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Showing Compound 5-Heneicosyl-1,3-benzenediol (FDB003029)

Record Information
Version1.0
Creation date2010-04-08 22:05:37 UTC
Update date2020-02-24 19:10:40 UTC
Primary IDFDB003029
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Heneicosyl-1,3-benzenediol
Description5-Heneicosyl-1,3-benzenediol 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-Heneicosyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as breakfast cereal, rye bread, and hard wheats (Triticum durum) and in a lower concentration in wheat bread, common wheats (Triticum aestivum), and barleys (Hordeum vulgare). 5-Heneicosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as amaranths (Amaranthus), annual wild rice (Zizania aquatica), bulgur, sorghums (Sorghum bicolor), and oriental wheats (Triticum turanicum). This could make 5-heneicosyl-1,3-benzenediol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Heneicosyl-1,3-benzenediol.
CAS Number70110-59-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5-N-HeneicosylresorcinolChEMBL, HMDB
5-HeneicosylresorcinolHMDB
1,3-benzenediol, 5-heneicosyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility5.1e-05 g/LALOGPS
logP9.78ALOGPS
logP10.77ChemAxon
logS-6.9ALOGPS
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 Count20ChemAxon
Refractivity127.08 m³·mol⁻¹ChemAxon
Polarizability55.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC27H48O2
IUPAC name5-henicosylbenzene-1,3-diol
InChI IdentifierInChI=1S/C27H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-22-26(28)24-27(29)23-25/h22-24,28-29H,2-21H2,1H3
InChI KeyBLHLKJLSYHEOGY-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
Average Molecular Weight404.6688
Monoisotopic Molecular Weight404.36543078
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:

Foods

Grains:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 80.14%; H 11.96%; O 7.91%DFC
Melting PointMp 99.5-100.5°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-Heneicosyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-3960000000-607d4efd2520776db847Spectrum
Predicted GC-MS5-Heneicosyl-1,3-benzenediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0089-9561030000-f552b857fd1b301cfc80Spectrum
Predicted GC-MS5-Heneicosyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0010900000-dd0e6a49de2b69581be72016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-2392200000-4cab15d4afb0d06acdea2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-5392000000-5d575c884faed28da6922016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000900000-c420296a9b8c92ae86492016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0001900000-f0445c0f639daf11b79e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-022i-1559000000-e48fa8123ad0cd0fd6f02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000900000-82ba826e352c471b5c112021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000900000-f9d42efb8b07ad1bd8472021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dr-4904000000-bd2a2a9a8cc1efba7a302021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1011900000-a1a6c3ffafe0b016e8882021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9545500000-a4068a845e057e50a2812021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-aa30eb80510e6e9ec34f2021-09-22View Spectrum
NMRNot Available
ChemSpider ID136952
ChEMBL IDCHEMBL1795554
KEGG Compound IDNot Available
Pubchem Compound ID155461
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID691
DrugBank IDNot Available
HMDB IDHMDB31035
CRC / DFC (Dictionary of Food Compounds) IDCPZ95-V:CPZ95-V
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.