Showing metabocard for Taurolithocholic acid 3-sulfate (BMDB0002580)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:00:53 UTC
Update Date2020-04-22 15:11:10 UTC
BMDB IDBMDB0002580
Secondary Accession Numbers
  • BMDB02580
Metabolite Identification
Common NameTaurolithocholic acid 3-sulfate
DescriptionTaurolithocholic acid 3-sulfate, also known as 3alpha-sulfatolithocholyltaurine or SLCT-3-sulfate, belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety. Based on a literature review a significant number of articles have been published on Taurolithocholic acid 3-sulfate.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(3alpha-Sulfato-5beta-cholan-24-oyl)-2'-aminoethanesulfonateChEBI
3alpha-SulfatolithocholyltaurineChEBI
SLCT-3-SulfateChEBI
Taurolithocholate 3-sulfateChEBI
Taurolithocholate sulfateChEBI
TLC-SChEBI
(3a-Sulfato-5b-cholan-24-oyl)-2'-aminoethanesulfonateGenerator
(3a-Sulfato-5b-cholan-24-oyl)-2'-aminoethanesulfonic acidGenerator
(3a-Sulphato-5b-cholan-24-oyl)-2'-aminoethanesulphonateGenerator
(3a-Sulphato-5b-cholan-24-oyl)-2'-aminoethanesulphonic acidGenerator
(3alpha-Sulfato-5beta-cholan-24-oyl)-2'-aminoethanesulfonic acidGenerator
(3alpha-Sulphato-5beta-cholan-24-oyl)-2'-aminoethanesulphonateGenerator
(3alpha-Sulphato-5beta-cholan-24-oyl)-2'-aminoethanesulphonic acidGenerator
(3Α-sulfato-5β-cholan-24-oyl)-2'-aminoethanesulfonateGenerator
(3Α-sulfato-5β-cholan-24-oyl)-2'-aminoethanesulfonic acidGenerator
(3Α-sulphato-5β-cholan-24-oyl)-2'-aminoethanesulphonateGenerator
(3Α-sulphato-5β-cholan-24-oyl)-2'-aminoethanesulphonic acidGenerator
3a-SulfatolithocholyltaurineGenerator
3a-SulphatolithocholyltaurineGenerator
3alpha-SulphatolithocholyltaurineGenerator
3Α-sulfatolithocholyltaurineGenerator
3Α-sulphatolithocholyltaurineGenerator
SLCT-3-Sulfuric acidGenerator
SLCT-3-SulphateGenerator
SLCT-3-Sulphuric acidGenerator
Taurolithocholate 3-sulphateGenerator
Taurolithocholic acid 3-sulfuric acidGenerator
Taurolithocholic acid 3-sulphuric acidGenerator
Taurolithocholate sulphateGenerator
Taurolithocholic acid sulfuric acidGenerator
Taurolithocholic acid sulphuric acidGenerator
Taurolithocholic acid 3-sulphateHMDB
Taurolithocholic acid sulfateHMDB
Taurolithocholic acid sulphateHMDB
Taurolithocholic acid 3-sulfateChEBI
Chemical FormulaC26H45NO8S2
Average Molecular Weight563.767
Monoisotopic Molecular Weight563.258658801
IUPAC Name2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid
Traditional Name2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid
CAS Registry Number15324-65-9
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)CCC(=O)NCCS(O)(=O)=O
InChI Identifier
InChI=1S/C26H45NO8S2/c1-17(4-9-24(28)27-14-15-36(29,30)31)21-7-8-22-20-6-5-18-16-19(35-37(32,33)34)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23H,4-16H2,1-3H3,(H,27,28)(H,29,30,31)(H,32,33,34)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
InChI KeyHSNPMXROZIQAQD-GBURMNQMSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentTaurinated bile acids and derivatives
Alternative Parents
Substituents
  • Taurinated bile acid
  • Sulfated steroid skeleton
  • Fatty amide
  • N-acyl-amine
  • Sulfuric acid monoester
  • Sulfate-ester
  • Fatty acyl
  • Sulfuric acid ester
  • Alkyl sulfate
  • Organic sulfuric acid or derivatives
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Alkanesulfonic acid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.12ALOGPS
logP1.24ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)-1.6ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area147.07 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity139.08 m³·mol⁻¹ChemAxon
Polarizability61.47 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001s-0122960000-7322e2c8b4da02bf9e0aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0000900000-4d1082945d64455a6eabView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900340000-82769bc714a44b90e5d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900200000-44fc18bc9bafc7c398f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-7911100000-5bfee268d4d671bbc025View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-3100490000-7c2e69684854500bbe5fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-5201920000-f65c49dc30c74c2b1eb9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0089-9303100000-f4bac240298f8ba5004fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000590000-1b81180dda2f5166dc7fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0219500000-ec90bdc61d5b63c6bb94View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p9-4279200000-8776b4d5f63c61813c12View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000090000-baf7d898c278a1ba0a12View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ot-9000050000-c8bf230c02d78676120cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01qa-9000030000-78391f8c8560da71030eView in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002580
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023028
KNApSAcK IDNot Available
Chemspider ID389078
KEGG Compound IDC03642
BioCyc IDTAUROLITHOCHOLATE-SULFATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6716
PubChem Compound440071
PDB IDNot Available
ChEBI ID17864
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available