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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:14:21 UTC
Update Date2022-03-07 02:54:26 UTC
HMDB IDHMDB0035283
Secondary Accession Numbers
  • HMDB35283
Metabolite Identification
Common Name1-(3,5-Dihydroxyphenyl)-2-pentadecanone
Description1-(3,5-Dihydroxyphenyl)-2-pentadecanone 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. 1-(3,5-Dihydroxyphenyl)-2-pentadecanone has been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make 1-(3,5-dihydroxyphenyl)-2-pentadecanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-(3,5-Dihydroxyphenyl)-2-pentadecanone.
Structure
Data?1563862694
Synonyms
ValueSource
5-(2-Oxopentadecyl)-1,3-benzenediolHMDB
Chemical FormulaC21H34O3
Average Molecular Weight334.4929
Monoisotopic Molecular Weight334.250794954
IUPAC Name1-(3,5-dihydroxyphenyl)pentadecan-2-one
Traditional Name1-(3,5-dihydroxyphenyl)pentadecan-2-one
CAS Registry Number209901-15-5
SMILES
CCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C21H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)14-18-15-20(23)17-21(24)16-18/h15-17,23-24H,2-14H2,1H3
InChI KeyGOWOYXJBRFHPCM-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
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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 Solubility0.0023 g/LALOGPS
logP6.77ALOGPS
logP6.92ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)9.17ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity100.12 m³·mol⁻¹ChemAxon
Polarizability42.05 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]+188.98831661259
DarkChem[M-H]-189.15131661259
DeepCCS[M+H]+193.40930932474
DeepCCS[M-H]-191.05130932474
DeepCCS[M-2H]-223.94230932474
DeepCCS[M+Na]+199.56430932474
AllCCS[M+H]+190.832859911
AllCCS[M+H-H2O]+187.932859911
AllCCS[M+NH4]+193.432859911
AllCCS[M+Na]+194.132859911
AllCCS[M-H]-191.432859911
AllCCS[M+Na-2H]-193.032859911
AllCCS[M+HCOO]-194.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(3,5-Dihydroxyphenyl)-2-pentadecanoneCCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O)=C14096.7Standard polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanoneCCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O)=C12791.5Standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanoneCCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O)=C12980.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TMS,isomer #1CCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O[Si](C)(C)C)=C12880.1Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TMS,isomer #2CCCCCCCCCCCCCC(=CC1=CC(O)=CC(O)=C1)O[Si](C)(C)C3037.3Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TMS,isomer #3CCCCCCCCCCCCC=C(CC1=CC(O)=CC(O)=C1)O[Si](C)(C)C3020.6Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TMS,isomer #1CCCCCCCCCCCCCC(=O)CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12866.6Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TMS,isomer #2CCCCCCCCCCCCCC(=CC1=CC(O)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C3012.3Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TMS,isomer #3CCCCCCCCCCCCC=C(CC1=CC(O)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2994.9Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TMS,isomer #1CCCCCCCCCCCCCC(=CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2981.9Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TMS,isomer #1CCCCCCCCCCCCCC(=CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2903.3Standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TMS,isomer #2CCCCCCCCCCCCC=C(CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2962.4Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TMS,isomer #2CCCCCCCCCCCCC=C(CC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2779.1Standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TBDMS,isomer #1CCCCCCCCCCCCCC(=O)CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C13123.8Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TBDMS,isomer #2CCCCCCCCCCCCCC(=CC1=CC(O)=CC(O)=C1)O[Si](C)(C)C(C)(C)C3296.7Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,1TBDMS,isomer #3CCCCCCCCCCCCC=C(CC1=CC(O)=CC(O)=C1)O[Si](C)(C)C(C)(C)C3277.2Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TBDMS,isomer #1CCCCCCCCCCCCCC(=O)CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C13381.7Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TBDMS,isomer #2CCCCCCCCCCCCCC(=CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3520.3Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,2TBDMS,isomer #3CCCCCCCCCCCCC=C(CC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3490.2Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TBDMS,isomer #1CCCCCCCCCCCCCC(=CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3724.2Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TBDMS,isomer #1CCCCCCCCCCCCCC(=CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3393.8Standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TBDMS,isomer #2CCCCCCCCCCCCC=C(CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3706.4Semi standard non polar33892256
1-(3,5-Dihydroxyphenyl)-2-pentadecanone,3TBDMS,isomer #2CCCCCCCCCCCCC=C(CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C3258.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uk9-2910000000-049a64edc89982cac8cb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone GC-MS (2 TMS) - 70eV, Positivesplash10-02t9-5390100000-2c4681858bd006289fdc2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 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 - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 10V, Positive-QTOFsplash10-000i-0119000000-46cda2c528566969e7102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 20V, Positive-QTOFsplash10-0i09-4923000000-2323b78dd7c7ec7e1a392016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 40V, Positive-QTOFsplash10-0006-9710000000-97b19542567bef0089242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 10V, Negative-QTOFsplash10-001i-0109000000-f018a89ad302fd624cc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 20V, Negative-QTOFsplash10-001i-0629000000-4ebc6d0113a214697ead2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 40V, Negative-QTOFsplash10-05fs-4931000000-91646c23641143f57b172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 10V, Positive-QTOFsplash10-000i-0109000000-bbcd67234f4a888a96ed2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 20V, Positive-QTOFsplash10-0ay0-4924000000-d2e146f98f78e15ece9b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 40V, Positive-QTOFsplash10-0axu-9800000000-4f7e7582111a7cfb60c82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 10V, Negative-QTOFsplash10-001i-0009000000-3b9bbceb7e7c6cb37f9a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 20V, Negative-QTOFsplash10-00e9-1905000000-4f4de8d1217c6f046db12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3,5-Dihydroxyphenyl)-2-pentadecanone 40V, Negative-QTOFsplash10-00dl-6920000000-b68325bfa56a6671d4a72021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013945
KNApSAcK IDNot Available
Chemspider ID8720122
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10544731
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.. .