Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:40:02 UTC
Update Date2022-03-07 02:52:46 UTC
HMDB IDHMDB0030956
Secondary Accession Numbers
  • HMDB30956
Metabolite Identification
Common Name5-Nonadecyl-1,3-benzenediol
Description5-Nonadecyl-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-Nonadecyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as breakfast cereal, rye bread, and ryes (Secale cereale) and in a lower concentration in barleys (Hordeum vulgare), pasta, and common wheats (Triticum aestivum). 5-Nonadecyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as corns (Zea mays), common buckwheats (Fagopyrum esculentum), soy beans (Glycine max), millets (Panicum miliaceum), and teffs (Eragrostis tef). This could make 5-nonadecyl-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-Nonadecyl-1,3-benzenediol.
Structure
Data?1563862063
Synonyms
ValueSource
5-N-NonadecylresorcinolChEMBL, HMDB
1,3-Dihydroxy-5-nonadecylbenzeneHMDB
5-(N-Nonadecyl)resorcinolHMDB, MeSH
5-NonadecylresorcinolHMDB
Chemical FormulaC25H44O2
Average Molecular Weight376.6157
Monoisotopic Molecular Weight376.334130652
IUPAC Name5-nonadecylbenzene-1,3-diol
Traditional Name5-nonadecylbenzene-1,3-diol
CAS Registry Number35176-46-6
SMILES
CCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C25H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-20-24(26)22-25(27)21-23/h20-22,26-27H,2-19H2,1H3
InChI KeyPUNOCEUUYUXUGR-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

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point96.5 - 97.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.5e-05 g/LALOGPS
logP9.33ALOGPS
logP9.88ChemAxon
logS-6.6ALOGPS
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 Count18ChemAxon
Refractivity117.88 m³·mol⁻¹ChemAxon
Polarizability50.87 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]+202.00531661259
DarkChem[M-H]-202.86631661259
DeepCCS[M+H]+204.95430932474
DeepCCS[M-H]-202.40530932474
DeepCCS[M-2H]-235.60730932474
DeepCCS[M+Na]+211.29730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Nonadecyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C14010.3Standard polar33892256
5-Nonadecyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C13151.2Standard non polar33892256
5-Nonadecyl-1,3-benzenediolCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C13260.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Nonadecyl-1,3-benzenediol,1TMS,isomer #1CCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C)=C13139.1Semi standard non polar33892256
5-Nonadecyl-1,3-benzenediol,2TMS,isomer #1CCCCCCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C13110.4Semi standard non polar33892256
5-Nonadecyl-1,3-benzenediol,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C13386.1Semi standard non polar33892256
5-Nonadecyl-1,3-benzenediol,2TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C13603.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Nonadecyl-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-4950000000-0971630a3afff6ca791e2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Nonadecyl-1,3-benzenediol GC-MS (2 TMS) - 70eV, Positivesplash10-0a4i-9441030000-5eba0dade69a4b847a732017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Nonadecyl-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol , positive-QTOFsplash10-014i-0542900000-0c1113b3bdce0976d62b2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 10V, Positive-QTOFsplash10-004i-0119000000-27cadb197a6ccebccc512016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 20V, Positive-QTOFsplash10-004i-2694000000-fa511b7dcdecb3eb6fad2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 40V, Positive-QTOFsplash10-052f-6392000000-0e2eb7d97a9732725d8f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 10V, Negative-QTOFsplash10-004i-0009000000-1e517052741d01c55bcf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 20V, Negative-QTOFsplash10-004i-0009000000-7b7183112a47337f17f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 40V, Negative-QTOFsplash10-0a5c-1639000000-3588d254bf11ae33775f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 10V, Positive-QTOFsplash10-004i-1029000000-0c04fe47385b3c43f0f12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 20V, Positive-QTOFsplash10-056r-7449000000-b57b9041874a45b97d082021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 40V, Positive-QTOFsplash10-052f-9200000000-0c2d2b381d759c1a1f0c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 10V, Negative-QTOFsplash10-004i-0009000000-60343567f11c22b952f12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 20V, Negative-QTOFsplash10-004i-0009000000-55f16655ee664553206b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Nonadecyl-1,3-benzenediol 40V, Negative-QTOFsplash10-00dr-3914000000-98fb3c1d0240e2c1ec482021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0201 +/- 0.0134 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.0141 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0142 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0176 +/- 0.00880 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.0123 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.02 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.022 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0193 +/- 0.0122 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 IDNot Available
FooDB IDFDB002935
KNApSAcK IDNot Available
Chemspider ID142155
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound161858
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.. .