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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:42:17 UTC
Update Date2022-03-07 02:54:14 UTC
HMDB IDHMDB0034781
Secondary Accession Numbers
  • HMDB34781
Metabolite Identification
Common NameDihydrocapsiate
DescriptionDihydrocapsiate 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. Dihydrocapsiate has been detected, but not quantified in, several different foods, such as yellow bell peppers (Capsicum annuum), red bell peppers (Capsicum annuum), green bell peppers (Capsicum annuum), italian sweet red peppers (Capsicum annuum), and herbs and spices. This could make dihydrocapsiate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dihydrocapsiate.
Structure
Data?1563862617
Synonyms
ValueSource
Dihydrocapsiic acidGenerator
4-Hydroxy-3-methoxybenzyl 8-methylnonanoateHMDB
CapsiateMeSH, HMDB
(4-Hydroxy-3-methoxyphenyl)methyl 8-methylnonanoic acidGenerator
DihydrocapsiateMeSH
Nonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl esterMeSH
Chemical FormulaC18H28O4
Average Molecular Weight308.4125
Monoisotopic Molecular Weight308.198759384
IUPAC Name(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate
Traditional Name(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C1
InChI Identifier
InChI=1S/C18H28O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h10-12,14,19H,4-9,13H2,1-3H3
InChI KeyRBCYRZPENADQGZ-UHFFFAOYSA-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
  • Benzyloxycarbonyl
  • Methoxyphenol
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acid ester
  • Alkyl aryl ether
  • Fatty acyl
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP5ALOGPS
logP4.84ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.91ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity87.25 m³·mol⁻¹ChemAxon
Polarizability36.52 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]+176.64131661259
DarkChem[M-H]-173.99731661259
DeepCCS[M+H]+192.26230932474
DeepCCS[M-H]-189.90430932474
DeepCCS[M-2H]-222.7930932474
DeepCCS[M+Na]+198.35530932474
AllCCS[M+H]+177.832859911
AllCCS[M+H-H2O]+174.832859911
AllCCS[M+NH4]+180.532859911
AllCCS[M+Na]+181.332859911
AllCCS[M-H]-178.832859911
AllCCS[M+Na-2H]-179.732859911
AllCCS[M+HCOO]-180.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DihydrocapsiateCOC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C13649.4Standard polar33892256
DihydrocapsiateCOC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C12263.5Standard non polar33892256
DihydrocapsiateCOC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C12329.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dihydrocapsiate,1TMS,isomer #1COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O[Si](C)(C)C2429.9Semi standard non polar33892256
Dihydrocapsiate,1TBDMS,isomer #1COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2666.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrocapsiate GC-MS (Non-derivatized) - 70eV, Positivesplash10-002o-6930000000-a8af7bf1fb7e15a6f0532017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrocapsiate GC-MS (1 TMS) - 70eV, Positivesplash10-002f-9744000000-cdd2733cf19093ae6f872017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrocapsiate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydrocapsiate 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 - Dihydrocapsiate 10V, Positive-QTOFsplash10-0a4r-0915000000-8a77fc15918b6e242de52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Positive-QTOFsplash10-052r-2900000000-590003b63fe56f75bbaa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Positive-QTOFsplash10-0a4r-9700000000-ee3df9320d3e078cf9de2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Negative-QTOFsplash10-0pb9-0908000000-04737f2393bb33769ae02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Negative-QTOFsplash10-0uk9-0901000000-d9bbe3ba7113ce250e7f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Negative-QTOFsplash10-0kfx-3900000000-da5b5cc10f5b1c0d91d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Negative-QTOFsplash10-00di-0900000000-e00b2978de172bee79152021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Negative-QTOFsplash10-0umi-1900000000-364dfa6857a21aebcf002021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Negative-QTOFsplash10-0zfr-1912000000-2494cae82e5e492e546f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Positive-QTOFsplash10-052r-0900000000-bd78ef7c65375a8699602021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Positive-QTOFsplash10-0a4r-1900000000-ab69f7305319f5baab7a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Positive-QTOFsplash10-052r-4900000000-2d253908d32210ca40822021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB013334
KNApSAcK IDC00053982
Chemspider ID8049443
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9873754
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .