Record Information
Version1.0
Creation date2010-04-08 22:05:30 UTC
Update date2020-02-24 19:10:36 UTC
Primary IDFDB002743
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name[6]-Paradol
DescriptionFrom grains of paradise (Amomum melegueta) and ginger (Zingiber officinale) Paradol is the active flavor constituent of the seeds of Guinea pepper (Aframomum melegueta). The seed is also known as Grains of paradise. Paradol has been found to have antioxidative and antitumor promoting effects. It is used in flavors as an essential oil to give spiciness. [6]-Paradol is found in alcoholic beverages, herbs and spices, and ginger.
CAS Number27113-22-0
Structure
Thumb
Synonyms
SynonymSource
6-ParadolChEMBL, HMDB, MeSH
Heptyl 4-hydroxy-3-methoxyphenethyl ketoneHMDB
[6]-GingeroneHMDB
[6]-ParadolHMDB
1-(4'-Hydroxy-3'-methoxyphenyl)-3-decanoneMeSH
(6)-ParadolMeSH
1-(4-Hydroxy-3-methoxyphenyl)-3-decanonedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP4.89ALOGPS
logP4.85ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.95ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity81.59 m³·mol⁻¹ChemAxon
Polarizability33.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC17H26O3
IUPAC name1-(4-hydroxy-3-methoxyphenyl)decan-3-one
InChI IdentifierInChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3
InChI KeyCZNLTCTYLMYLHL-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1
Average Molecular Weight278.3865
Monoisotopic Molecular Weight278.188194698
Classification
Description belongs to the class of organic compounds known as paradols. Paradols are compounds containing a paradol moiety, which is consists of a benzene ring with a decan-3-one moiety, a methoxyl group, and a hydroxyl group at positions 1,3, and 4 respectively.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentParadols
Alternative Parents
Substituents
  • Paradol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ketone
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 73.35%; H 9.41%; O 17.24%DFC
Melting PointMp 31-32°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, Positivesplash10-004i-5910000000-f2cc89b62742f866e1b8JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-6192000000-e47146113e8388a675c4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0190000000-3e82563bcd19cbc7e7a8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004r-6930000000-25e6c207caaeefb5e973JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9500000000-57ef68cf2db562646b8aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0190000000-1ad40bde2a15e9b3ac67JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1980000000-cd9e0c355c3716490093JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0553-4910000000-785a047bd1bc99289e53JSpectraViewer
ChemSpider ID85173
ChEMBL IDCHEMBL2071440
KEGG Compound IDC10482
Pubchem Compound ID94378
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30801
CRC / DFC (Dictionary of Food Compounds) IDHBF68-C:CNJ90-A
EAFUS ID1754
Dr. Duke ID6-PARADOL|PARADOL
BIGG IDNot Available
KNApSAcK IDC00002764
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1103061
SuperScent IDNot Available
Wikipedia IDParadol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSCNJ90-A:CNJ90-A
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.