Showing metabocard for Estrone sulfate (BMDB0001425)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:45:47 UTC
Update Date2020-06-04 18:59:39 UTC
MCDB ID BMDB0001425
Secondary Accession Numbers
  • BMDB01425
Metabolite Identification
Common NameEstrone sulfate
DescriptionEstrone sulfate, also known as evex or conestoral, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Estrone sulfate exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Estrone sulfate exists in all living organisms, ranging from bacteria to humans. Estrone sulfate and adenosine 3',5'-diphosphate can be biosynthesized from estrone and phosphoadenosine phosphosulfate through its interaction with the enzyme estrogen sulfotransferase. In cattle, estrone sulfate is involved in the metabolic pathway called the estrone metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphateChEBI
Estrone hydrogen sulfateChEBI
Estrone sulphateChEBI
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfateGenerator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfuric acidGenerator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphuric acidGenerator
Estrone hydrogen sulfuric acidGenerator
Estrone hydrogen sulphateGenerator
Estrone hydrogen sulphuric acidGenerator
Estrone sulfuric acidGenerator
Estrone sulphuric acidGenerator
ConestoralHMDB
Estrogenic substancesHMDB
EstroneHMDB
Estrone hydrogen sulfateHMDB
Estrone hydrogen sulphateHMDB
Estrone 3-sulfateHMDB
Estrone 3-sulphateHMDB
Estrone sulfate sodiumHMDB
Estrone sulphate sodiumHMDB
Estrone-3-sulfateHMDB
Estrone-3-sulphateHMDB
PremarinHMDB
Sodium estrone 3-monosulfateHMDB
Sodium estrone 3-monosulphateHMDB
Sodium estrone 3-sulfateHMDB
Sodium estrone 3-sulphateHMDB
Estrone sulfate, sodium saltHMDB
Potassium estrone sulfateHMDB
Sodium estrone sulfateHMDB
Estrone sulfate, ammonium saltHMDB
Oestrone sulphateHMDB
EvexHMDB
Estrone sulfate, 16-(14)C-labeledHMDB
Estrone sulfate, 14C-labeledHMDB
Estrone sulfate, potassium saltHMDB
Chemical FormulaC18H22O5S
Average Molecular Weight350.429
Monoisotopic Molecular Weight350.118794504
IUPAC Name[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid
Traditional NameOgen
CAS Registry Number481-97-0
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O
InChI Identifier
InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1
InChI KeyJKKFKPJIXZFSSB-CBZIJGRNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSulfated steroids
Direct ParentSulfated steroids
Alternative Parents
Substituents
  • Sulfated steroid skeleton
  • Estrane-skeleton
  • 17-oxosteroid
  • Oxosteroid
  • Phenanthrene
  • Arylsulfate
  • Tetralin
  • Benzenoid
  • Sulfuric acid ester
  • Sulfuric acid monoester
  • Sulfate-ester
  • Organic sulfuric acid or derivatives
  • Ketone
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point254.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.29ALOGPS
logP3.83ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)-1.7ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity89.07 m³·mol⁻¹ChemAxon
Polarizability36.64 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-1195000000-45f680d267db2b386dfb2017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0019000000-66837890a45e12ff4df52016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ul0-1298000000-be851ade10d0525131452016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-5934000000-d4c5c30541fd04c44e382016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0019000000-45855a16f86d3580ba3c2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0093000000-18cc1497d0c7397e16af2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gc0-5090000000-83bfa06ed14805d781022016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-e8b485c62cd4477fbfc92021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9003000000-98936cb1b9953748d5a92021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-7192000000-e9e53d190e852f9b5b1f2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0019000000-d7902d7f420476e65a842021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-2189000000-15572bc45f5db3a69da12021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gx1-6693000000-29c27e485a34d776e4122021-09-23View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified0.001 +/- 0.00001 uM details
Detected and Quantified0.001 +/- 0.00004 uM details
Detected and Quantified0.001 +/- 0.0001 uM details
Detected and Quantified0.001 +/- 0.00004 uM details
Detected and Quantified0.001 +/- 0.00001 uM details
Detected and Quantified0.001 +/- 0.00003 uM details
HMDB IDHMDB0001425
DrugBank IDDB04574
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021804
KNApSAcK IDNot Available
Chemspider ID2272513
KEGG Compound IDC02538
BioCyc IDNot Available
BiGG ID40054
Wikipedia LinkEstrone sulfate
METLIN ID3556
PubChem Compound3001028
PDB IDNot Available
ChEBI ID17474
References
Synthesis ReferencePrice, Wm. H. Process for the production of alkali metal estrone sulfate salts. (1959), US Patent 2917522 19591215
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tso J, Aga DS: A systematic investigation to optimize simultaneous extraction and liquid chromatography tandem mass spectrometry analysis of estrogens and their conjugated metabolites in milk. J Chromatogr A. 2010 Jul 16;1217(29):4784-95. doi: 10.1016/j.chroma.2010.05.024. Epub 2010 May 25. [PubMed:20541211 ]