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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 23:48:17 UTC
Update Date2022-03-07 02:55:47 UTC
HMDB IDHMDB0038485
Secondary Accession Numbers
  • HMDB38485
Metabolite Identification
Common Name5-Pentacosyl-1,3-benzenediol
Description5-Pentacosyl-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-Pentacosyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as rye bread, breakfast cereal, and ryes (Secale cereale) and in a lower concentration in pasta, barleys (Hordeum vulgare), and common wheats (Triticum aestivum). 5-Pentacosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as soy beans (Glycine max), common buckwheats (Fagopyrum esculentum), amaranths (Amaranthus), quinoas (Chenopodium quinoa), and triticales (X Triticosecale rimpaui). This could make 5-pentacosyl-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-Pentacosyl-1,3-benzenediol.
Structure
Data?1563863205
Synonyms
ValueSource
5-N-PentadecylresorcinolChEMBL, HMDB
5-PentacosylresorcinolHMDB
Chemical FormulaC31H56O2
Average Molecular Weight460.7751
Monoisotopic Molecular Weight460.428031036
IUPAC Name5-pentacosylbenzene-1,3-diol
Traditional Name5-pentacosylbenzene-1,3-diol
CAS Registry Number70110-61-1
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C31H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-26-30(32)28-31(33)27-29/h26-28,32-33H,2-25H2,1H3
InChI KeyGDJMJAKVVSGNLA-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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.5e-05 g/LALOGPS
logP10.4ALOGPS
logP12.55ChemAxon
logS-7.3ALOGPS
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 Count24ChemAxon
Refractivity145.48 m³·mol⁻¹ChemAxon
Polarizability63.75 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]+223.15131661259
DarkChem[M-H]-225.23531661259
DeepCCS[M+H]+225.92130932474
DeepCCS[M-H]-222.63930932474
DeepCCS[M-2H]-257.0430932474
DeepCCS[M+Na]+233.66830932474
AllCCS[M+H]+235.732859911
AllCCS[M+H-H2O]+233.932859911
AllCCS[M+NH4]+237.332859911
AllCCS[M+Na]+237.832859911
AllCCS[M-H]-221.232859911
AllCCS[M+Na-2H]-225.232859911
AllCCS[M+HCOO]-229.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Pentacosyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C14551.5Standard polar33892256
5-Pentacosyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C13705.1Standard non polar33892256
5-Pentacosyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C13900.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Pentacosyl-1,3-benzenediol,1TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C)=C13743.7Semi standard non polar33892256
5-Pentacosyl-1,3-benzenediol,2TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C13738.1Semi standard non polar33892256
5-Pentacosyl-1,3-benzenediol,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C13986.0Semi standard non polar33892256
5-Pentacosyl-1,3-benzenediol,2TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C14235.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Pentacosyl-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-3960000000-607d4efd2520776db8472017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Pentacosyl-1,3-benzenediol GC-MS (2 TMS) - 70eV, Positivesplash10-00rl-9681030000-daa0c808d3494cc842d92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Pentacosyl-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Pentacosyl-1,3-benzenediol 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 - 5-Pentacosyl-1,3-benzenediol 10V, Positive-QTOFsplash10-03di-0011900000-63b50d970d83767c376f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 20V, Positive-QTOFsplash10-03du-1496200000-2fdea89e62299d8401ab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 40V, Positive-QTOFsplash10-052o-6589100000-a6041825d7381feb79cb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 10V, Negative-QTOFsplash10-0a4i-0000900000-256f4c517f5697fb219a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 20V, Negative-QTOFsplash10-0a4i-0000900000-6b9df6cb96d4f28afba92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 40V, Negative-QTOFsplash10-069c-0535900000-1eff51a40bfbce4167bd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 10V, Positive-QTOFsplash10-03di-1002900000-28313fa4ee449cf0971a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 20V, Positive-QTOFsplash10-03dm-7309800000-3872f85fb3eef27eaa282021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 40V, Positive-QTOFsplash10-052f-9201000000-aaf488e572bea5ef6f6e2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 10V, Negative-QTOFsplash10-0a4i-0000900000-2b7478ca1a74971f1e892021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 20V, Negative-QTOFsplash10-0a4i-0000900000-01b2551b27d8022f9e412021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Pentacosyl-1,3-benzenediol 40V, Negative-QTOFsplash10-00du-3901400000-c3f5393b87a3492eb5092021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0054 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.009 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.011 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.00710 +/- 0.00390 uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.00720 +/- 0.00420 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.00549 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00567 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00690 +/- 0.00320 uMAdult (>18 years old)Female
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID696
FooDB IDFDB017853
KNApSAcK IDNot Available
Chemspider ID136954
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155463
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .