Record Information
Version1.0
Creation date2010-04-08 22:05:37 UTC
Update date2020-02-24 19:10:40 UTC
Primary IDFDB002998
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAdipostatin A
DescriptionAdipostatin A, also known as PDR or cardol, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. Adipostatin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Adipostatin A is found, on average, in the highest concentration within a few different foods, such as ryes, hard wheats, and common wheats and in a lower concentration in barley. Adipostatin A has also been detected, but not quantified in, several different foods, such as ginkgo nuts, cereals and cereal products, amaranths, mango, and millets. This could make adipostatin a a potential biomarker for the consumption of these foods.
CAS Number3158-56-3
Structure
Thumb
Synonyms
SynonymSource
5-N-PentadecylresorcinolChEBI
5-PentadecylresorcinolChEBI
PDRChEBI
CardolKegg
5-Pentadecyl-1,3-benzenediolHMDB
5-Pentadecyl-resorcinolHMDB
5-Pentadecylbenzene-1,3-diolHMDB
Adipostatin aChEBI
1,3-Benzenediol, 5-pentadecyl-biospider
Adipostatin Adb_source
Resorcinol, 5-pentadecyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.00038 g/LALOGPS
logP8.18ALOGPS
logP8.1ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)9.36ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity99.47 m³·mol⁻¹ChemAxon
Polarizability42.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC21H36O2
IUPAC name5-pentadecylbenzene-1,3-diol
InChI IdentifierInChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3
InChI KeyKVVSCMOUFCNCGX-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
Average Molecular Weight320.5093
Monoisotopic Molecular Weight320.271530396
Classification
Description belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentResorcinols
Alternative Parents
Substituents
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Foods

Grains:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.70%; H 11.32%; O 9.98%DFC
Melting PointMp 95.5-96° (91-92°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data278 (e 1570) (MeOH) (Derep)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-7940000000-7322618d679b7a0eb236JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-006t-9522300000-16bb864d729a6e4d99adJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0119000000-3ba8c4123cd4a06af3f3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-4943000000-fb76544b48dfc3e06a8cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9730000000-a5f8429fd68846a36dc3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-ccd816e6527bd31a5969JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0019000000-adfc3560b213593fba3dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fbd-4593000000-07b7af1734da0163ac8bJSpectraViewer
ChemSpider ID69081
ChEMBL IDNot Available
KEGG Compound IDC10809
Pubchem Compound ID76617
Pubchem Substance IDNot Available
ChEBI ID2120
Phenol-Explorer ID697
DrugBank IDNot Available
HMDB IDHMDB31009
CRC / DFC (Dictionary of Food Compounds) IDCPV68-V:CPV68-V
EAFUS IDNot Available
Dr. Duke IDCARDOL
BIGG IDNot Available
KNApSAcK IDC00002662
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 / Bioactivities
DescriptorIDDefinitionReference
anti filarialDUKE
cyclooxygenase inhibitor35544 A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.DUKE
molluscicide33904 A substance used to destroy pests of the phylum Mollusca.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
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).
— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.