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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 03:38:37 UTC
Update Date2022-03-07 02:57:10 UTC
HMDB IDHMDB0041724
Secondary Accession Numbers
  • HMDB41724
Metabolite Identification
Common NameDihydroferulic acid 4-O-sulfate
DescriptionDihydroferulic acid 4-O-sulfate, also known as dihydroferulate 4-O-sulphate or dihydroferulic acid 4-sulphuric acid, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review very few articles have been published on Dihydroferulic acid 4-O-sulfate.
Structure
Data?1563863695
Synonyms
ValueSource
Dihydroferulate 4-O-sulfateGenerator
Dihydroferulate 4-O-sulphateGenerator
Dihydroferulic acid 4-O-sulfuric acidGenerator
Dihydroferulic acid 4-O-sulphuric acidGenerator
Dihydroferulate 4-sulfateHMDB
Dihydroferulate 4-sulphateHMDB
Dihydroferulic acid 4-sulfuric acidHMDB
Dihydroferulic acid 4-sulphuric acidHMDB
3-[3-Methoxy-4-(sulfooxy)phenyl]propanoateHMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoateHMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoic acidHMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulfateHMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulphateHMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulfateHMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulphateHMDB
3-(3’-methoxyphenyl)propanoic acid-4’-sulfateHMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulfateHMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulphateHMDB
3-Methoxy-4-(sulfooxy)benzenepropanoic acidHMDB
3-Methoxy-4-(sulfooxy)benzenepropionic acidHMDB
Dihydroferulic acid 4-O-sulphateHMDB
Dihydroferulic acid 4-sulfateHMDB
Dihydroferulic acid 4-sulphateHMDB
Dihydroferulic acid sulfateHMDB
Dihydroferulic acid sulphateHMDB
Dihydroferulic acid-4'-O-sulfate HMDB
Dihydroferulic acid-4'-O-sulphate HMDB
Dihydroferulic acid-4’-O-sulfate HMDB
Dihydroferulic acid-4’-O-sulphate HMDB
Dihydroferulic acid 4-O-sulfateHMDB
3-(3-Methoxyphenyl)propanoic acid-4-sulfate HMDB
Chemical FormulaC10H12O7S
Average Molecular Weight276.263
Monoisotopic Molecular Weight276.030373428
IUPAC Name3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid
Traditional Name3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid
CAS Registry Number86321-33-7
SMILES
COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1
InChI Identifier
InChI=1S/C10H12O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)
InChI KeyUMCDODPBPQMWQP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassArylsulfates
Direct ParentPhenylsulfates
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • Phenylsulfate
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid ester
  • Sulfuric acid monoester
  • Sulfate-ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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 Solubility0.58 g/LALOGPS
logP-0.55ALOGPS
logP1.12ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area110.13 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.4 m³·mol⁻¹ChemAxon
Polarizability25.17 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+164.42331661259
DarkChem[M-H]-161.81231661259
DeepCCS[M+H]+167.00930932474
DeepCCS[M-H]-164.65130932474
DeepCCS[M-2H]-197.53830932474
DeepCCS[M+Na]+173.10230932474
AllCCS[M+H]+160.232859911
AllCCS[M+H-H2O]+156.732859911
AllCCS[M+NH4]+163.432859911
AllCCS[M+Na]+164.432859911
AllCCS[M-H]-156.032859911
AllCCS[M+Na-2H]-156.232859911
AllCCS[M+HCOO]-156.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Dihydroferulic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C14058.1Standard polar33892256
Dihydroferulic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C12051.4Standard non polar33892256
Dihydroferulic acid 4-O-sulfateCOC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C12325.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dihydroferulic acid 4-O-sulfate,1TMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O2304.3Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,1TMS,isomer #2COC1=CC(CCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C2351.7Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,2TMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C2262.1Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,2TMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C2396.8Standard non polar33892256
Dihydroferulic acid 4-O-sulfate,1TBDMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O2577.7Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,1TBDMS,isomer #2COC1=CC(CCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2579.7Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,2TBDMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2765.4Semi standard non polar33892256
Dihydroferulic acid 4-O-sulfate,2TBDMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C2935.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000e-1970000000-6cc4c64a74b82b51aa092017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate GC-MS (1 TMS) - 70eV, Positivesplash10-00ei-9262000000-0bd9a4c279dfb62d17a72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate 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 - Dihydroferulic acid 4-O-sulfate 10V, Positive-QTOFsplash10-056r-0090000000-cfc0ca68bd26911258042017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Positive-QTOFsplash10-0a7j-1690000000-b472e86868e75290a97c2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Positive-QTOFsplash10-0059-9730000000-8ce57209ca5ce0fd2ec32017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Negative-QTOFsplash10-004i-0090000000-71b9edfd02002ddbcabc2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Negative-QTOFsplash10-004j-0950000000-94d7e60f5d636088e24f2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Negative-QTOFsplash10-005a-5910000000-69bd5579082db3a006c22017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Negative-QTOFsplash10-004i-0090000000-74f0858f8b9dcbe52edb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Negative-QTOFsplash10-05dj-6090000000-29d5ab55dae9a3c81e242021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Negative-QTOFsplash10-0002-9420000000-324696a6c384798848472021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Positive-QTOFsplash10-0a4i-0190000000-f78b731ab4f60f0a71d82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Positive-QTOFsplash10-004i-0920000000-242e5be5513f76de1d892021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Positive-QTOFsplash10-0019-0900000000-612194f2ccf3122c02632021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 962 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Cardiosvacular risk
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029890
KNApSAcK IDNot Available
Chemspider ID162994
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound187489
PDB IDNot Available
ChEBI ID174634
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. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
  2. Ounnas F, Prive F, Salen P, Gaci N, Tottey W, Calani L, Bresciani L, Lopez-Gutierrez N, Hazane-Puch F, Laporte F, Brugere JF, Del Rio D, Demeilliers C, de Lorgeril M: Whole Rye Consumption Improves Blood and Liver n-3 Fatty Acid Profile and Gut Microbiota Composition in Rats. PLoS One. 2016 Feb 10;11(2):e0148118. doi: 10.1371/journal.pone.0148118. eCollection 2016. [PubMed:26862900 ]
  3. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]