Record Information
Version1.0
Creation date2010-04-08 22:11:42 UTC
Update date2018-05-29 01:17:26 UTC
Primary IDFDB015199
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNordihydrocapsaicin
DescriptionNordihydrocapsaicin 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. Nordihydrocapsaicin is an extremely weak basic (essentially neutral) compound (based on its pKa). Nordihydrocapsaicin is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers, red bell peppers, and pepper (c. annuum) and in a lower concentration in orange bell peppers, green bell peppers, and pepper (c. frutescens). Nordihydrocapsaicin has also been detected, but not quantified in, herbs and spices and italian sweet red peppers. This could make nordihydrocapsaicin a potential biomarker for the consumption of these foods.
CAS Number28789-35-7
Structure
Thumb
Synonyms
SynonymSource
N-((4-H Ydroxy-3-methoxyphenyl)methyl)-7-methyl-octanamideKegg
7-Methyl nordihydrocapsaicinHMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)-7-methyl-octanamideHMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide, 9ciHMDB
NordihydrocapsacinHMDB
7-methyl nordihydrocapsaicinbiospider
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide, 9CIdb_source
Nordihydrocapsaicindb_source
Octanamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-7-methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP3.85ALOGPS
logP3.67ChemAxon
logS-4ALOGPS
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 Count9ChemAxon
Refractivity84.6 m³·mol⁻¹ChemAxon
Polarizability34.35 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC17H27NO3
IUPAC nameN-[(4-hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide
InChI IdentifierInChI=1S/C17H27NO3/c1-13(2)7-5-4-6-8-17(20)18-12-14-9-10-15(19)16(11-14)21-3/h9-11,13,19H,4-8,12H2,1-3H3,(H,18,20)
InChI KeyVQEONGKQWIFHMN-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(CNC(=O)CCCCCC(C)C)=CC=C1O
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
  • Fatty acyl
  • Fatty amide
  • N-acyl-amine
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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 69.59%; H 9.27%; N 4.77%; O 16.36%DFC
Melting PointMp 60-61°DFC
Boiling PointNot Available
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
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9640000000-3871bb96b69d2739de97JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0f6x-9343000000-f1cfb2ff65932798e65aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0930000000-60430aef9c68c490ba73JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-385b7852c874b3cdd611JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-4900000000-259a3bed23b06b519d14JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0390000000-8c0c3a713f8fd8b81d33JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-0950000000-c619e8fddd2c823a8eb1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-7900000000-d570a865813f7e0704f4JSpectraViewer
ChemSpider ID147689
ChEMBL IDNot Available
KEGG Compound IDC20216
Pubchem Compound ID168836
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID1052
DrugBank IDNot Available
HMDB IDHMDB36328
CRC / DFC (Dictionary of Food Compounds) IDBJS95-L:JYQ57-C
EAFUS IDNot Available
Dr. Duke IDNORDIHYDROCAPSAICIN
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 IDSNot Available
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).