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Record Information
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:40:19 UTC
Secondary Accession Numbers
  • HMDB01425
Metabolite Identification
Common 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.
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
Estrogenic substancesHMDB
Estrone hydrogen sulfateHMDB
Estrone hydrogen sulphateHMDB
Estrone 3-sulfateHMDB
Estrone 3-sulphateHMDB
Estrone sulfate sodiumHMDB
Estrone sulphate sodiumHMDB
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
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[²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid
Traditional NameOgen
CAS Registry Number481-97-0
InChI Identifier
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
  • 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
Physiological effect

Health effect:


Route of exposure:


Biological location:


Naturally occurring process:


Industrial application:

Biological role:

Physical Properties
Experimental Molecular Properties
Melting Point254.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
Water Solubility0.0059 g/LALOGPS
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
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
AllCCS[M-H]-ExperimentalNot Available188.854
DarkChem[M+H]+PredictedNot Available183.65431661259
DarkChem[M-H]-PredictedNot Available175.39731661259
AllCCS[M+H]+PredictedNot Available182.1132859911
AllCCS[M-H]-PredictedNot Available182.89832859911

Retention Indices


Not Available


Not Available


Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-1195000000-45f680d267db2b386dfb2017-09-01View Spectrum


Spectrum TypeDescriptionSplash KeyDeposition DateView
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, Positivesplash10-0udi-0019000000-d7902d7f420476e65a842021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-2189000000-15572bc45f5db3a69da12021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gx1-6693000000-29c27e485a34d776e4122021-09-07View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Epidermis
  • Intestine
  • Kidney
  • Liver
  • Ovary
  • Placenta
  • Platelet
  • Testis
Normal Concentrations
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0051 +/- 0.00045 uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.0004 uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.0026 +/- 0.00017 uMAdult (>18 years old)MaleNormal details
BloodDetected and Quantified0.0027 +/- 0.00022 uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.00197 +/- 0.00107 uMAdult (>18 years old)MaleNormal details
BloodDetected and Quantified0.0012 +/- 0.00049 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0008 (0.00015-0.0014) umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified0.0022 (0.00095-0.0035) umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BloodDetected and Quantified0.002 (0.0014-0.003) uMAdult (>18 years old)MaleObesity details
BloodDetected and Quantified0.00220-0.0150 uMAdult (>18 years old)MaleX-linked ichthyosis details
Associated Disorders and Diseases
Disease References
  1. Brind J, Strain G, Miller L, Zumoff B, Vogelman J, Orentreich N: Obese men have elevated plasma levels of estrone sulfate. Int J Obes. 1990 Jun;14(6):483-6. [PubMed:2401584 ]
X-linked ichthyosis
  1. Lykkesfeldt G, Bennett P, Lykkesfeldt AE, Micic S, Moller S, Svenstrup B: Abnormal androgen and oestrogen metabolism in men with steroid sulphatase deficiency and recessive X-linked ichthyosis. Clin Endocrinol (Oxf). 1985 Oct;23(4):385-93. [PubMed:3864567 ]
Associated OMIM IDs
DrugBank IDDB04574
Phenol Explorer Compound IDNot Available
FooDB IDFDB021804
KNApSAcK IDNot Available
Chemspider ID2272513
KEGG Compound IDC02538
BioCyc IDNot Available
BiGG ID40054
Wikipedia LinkEstrone sulfate
PubChem Compound3001028
PDB IDNot Available
ChEBI ID17474
Food Biomarker OntologyNot Available
MarkerDB IDMDB00000323
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. Choi HY, Hobkirk R: Chromatofocusing of mammalian estrone sulfate sulfohydrolase activity. J Steroid Biochem. 1986 Dec;25(6):985-9. [PubMed:3467142 ]
  2. Sherstha R, McKinley C, Russ P, Scherzinger A, Bronner T, Showalter R, Everson GT: Postmenopausal estrogen therapy selectively stimulates hepatic enlargement in women with autosomal dominant polycystic kidney disease. Hepatology. 1997 Nov;26(5):1282-6. [PubMed:9362373 ]
  3. Gniot-Szulzycka J, Jakubowska A: Oestrone sulphate sulphohydrolase activity in nuclear envelopes from human placenta cell nuclei. Acta Biochim Pol. 1991;38(1):7-16. [PubMed:1796709 ]
  4. Fredricsson B, Carlstrom K, Kjessler B, Lindstedt J, Ploen L, Ritzen M, de la Torre B: Incomplete androgen insensitivity: asymmetry in morphology and steroid profile and metabolism of the gonads. An analysis of a case. Acta Endocrinol (Copenh). 1985 Dec;110(4):564-71. [PubMed:4090916 ]
  5. Fuchikami H, Satoh H, Tsujimoto M, Ohdo S, Ohtani H, Sawada Y: Effects of herbal extracts on the function of human organic anion-transporting polypeptide OATP-B. Drug Metab Dispos. 2006 Apr;34(4):577-82. Epub 2006 Jan 13. [PubMed:16415120 ]
  6. Milewich L, Sontheimer RD, Herndon JH Jr: Steroid sulfatase activity in epidermis of acne-prone and non-acne-prone skin of patients with acne vulgaris. Arch Dermatol. 1990 Oct;126(10):1312-4. [PubMed:2145810 ]
  7. Stewart JD, Lou Y, Squires EJ, Coussens PM: Using human microarrays to identify differentially expressed genes associated with increased steroidogenesis in boars. Anim Biotechnol. 2005;16(2):139-51. [PubMed:16335808 ]
  8. Ekaratanawong S, Anzai N, Jutabha P, Miyazaki H, Noshiro R, Takeda M, Kanai Y, Sophasan S, Endou H: Human organic anion transporter 4 is a renal apical organic anion/dicarboxylate exchanger in the proximal tubules. J Pharmacol Sci. 2004 Mar;94(3):297-304. [PubMed:15037815 ]
  9. Creidi P, Faivre B, Agache P, Richard E, Haudiquet V, Sauvanet JP: Effect of a conjugated oestrogen (Premarin) cream on ageing facial skin. A comparative study with a placebo cream. Maturitas. 1994 Oct;19(3):211-23. [PubMed:7799828 ]
  10. Satoh H, Yamashita F, Tsujimoto M, Murakami H, Koyabu N, Ohtani H, Sawada Y: Citrus juices inhibit the function of human organic anion-transporting polypeptide OATP-B. Drug Metab Dispos. 2005 Apr;33(4):518-23. Epub 2005 Jan 7. [PubMed:15640378 ]
  11. Bomba-Opon DA, Niesluchowska-Frydrych B, Szucka-May H, Kaminski P, Marianowski L: [Effects of oral administration of estrogen replacement therapy in surgical menopause]. Ginekol Pol. 2001 Dec;72(12A):1377-82. [PubMed:11883282 ]
  12. Craddock AL, Love MW, Daniel RW, Kirby LC, Walters HC, Wong MH, Dawson PA: Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter. Am J Physiol. 1998 Jan;274(1 Pt 1):G157-69. [PubMed:9458785 ]
  13. AvRuskin TW, Krishnan N, Juan CS: Congenital adrenal hypoplasia and male pseudohermaphroditism due to DAX1 mutation, SF1 mutation or neither: a patient report. J Pediatr Endocrinol Metab. 2004 Aug;17(8):1125-32. [PubMed:15379426 ]
  14. Matsushima S, Maeda K, Kondo C, Hirano M, Sasaki M, Suzuki H, Sugiyama Y: Identification of the hepatic efflux transporters of organic anions using double-transfected Madin-Darby canine kidney II cells expressing human organic anion-transporting polypeptide 1B1 (OATP1B1)/multidrug resistance-associated protein 2, OATP1B1/multidrug resistance 1, and OATP1B1/breast cancer resistance protein. J Pharmacol Exp Ther. 2005 Sep;314(3):1059-67. Epub 2005 May 18. [PubMed:15901800 ]
  15. Michaud DS, Manson JE, Spiegelman D, Barbieri RL, Sepkovic DW, Bradlow HL, Hankinson SE: Reproducibility of plasma and urinary sex hormone levels in premenopausal women over a one-year period. Cancer Epidemiol Biomarkers Prev. 1999 Dec;8(12):1059-64. [PubMed:10613337 ]


