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Showing Compound Caffeic acid 4-O-sulphate (FDB031320)

Record Information
Version1.0
Creation date2016-01-06 21:27:26 UTC
Update date2018-01-25 19:56:17 UTC
Primary IDFDB031320
Secondary Accession Numbers
  • FDB029873
Chemical Information
FooDB NameCaffeic acid 4-O-sulphate
DescriptionCaffeic acid 4-sulfate, also known as caffeate 4-sulphate or caffeic acid 4-sulphuric acid, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Caffeic acid 4-sulfate is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Caffeic acid 4-sulfate can be found primarily in blood and urine. Within the cell, caffeic acid 4-sulfate is primarily located in the cytoplasm. It can also be found in the extracellular space.
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Caffeate 4-O-sulfateGenerator
Caffeate 4-O-sulphateGenerator
Caffeic acid 4-O-sulfuric acidGenerator
Caffeic acid 4-O-sulphuric acidGenerator
Caffeate 4-sulfateHMDB
Caffeate 4-sulphateHMDB
Caffeic acid 4-sulfuric acidHMDB
Caffeic acid 4-sulphuric acidHMDB
(2E)-3-[3-Hydroxy-4-(sulfooxy)phenyl]prop-2-enoateHMDB
(2E)-3-[3-Hydroxy-4-(sulphooxy)phenyl]prop-2-enoateHMDB
(2E)-3-[3-Hydroxy-4-(sulphooxy)phenyl]prop-2-enoic acidHMDB
(2E)-3-[3-Hydroxy-4-(sulfooxy)phenyl]-2-propenoic acidHMDB
(e)-Caffeic acid 4-O-sulfateHMDB
(e)-Caffeic acid 4-O-sulphateHMDB
(e)-Caffeic acid 4-sulfateHMDB
(e)-Caffeic acid 4-sulphateHMDB
(e)-Caffeic acid sulfateHMDB
(e)-Caffeic acid sulphateHMDB
3-[3-Hydroxy-4-(sulfooxy)phenyl]-2-propenoic acidHMDB
Caffeic acid 4-O-sulphateHMDB
Caffeic acid 4-sulfateHMDB
Caffeic acid 4-sulphateHMDB
Caffeic acid sulfateHMDB
Caffeic acid sulphateHMDB
Caffeic acid-4'-sulfateHMDB
Caffeic acid-4'-sulphateHMDB
Caffeic acid-4’-sulfateHMDB
Caffeic acid-4’-sulphateHMDB
trans-Caffeic acid 4-O-sulfateHMDB
trans-Caffeic acid 4-O-sulphateHMDB
trans-Caffeic acid 4-sulfateHMDB
trans-Caffeic acid 4-sulphateHMDB
trans-Caffeic acid sulfateHMDB
trans-Caffeic acid sulphateHMDB
Caffeic acid 4-O-sulfateHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.73 g/LALOGPS
logP-0.36ALOGPS
logP1.7ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)-2.4ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.01 m³·mol⁻¹ChemAxon
Polarizability22.62 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H8O7S
IUPAC name(2E)-3-[3-hydroxy-4-(sulfooxy)phenyl]prop-2-enoic acid
InChI IdentifierInChI=1S/C9H8O7S/c10-7-5-6(2-4-9(11)12)1-3-8(7)16-17(13,14)15/h1-5,10H,(H,11,12)(H,13,14,15)/b4-2+
InChI KeySNVAIAITQIIEMQ-DUXPYHPUSA-N
Isomeric SMILESOC(=O)\C=C\C1=CC(O)=C(OS(O)(=O)=O)C=C1
Average Molecular Weight260.221
Monoisotopic Molecular Weight259.9990733
Classification
Description Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid or derivatives
  • Hydroxycinnamic acid
  • Phenylsulfate
  • Arylsulfate
  • Phenoxy compound
  • Styrene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCaffeic acid 4-sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03xu-1690000000-2099aa56bc17d6f8dfbcSpectrum
Predicted GC-MSCaffeic acid 4-sulfate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-5029000000-f3ae7ef7834ca7b22d7dSpectrum
Predicted GC-MSCaffeic acid 4-sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCaffeic acid 4-sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-6d7405df313b60db279d2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03xu-1980000000-2ff5233a16c02db10ab42017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0690-8910000000-6a92b09121121f341ba82017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-895e0889ba62c427ad9e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-0950000000-c8670832bae0b366e1c72017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03e9-4900000000-539439543f38aa9043572017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0980000000-3dc7f107fbc65c3318a12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0920000000-89701f174df8154819af2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-0900000000-55d19e06bcffd3a501792021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-2459f93a8b832017b2ba2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-7290000000-2342a5604ec0a33d21d92021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-b206397b87a65fe63d412021-09-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference