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Showing Compound 5-Heptadecyl-1,3-benzenediol (FDB017915)

Record Information
Version1.0
Creation date2010-04-08 22:13:23 UTC
Update date2019-11-26 03:15:25 UTC
Primary IDFDB017915
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 found, on average, in the highest concentration within a few different foods, such as rye bread, ryes (Secale cereale), and breakfast cereal and in a lower concentration in wheat bread, pasta, and barleys (Hordeum vulgare). 5-Heptadecyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as corns (Zea mays), flour, oriental wheats (Triticum turanicum), oats (Avena sativa), and red rice (Oryza rufipogon). This could make 5-heptadecyl-1,3-benzenediol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Heptadecyl-1,3-benzenediol.
CAS Number41442-57-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1,3-Dihydroxy-5-N-heptadecylbenzeneChEBI
5-Heptadecyl-1,3-dihydroxybenzeneChEBI
5-N-HeptadecylresorcinolChEBI
5-Heptadecylbenzene-1,3-diolHMDB
5-HeptadecylresorcinolHMDB
5-heptadecylbenzene-1,3-diolbiospider
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
Chemical FormulaC23H40O2
IUPAC name5-heptadecylbenzene-1,3-diol
InChI IdentifierInChI=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
Isomeric SMILESCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
Average Molecular Weight348.5625
Monoisotopic Molecular Weight348.302830524
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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Foods

Grains:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 79.25%; H 11.57%; O 9.18%DFC
Melting PointMp 91-93°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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5-Heptadecyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00du-5941000000-d13e6df10977cf890439Spectrum
Predicted GC-MS5-Heptadecyl-1,3-benzenediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00b9-9532300000-bf19d242220c6a1c2a04Spectrum
Predicted GC-MS5-Heptadecyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5-Heptadecyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0119000000-b6398e0c57ef84e311752016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-4894000000-d37e771201705766d43e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-8591000000-f747f4616c1ca2eba49e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-2cf6b2642f5e5530239a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-89a27fd58f54720b53af2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ae9-2869000000-330ae90be36002cdc7ea2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-9951fbdc6c5a0edd22592021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-2aa1f1f009d054844e782021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dr-4943000000-9e92bec88cf67476a4ab2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1019000000-45d744025c9ae439309c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-7559000000-7f6bb7b747b6edea51c22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-19b8f9e8b1b6e3fd1fa72021-09-24View Spectrum
NMRNot Available
ChemSpider ID158044
ChEMBL IDCHEMBL497530
KEGG Compound IDNot Available
Pubchem Compound ID181700
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID692
DrugBank IDNot Available
HMDB IDHMDB38530
CRC / DFC (Dictionary of Food Compounds) IDLBS89-O:LBS89-O
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— 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.