General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in catalytic activity
Specific function:
May be essential for the correct composition of cartilage and bone matrix during development. Has no activity toward steroid sulfates
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of estradiol and estrone. May play a role in the regulation of estrogen receptor activity by metabolizing free estradiol. Maximally sulfates beta-estradiol and estrone at concentrations of 20 nM. Also sulfates dehydroepiandrosterone, pregnenolone, ethinylestradiol, equalenin, diethylstilbesterol and 1-naphthol, at significantly higher concentrations; however, cortisol, testosterone and dopamine are not sulfated.
Gene Name:
Uniprot ID:
Molecular weight:
Phosphoadenosine phosphosulfate + Estrone → Adenosine 3',5'-diphosphate + Estrone sulfatedetails
General function:
Involved in catalytic activity
Specific function:
Conversion of sulfated steroid precursors to estrogens during pregnancy.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in transport
Specific function:
Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc
Gene Name:
Uniprot ID:
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General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent high affinity transport of organic anions such as the thyroid hormones thyroxine (T4) and rT3. Other potential substrates, such as triiodothyronine (T3), 17-beta-glucuronosyl estradiol, estrone-3-sulfate and sulfobromophthalein (BSP) are transported with much lower efficiency
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in transmembrane transport
Specific function:
Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:
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Molecular weight: