Ferulic acid 4-sulfate (CHEM041604)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:35:15 UTC
Update Date2016-11-09 01:22:30 UTC
Accession NumberCHEM041604
Identification
Common NameFerulic acid 4-sulfate
ClassSmall Molecule
DescriptionA member of the class of cinnamic acids that is ferulic acid in which the phenolic hydrogen has been replaced by a sulfo group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ferulic acid sulfateChEBI
Ferulate sulfateGenerator
Ferulate sulphateGenerator
Ferulic acid sulfuric acidGenerator
Ferulic acid sulphuric acidGenerator
Ferulate 4-O-sulfateGenerator
Ferulate 4-O-sulphateGenerator
Ferulic acid 4-O-sulfuric acidGenerator
Ferulic acid 4-O-sulphuric acidGenerator
Ferulate 4-sulfateGenerator, HMDB, HMDB
Ferulate 4-sulphateGenerator, HMDB, HMDB
Ferulic acid 4-sulfuric acidGenerator, HMDB, HMDB
Ferulic acid 4-sulphuric acidGenerator, HMDB, HMDB
(2E)-3-[3-Methoxy-4-(sulfooxy)phenyl]-2-propenoic acidHMDB
Ferulic acid 4-O-sulfateHMDB
Ferulic acid-4'-sulfateHMDB
(E)-Ferulic acid 4-O-sulfateHMDB
(E)-Ferulic acid-4'-sulfateHMDB
trans-Ferulic acid 4-O-sulfateHMDB
trans-Ferulic acid-4'-sulfateHMDB
Ferulic acid 4-sulfateHMDB
(E)-Ferulic acid 4-O-sulphateHMDB
(E)-Ferulic acid-4'-sulphateHMDB
(E)-Ferulic acid-4’-sulfateHMDB
(E)-Ferulic acid-4’-sulphateHMDB
Ferulic acid 4-O-sulphateHMDB
Ferulic acid 4-sulphateHMDB
Ferulic acid-4'-sulphateHMDB
Ferulic acid-4’-sulfateHMDB
Ferulic acid-4’-sulphateHMDB
trans-Ferulic acid 4-O-sulphateHMDB
trans-Ferulic acid-4'-sulphateHMDB
trans-Ferulic acid-4’-sulfateHMDB
trans-Ferulic acid-4’-sulphateHMDB
Chemical FormulaC10H10O7S
Average Molecular Mass274.247 g/mol
Monoisotopic Mass274.015 g/mol
CAS Registry Number86321-29-1
IUPAC Name(2E)-3-[3-methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
Traditional Name(2E)-3-[3-methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
SMILESCOC1=C(OS(O)(=O)=O)C=CC(\C=C\C(O)=O)=C1
InChI IdentifierInChI=1S/C10H10O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2-6H,1H3,(H,11,12)(H,13,14,15)/b5-3+
InChI KeyPZPATWACAAOHTJ-HWKANZROSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acids and derivatives
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid or derivatives
  • Phenylsulfate
  • Arylsulfate
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Styrene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.42 g/LALOGPS
logP-0.32ALOGPS
logP1.2ChemAxon
logS-2.8ALOGPS
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 Count5ChemAxon
Refractivity61.5 m³·mol⁻¹ChemAxon
Polarizability24.7 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4m-1980000000-0a04a82fe28e63433e61Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00gi-6194000000-af9906ac00d0c397e1c1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-cbbeeecc312476cf7b4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056s-1790000000-c30f07543dbbb35fc47eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003r-8920000000-1c33c8ea0fa1f33c6eadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-5f31290999c27432202eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00bc-0950000000-498bb5d6540050ba1f92Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0059-4900000000-3eb0d6bf9f242cb7be06Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-31ce769cc85e2eadefcaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-6190000000-6e72be15cb6746c0823eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9400000000-adf92ccf0dc6414f1c26Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0290000000-1af5b5745da90ec7f9fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0920000000-f89ce8310fc96f9e6937Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-2900000000-277ba2ff8bec524d449eSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0029200
FooDB IDFDB029900
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4878542
ChEBI ID133508
PubChem Compound ID6305574
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21417257
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24503197
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25787755
4. Menozzi-Smarrito C, Wong CC, Meinl W, Glatt H, Fumeaux R, Munari C, Robert F, Williamson G, Barron D: First chemical synthesis and in vitro characterization of the potential human metabolites 5-o-feruloylquinic acid 4'-sulfate and 4'-O-glucuronide. J Agric Food Chem. 2011 May 25;59(10):5671-6. doi: 10.1021/jf200272m. Epub 2011 Apr 21.
5. Amin HP, Czank C, Raheem S, Zhang Q, Botting NP, Cassidy A, Kay CD: Anthocyanins and their physiologically relevant metabolites alter the expression of IL-6 and VCAM-1 in CD40L and oxidized LDL challenged vascular endothelial cells. Mol Nutr Food Res. 2015 Jun;59(6):1095-106. doi: 10.1002/mnfr.201400803. Epub 2015 Apr 30.
6. 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.
7. Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510