Record Information
Version1.0
Creation date2011-04-11 15:43:46 UTC
Update date2015-07-21 06:56:14 UTC
Primary IDFDB021804
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEstrone sulfate
DescriptionEstrone sulfate is a sulfated estrone derivative. Estrone sulfate acts as a long-lived reservoir that can be converted as needed to the more active estradiol (from estrone via 17 beta-hydroxysteroid dehydrogenase). Estrone Sulfate (E1S) is the most abundant circulating estrogen in non-pregnant women as well as normal men. Estrone is primarily synthesized from estrone sulfate. Estrone is an estrogenic hormone secreted by the ovaries and adipose tissues. Estrone is one of the three estrogens found in humans. The other two are estriol and estradiol. Estrone is the least prevalent of the three. Estradiol plays a critical role on reproductive and sexual functioning in women and it also affects other organs including the bones. Estriol is an estrogen that is prevalent primarily during pregnancy. [HMDB]
CAS Number481-97-0
Structure
Thumb
Synonyms
SynonymSource
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 sulphateChEBI
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphuric acidGenerator
ConestoralHMDB
Estrogenic substancesHMDB
EstroneHMDB
Estrone hydrogen sulfateHMDB
Estrone hydrogen sulphateHMDB
Estrone 3-sulfateChEBI
Estrone 3-sulfuric acidGenerator
Estrone 3-sulphateGenerator
Estrone 3-sulphuric acidGenerator
Estrone hydrogen sulfateChEBI
Estrone hydrogen sulfuric acidGenerator
Estrone hydrogen sulphateGenerator
Estrone hydrogen sulphuric acidGenerator
Estrone O-sulfatemanual
Estrone sulfatemanual
Estrone sulfate sodiumHMDB
Estrone sulfuric acidGenerator
Estrone sulphateChEBI
Estrone sulphate sodiumHMDB
Estrone sulphuric acidGenerator
Estrone-3-sulfateHMDB
Estrone-3-sulphateHMDB
PremarinHMDB
Sodium estrone 3-monosulfateHMDB
Sodium estrone 3-monosulphateHMDB
Sodium estrone 3-sulfateHMDB
Sodium estrone 3-sulphateHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.0059 g/LALOGPS
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
Polarizability36.67 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H22O5S
IUPAC name{15-methyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-5-yl}oxidanesulfonic acid
InChI IdentifierInChI=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)
InChI KeyJKKFKPJIXZFSSB-UHFFFAOYSA-N
Isomeric SMILESCC12CCC3C(CCC4=C3C=CC(OS(O)(=O)=O)=C4)C1CCC2=O
Average Molecular Weight350.429
Monoisotopic Molecular Weight350.118794504
Classification
DescriptionThis compound 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
  • 3-sulfated steroid
  • Sulfated steroid skeleton
  • Oxosteroid
  • 17-oxosteroid
  • Estrane-skeleton
  • Phenanthrene
  • Tetralin
  • Sulfuric acid monoester
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Organic sulfuric acid or derivatives
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
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
SpectraNot Available
ChemSpider ID2272513
ChEMBL IDCHEMBL494753
KEGG Compound IDC02538
Pubchem Compound ID3001028
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB04574
HMDB IDHMDB01425
CRC / DFC (Dictionary of Food Compounds) IDHLF43-J:HJX82-S
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID40054
KNApSAcK IDNot Available
HET 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
Enzymes
NameGene NameUniProt ID
Estrogen sulfotransferaseSULT1E1P49888
Pathways
NameSMPDB LinkKEGG Link
Androgen and Estrogen MetabolismSMP00068 map00150
Sulfate/Sulfite MetabolismSMP00041 map00920
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference