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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2013-04-09 21:17:19 UTC
Update Date2021-09-14 15:25:43 UTC
HMDB IDHMDB0059976
Secondary Accession Numbers
  • HMDB59976
Metabolite Identification
Common Name4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate
Description4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate belongs to the class of organic compounds known as sulfated fatty acids. These are fatty acids containing linked to a sulfate group linked to its tail. 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866000
Synonyms
ValueSource
4-Hydroxy-5-(4'-hydroxyphenyl)-valerate-4'-O-sulfateGenerator
4-Hydroxy-5-(4'-hydroxyphenyl)-valerate-4'-O-sulphateGenerator
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulfuric acidGenerator
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphuric acidGenerator
4-Hydroxy-5-[4-(sulfooxy)phenyl]pentanoateGenerator
4-Hydroxy-5-[4-(sulphooxy)phenyl]pentanoateGenerator
4-Hydroxy-5-[4-(sulphooxy)phenyl]pentanoic acidGenerator
Chemical FormulaC11H14O7S
Average Molecular Weight290.29
Monoisotopic Molecular Weight290.046023492
IUPAC Name4-hydroxy-5-[4-(sulfooxy)phenyl]pentanoic acid
Traditional Name4-hydroxy-5-[4-(sulfooxy)phenyl]pentanoic acid
CAS Registry NumberNot Available
SMILES
OC(CCC(O)=O)CC1=CC=C(OS(O)(=O)=O)C=C1
InChI Identifier
InChI=1S/C11H14O7S/c12-9(3-6-11(13)14)7-8-1-4-10(5-2-8)18-19(15,16)17/h1-2,4-5,9,12H,3,6-7H2,(H,13,14)(H,15,16,17)
InChI KeyGIYMZAJHBZLOGR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfated fatty acids. These are fatty acids containing linked to a sulfate group linked to its tail.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentSulfated fatty acids
Alternative Parents
Substituents
  • Phenylsulfate
  • Sulfated fatty acid
  • Arylsulfate
  • Medium-chain hydroxy acid
  • Phenoxy compound
  • Medium-chain fatty acid
  • Hydroxy fatty acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Organic sulfuric acid or derivatives
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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 Solubility0.69 g/LALOGPS
logP-1ALOGPS
logP-1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity64.81 m³·mol⁻¹ChemAxon
Polarizability27.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+165.94731661259
DarkChem[M-H]-163.86831661259
DeepCCS[M+H]+167.36130932474
DeepCCS[M-H]-165.00330932474
DeepCCS[M-2H]-197.8930932474
DeepCCS[M+Na]+173.45530932474
AllCCS[M+H]+163.632859911
AllCCS[M+H-H2O]+160.232859911
AllCCS[M+NH4]+166.632859911
AllCCS[M+Na]+167.532859911
AllCCS[M-H]-160.932859911
AllCCS[M+Na-2H]-161.232859911
AllCCS[M+HCOO]-161.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphateOC(CCC(O)=O)CC1=CC=C(OS(O)(=O)=O)C=C14339.1Standard polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphateOC(CCC(O)=O)CC1=CC=C(OS(O)(=O)=O)C=C12179.3Standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphateOC(CCC(O)=O)CC1=CC=C(OS(O)(=O)=O)C=C12526.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TMS,isomer #1C[Si](C)(C)OC(CCC(=O)O)CC1=CC=C(OS(=O)(=O)O)C=C12543.3Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TMS,isomer #2C[Si](C)(C)OC(=O)CCC(O)CC1=CC=C(OS(=O)(=O)O)C=C12502.2Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TMS,isomer #3C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CC(O)CCC(=O)O)C=C12543.4Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TMS,isomer #1C[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O)C=C1)O[Si](C)(C)C2499.7Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TMS,isomer #2C[Si](C)(C)OC(CCC(=O)O)CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C12553.3Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TMS,isomer #3C[Si](C)(C)OC(=O)CCC(O)CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C12501.2Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)O[Si](C)(C)C2492.2Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)O[Si](C)(C)C2581.3Standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TMS,isomer #1C[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C=C1)O[Si](C)(C)C3159.0Standard polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CCC(=O)O)CC1=CC=C(OS(=O)(=O)O)C=C12818.9Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCC(O)CC1=CC=C(OS(=O)(=O)O)C=C12800.9Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CC(O)CCC(=O)O)C=C12789.1Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O)C=C1)O[Si](C)(C)C(C)(C)C3055.8Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CCC(=O)O)CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C13061.0Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCC(O)CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C13034.3Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3212.3Semi standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3356.9Standard non polar33892256
4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(CC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C3296.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-2930000000-bf9c75e47c8f27d9cf8d2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate GC-MS (2 TMS) - 70eV, Positivesplash10-000i-7639100000-0bb9f6f96ca7fe28cc492017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 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 - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 10V, Positive-QTOFsplash10-00di-0090000000-a2b5f7060b0df3226fba2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 20V, Positive-QTOFsplash10-0abc-3690000000-2031686d5fdc0f1820592017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 40V, Positive-QTOFsplash10-004i-9410000000-8b7b66bb5259c2b20aca2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 10V, Negative-QTOFsplash10-000i-0090000000-e41e1fcfcff2d5e5d7612017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 20V, Negative-QTOFsplash10-059f-1690000000-2a54c0e77702dfd9855e2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 40V, Negative-QTOFsplash10-0a4l-9500000000-2095dd4483445347779b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 10V, Positive-QTOFsplash10-00fu-0090000000-0345758c622ccb58c96e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 20V, Positive-QTOFsplash10-0bvi-0390000000-9f1620159c25b22653962021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 40V, Positive-QTOFsplash10-004l-6950000000-98219e81f61ef697cd2d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 10V, Negative-QTOFsplash10-000i-0090000000-1d95eb2a11f8e000ea8c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 20V, Negative-QTOFsplash10-002r-1980000000-3a04cb67645a9e6545af2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxy-5-(4'-hydroxyphenyl)-valeric acid-4'-O-sulphate 40V, Negative-QTOFsplash10-0002-9420000000-069ec902064f93a8d9f12021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound124202068
PDB IDNot Available
ChEBI ID88683
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. van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  4. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.