Record Information
Version1.0
Creation date2011-09-21 00:23:38 UTC
Update date2015-07-21 06:57:29 UTC
Primary IDFDB023036
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameUrsodeoxycholic acid 3-sulfate
DescriptionUrsodeoxycholic acid 3-sulfate belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Ursodeoxycholic acid 3-sulfate is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number68780-73-4
Structure
Thumb
Synonyms
SynonymSource
Ursodeoxycholate 3-sulfateGenerator
Ursodeoxycholate 3-sulphateGenerator
Ursodeoxycholic acid 3-sulfuric acidGenerator
Ursodeoxycholic acid 3-sulphuric acidGenerator
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoateHMDB
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoateHMDB
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acidHMDB
(3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-OateHMDB
(3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-Oic acidHMDB
Ursodeoxycholic acid 3-sulphateHMDB
(3a,5b,7b)-7-hydroxy-3-(sulfooxy)-Cholan-24-oatehmdb
(3a,5b,7b)-7-hydroxy-3-(sulfooxy)-Cholan-24-oic acidhmdb
Ursodeoxycholic acid 3-sulfatehmdb
Ursodeoxycholic acid 3-sulfic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0049 g/LALOGPS
logP0.49ALOGPS
logP2.32ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)-1.5ChemAxon
pKa (Strongest Basic)-0.54ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity119.27 m³·mol⁻¹ChemAxon
Polarizability52.6 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC24H40O7S
IUPAC name(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid
InChI IdentifierInChI=1S/C24H40O7S/c1-14(4-7-21(26)27)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(31-32(28,29)30)12-15(23)13-20(22)25/h14-20,22,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChI KeyWHMOBEGYTDWMIG-ROKSHQGPSA-N
Isomeric SMILES[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O
Average Molecular Weight472.635
Monoisotopic Molecular Weight472.249474324
Classification
Description Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentMonohydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Monohydroxy bile acid, alcohol, or derivatives
  • Sulfated steroid skeleton
  • Hydroxysteroid
  • 7-hydroxysteroid
  • 7-alpha-hydroxysteroid
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Cyclic alcohol
  • Organic sulfuric acid or derivatives
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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-MSUrsodeoxycholic acid 3-sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0536-0667900000-f5e817c86afceff3bc92Spectrum
Predicted GC-MSUrsodeoxycholic acid 3-sulfate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-3221659000-590f9fc72ad84350b04eSpectrum
Predicted GC-MSUrsodeoxycholic acid 3-sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0002900000-abbbbfd5950c6cf2e226Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-0009200000-087c5d2f48d7160b5dbcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-1229200000-7f1303ebc6e2d806539eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0001900000-bff4b187cc87bfca1cd0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dl-2009400000-eab51a83a4551fd439fdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5a-9007100000-7432e93f953dc907a065Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0002900000-06cd8122555b78f76406Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1019200000-1a2383b307a87525bad2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-1589000000-3a790fd1e8a788615b2eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000900000-29034312137a9db3fb88Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1000900000-ade2350b3441a8a2d002Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9006400000-0a3dcf516ded28a9a1aaSpectrum
NMRNot Available
ChemSpider ID13628379
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID21252318
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02642
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