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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:27:28 UTC
Update Date2022-03-07 02:54:52 UTC
HMDB IDHMDB0036325
Secondary Accession Numbers
  • HMDB36325
Metabolite Identification
Common NameDinorcapsaicin
DescriptionDinorcapsaicin 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. Dinorcapsaicin has been detected, but not quantified in, several different foods, such as red bell peppers (Capsicum annuum), italian sweet red peppers (Capsicum annuum), green bell peppers (Capsicum annuum), orange bell peppers (Capsicum annuum), and yellow bell peppers (Capsicum annuum). This could make dinorcapsaicin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dinorcapsaicin.
Structure
Data?1563862857
Synonyms
ValueSource
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-6-methyl-4-heptenamideHMDB
NornorcapsaicinHMDB
(4E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-6-methylhept-4-enimidateGenerator
Chemical FormulaC16H23NO3
Average Molecular Weight277.3587
Monoisotopic Molecular Weight277.167793607
IUPAC Name(4E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methylhept-4-enamide
Traditional Name(4E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methylhept-4-enamide
CAS Registry Number61229-09-2
SMILES
COC1=CC(CNC(=O)CC\C=C\C(C)C)=CC=C1O
InChI Identifier
InChI=1S/C16H23NO3/c1-12(2)6-4-5-7-16(19)17-11-13-8-9-14(18)15(10-13)20-3/h4,6,8-10,12,18H,5,7,11H2,1-3H3,(H,17,19)/b6-4+
InChI KeyUTTHCQMKBGTYNK-GQCTYLIASA-N
Chemical Taxonomy
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 DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility44.21 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP2.76ALOGPS
logP2.86ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-0.68ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity81.12 m³·mol⁻¹ChemAxon
Polarizability31.46 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+167.15931661259
DarkChem[M-H]-167.45231661259
DeepCCS[M+H]+169.53730932474
DeepCCS[M-H]-167.17930932474
DeepCCS[M-2H]-200.30230932474
DeepCCS[M+Na]+175.6330932474
AllCCS[M+H]+168.032859911
AllCCS[M+H-H2O]+164.832859911
AllCCS[M+NH4]+171.032859911
AllCCS[M+Na]+171.932859911
AllCCS[M-H]-171.032859911
AllCCS[M+Na-2H]-171.532859911
AllCCS[M+HCOO]-172.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DinorcapsaicinCOC1=CC(CNC(=O)CC\C=C\C(C)C)=CC=C1O3471.8Standard polar33892256
DinorcapsaicinCOC1=CC(CNC(=O)CC\C=C\C(C)C)=CC=C1O2302.0Standard non polar33892256
DinorcapsaicinCOC1=CC(CNC(=O)CC\C=C\C(C)C)=CC=C1O2350.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dinorcapsaicin,1TMS,isomer #1COC1=CC(CNC(=O)CC/C=C/C(C)C)=CC=C1O[Si](C)(C)C2431.4Semi standard non polar33892256
Dinorcapsaicin,1TMS,isomer #2COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C)=CC=C1O2326.3Semi standard non polar33892256
Dinorcapsaicin,2TMS,isomer #1COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C2362.4Semi standard non polar33892256
Dinorcapsaicin,2TMS,isomer #1COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C2363.1Standard non polar33892256
Dinorcapsaicin,1TBDMS,isomer #1COC1=CC(CNC(=O)CC/C=C/C(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2673.1Semi standard non polar33892256
Dinorcapsaicin,1TBDMS,isomer #2COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O2568.3Semi standard non polar33892256
Dinorcapsaicin,2TBDMS,isomer #1COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2829.9Semi standard non polar33892256
Dinorcapsaicin,2TBDMS,isomer #1COC1=CC(CN(C(=O)CC/C=C/C(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2780.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dinorcapsaicin GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9740000000-4a1934598645be75ee2a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dinorcapsaicin GC-MS (1 TMS) - 70eV, Positivesplash10-001i-9234000000-48ec467cd8a974d1c8a02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dinorcapsaicin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dinorcapsaicin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 10V, Positive-QTOFsplash10-0udi-0940000000-366485dfac8d005313242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 20V, Positive-QTOFsplash10-0udi-0900000000-be494cca8679a4f163162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 40V, Positive-QTOFsplash10-000i-4900000000-f5fdfb549e1cfe5d90f12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 10V, Negative-QTOFsplash10-004i-0390000000-2d0a405f6df662bdb58c2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 20V, Negative-QTOFsplash10-004i-1950000000-c4beec27819ab04f93c92016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 40V, Negative-QTOFsplash10-0006-9800000000-67d5e26908dcb0ede4ef2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 10V, Positive-QTOFsplash10-000i-0920000000-16392e4702b19a9ad8af2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 20V, Positive-QTOFsplash10-000i-1900000000-cc6d73a4014e3c7291bf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 40V, Positive-QTOFsplash10-000i-4900000000-948b4e80aa2317e994712021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 10V, Negative-QTOFsplash10-0006-0900000000-9c5abbde279052c9524c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 20V, Negative-QTOFsplash10-0006-7900000000-53d8e68e549d4b8ec0a02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dinorcapsaicin 40V, Negative-QTOFsplash10-0006-9300000000-152a68d25a6821a2698a2021-09-23Wishart LabView Spectrum
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
FooDB IDFDB015196
KNApSAcK IDC00057469
Chemspider ID4946648
KEGG Compound IDNot Available
BioCyc IDCPD-9330
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6442578
PDB IDNot Available
ChEBI ID172515
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1854601
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.. .