivamide (FDB001066)

Record Information
Version1.0
Creation date2010-04-08 22:04:49 UTC
Update date2019-11-26 02:55:52 UTC
Primary IDFDB001066
Secondary Accession Numbers
  • FDB004680
Chemical Information
FooDB NameNonivamide
DescriptionNonivamide, also known as pseudocapsaicin or hansaplast, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Thus, nonivamide is considered to be a fatty amide. Nonivamide is a bland and odorless tasting compound. Nonivamide is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers (Capsicum annuum), red bell peppers (Capsicum annuum), and pepper (c. frutescens) and in a lower concentration in peppers (Capsicum annuum), orange bell peppers (Capsicum annuum), and green bell peppers (Capsicum annuum). Nonivamide has also been detected, but not quantified in, herbs and spices. This could make nonivamide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Nonivamide.
CAS Number2444-46-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not 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)-1.4ChemAxon
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H27NO3
IUPAC nameN-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
InChI IdentifierInChI=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
Isomeric SMILESCCCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1
Average Molecular Weight293.4012
Monoisotopic Molecular Weight293.199093735
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Carboximidic acid
  • Carboximidic acid derivative
  • Ether
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • 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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 69.59%; H 9.27%; N 4.77%; O 16.36%DFC
Melting PointNot Available
Boiling PointBp0.05 200-210°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSNonivamide, non-derivatized, GC-MS Spectrumsplash10-000i-0900000000-6f2029bbeaa0669340a0Spectrum
GC-MSNonivamide, non-derivatized, GC-MS Spectrumsplash10-000i-0900000000-6f2029bbeaa0669340a0Spectrum
Predicted GC-MSNonivamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-7920000000-cd906e25cbbe33ac1d90Spectrum
Predicted GC-MSNonivamide, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4l-9483000000-60843c2f864991f329cfSpectrum
Predicted GC-MSNonivamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-3900000000-0e1c18bae04636c6203e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-0900000000-8458eb835ff534a3139b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0076-9700000000-2a59478a1e48f1fb682f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0079-3900000000-d2e771312ae8b15c0eb82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4i-0900000000-36905c7dcb78a52a01de2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-0900000000-d045e39cc84e57890cb72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-000i-1900000000-9648421277a046c73ead2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-000i-0900000000-13d27fcfbe7bec7313742021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-000i-0900000000-7d5ea4adf9a443e85cfa2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-000i-0900000000-89b62e29d94cae1578482021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-0a4i-0900000000-bea368f052fc74b2e53a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0a4i-0900000000-831a7310ced159f2faad2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-000i-0900000000-c1069887607603f3585a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0950000000-67e561ae29f2afb297782015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-22d461bcbb8449562ea62015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-5900000000-0d2b494b9af632d043d12015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0390000000-ec9c31843d3afbcd09392015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0k9f-0940000000-709a4f4d48c16fcf87472015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-7900000000-f49d6bc681a0fe7bb4ac2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4l-0940000000-5c718c68d8c6654171322021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4900000000-326a985c62c83a12039a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-d2ec78d0636bf28260d42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000l-0950000000-d3e4a41c8ad8728aabf12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-1c17ee8d9e776e99b7222021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2900000000-1c8124772393ecc8fd3d2021-09-22View Spectrum
NMRNot Available
ChemSpider ID2891
ChEMBL IDCHEMBL75124
KEGG Compound IDNot Available
Pubchem Compound ID2998
Pubchem Substance IDNot Available
ChEBI ID46936
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29846
CRC / DFC (Dictionary of Food Compounds) IDHGT21-K:BRG13-H
EAFUS ID2700
Dr. Duke IDNONIVAMIDE|NONANOIC-ACID-VANILLYLAMIDE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1033291
SuperScent IDNot Available
Wikipedia IDNonivamide
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSBRG13-H:BRG13-H
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bland
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).