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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 23:51:04 UTC
Update Date2019-07-23 06:26:52 UTC
HMDB IDHMDB0038530
Secondary Accession Numbers
  • HMDB38530
Metabolite Identification
Common Name5-Heptadecyl-1,3-benzenediol
Description5-Heptadecyl-1,3-benzenediol, also known as 5-N-heptadecylresorcinol, 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. 5-Heptadecyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Heptadecyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as rye bread, ryes, and breakfast cereals and in a lower concentration in barley, pasta, and common wheats. 5-Heptadecyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as tartary buckwheats, teffs, common buckwheats, quinoa, and triticales. This could make 5-heptadecyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
Data?1563863212
Synonyms
ValueSource
5-N-HeptadecylresorcinolHMDB
5-Heptadecylbenzene-1,3-diolHMDB
5-HeptadecylresorcinolHMDB
Chemical FormulaC23H40O2
Average Molecular Weight348.5625
Monoisotopic Molecular Weight348.302830524
IUPAC Name5-heptadecylbenzene-1,3-diol
Traditional Name5-heptadecylbenzene-1,3-diol
CAS Registry Number41442-57-3
SMILES
CCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C23H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h18-20,24-25H,2-17H2,1H3
InChI KeyBBGNINPPDHJETF-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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point91 - 93 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00018 g/LALOGPS
logP8.79ALOGPS
logP8.99ChemAxon
logS-6.3ALOGPS
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 Count16ChemAxon
Refractivity108.68 m³·mol⁻¹ChemAxon
Polarizability46.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-5941000000-d13e6df10977cf890439Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00b9-9532300000-bf19d242220c6a1c2a04Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0119000000-b6398e0c57ef84e31175Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-4894000000-d37e771201705766d43eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-8591000000-f747f4616c1ca2eba49eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-2cf6b2642f5e5530239aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-89a27fd58f54720b53afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ae9-2869000000-330ae90be36002cdc7eaSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0109 +/- 0.00610 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.00505 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0053 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00920 +/- 0.00430 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.005 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.006 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.006 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0105 +/- 0.00570 uMAdult (>18 years old)FemaleNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID692
FooDB IDFDB017915
KNApSAcK IDNot Available
Chemspider ID158044
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound181700
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .