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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:24 UTC
Update Date2022-03-07 02:52:47 UTC
HMDB IDHMDB0031009
Secondary Accession Numbers
  • HMDB31009
Metabolite Identification
Common NameAdipostatin A
DescriptionAdipostatin A, also known as cardol or PDR, 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 found, on average, in the highest concentration within a few different foods, such as ryes (Secale cereale), hard wheats (Triticum durum), and common wheats (Triticum aestivum) and in a lower concentration in barleys (Hordeum vulgare). Adipostatin A has also been detected, but not quantified in, several different foods, such as soy beans (Glycine max), rice (Oryza sativa), tartary buckwheats (Fagopyrum tataricum), breakfast cereal, and millets (Panicum miliaceum). This could make adipostatin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Adipostatin A.
Structure
Data?1563862070
Synonyms
ValueSource
5-N-PentadecylresorcinolChEBI
5-PentadecylresorcinolChEBI
PDRChEBI
CardolKegg
5-Pentadecyl-1,3-benzenediolHMDB
5-Pentadecyl-resorcinolHMDB
5-Pentadecylbenzene-1,3-diolHMDB
Adipostatin aChEBI
Chemical FormulaC21H36O2
Average Molecular Weight320.5093
Monoisotopic Molecular Weight320.271530396
IUPAC Name5-pentadecylbenzene-1,3-diol
Traditional Namecardol
CAS Registry Number3158-56-3
SMILES
CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=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
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point95.5 - 96 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0021 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Refractivity99.48 m³·mol⁻¹ChemAxon
Polarizability42.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+184.26431661259
DarkChem[M-H]-186.51531661259
DeepCCS[M+H]+188.32530932474
DeepCCS[M-H]-185.94430932474
DeepCCS[M-2H]-218.97730932474
DeepCCS[M+Na]+194.66830932474
AllCCS[M+H]+189.332859911
AllCCS[M+H-H2O]+186.432859911
AllCCS[M+NH4]+192.032859911
AllCCS[M+Na]+192.832859911
AllCCS[M-H]-189.732859911
AllCCS[M+Na-2H]-191.232859911
AllCCS[M+HCOO]-193.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Adipostatin ACCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C13630.5Standard polar33892256
Adipostatin ACCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C12757.2Standard non polar33892256
Adipostatin ACCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C12827.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Adipostatin A,1TMS,isomer #1CCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C)=C12751.4Semi standard non polar33892256
Adipostatin A,2TMS,isomer #1CCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12698.7Semi standard non polar33892256
Adipostatin A,1TBDMS,isomer #1CCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C12998.9Semi standard non polar33892256
Adipostatin A,2TBDMS,isomer #1CCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C13175.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Adipostatin A GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-7940000000-7322618d679b7a0eb2362017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Adipostatin A GC-MS (2 TMS) - 70eV, Positivesplash10-006t-9522300000-16bb864d729a6e4d99ad2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Adipostatin A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Adipostatin A 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 - Adipostatin A 10V, Positive-QTOFsplash10-00di-0119000000-3ba8c4123cd4a06af3f32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 20V, Positive-QTOFsplash10-05fr-4943000000-fb76544b48dfc3e06a8c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 40V, Positive-QTOFsplash10-052f-9730000000-a5f8429fd68846a36dc32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 10V, Negative-QTOFsplash10-014i-0009000000-ccd816e6527bd31a59692015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 20V, Negative-QTOFsplash10-014i-0019000000-adfc3560b213593fba3d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 40V, Negative-QTOFsplash10-0fbd-4593000000-07b7af1734da0163ac8b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 10V, Positive-QTOFsplash10-00di-0019000000-b9f26011eadbcc20b5ca2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 20V, Positive-QTOFsplash10-00di-8629000000-43ef5c0fd418054e06ce2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 40V, Positive-QTOFsplash10-052f-9200000000-b73e8ae5877366131e432021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 10V, Negative-QTOFsplash10-014i-0009000000-a90d3a3bae4a1d75273f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 20V, Negative-QTOFsplash10-014i-0009000000-94ae12de6747dfec1cb52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Adipostatin A 40V, Negative-QTOFsplash10-00dr-3931000000-891f12a7b658700943bd2021-09-24Wishart 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 ID697
FooDB IDFDB002998
KNApSAcK IDC00002662
Chemspider ID69081
KEGG Compound IDC10809
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAdipostatin_A
METLIN IDNot Available
PubChem Compound76617
PDB IDNot Available
ChEBI ID2120
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1824171
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.. .