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Estrone sulfate information


Estrone sulfate
Skeletal formula of estrone sulfate
Space-filling model of the estrone sulfate molecule
Names
IUPAC name
17-Oxoestra-1,3,5(10)-trien-3-yl hydrogen sulfate
Systematic IUPAC name
(3aS,3bR,9bS,11aS)-11a-Methyl-1-oxo-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthren-7-yl hydrogen sulfate
Other names
E1S; Oestrone sulfate; Estrone 3-sulfate; Estra-1,3,5(10)-trien-17-one 3-sulfate
Identifiers
CAS Number
  • 481-97-0
  • 438-67-5 (sodium salt)
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17474
ChEMBL
  • ChEMBL494753
ChemSpider
  • 2272513
DrugBank
  • DB04574
ECHA InfoCard 100.006.888 Edit this at Wikidata
EC Number
  • 207-120-4
KEGG
  • C02538
PubChem CID
  • 3001028
UNII
  • QTL48N278K
CompTox Dashboard (EPA)
  • DTXSID50891501 Edit this at Wikidata
InChI
  • 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
    Key: JKKFKPJIXZFSSB-CBZIJGRNSA-N
SMILES
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O
Properties
Chemical formula
C18H22O5S
Molar mass 350.429 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Estrone sulfate, also known as E1S, E1SO4 and estrone 3-sulfate, is a natural, endogenous steroid and an estrogen ester and conjugate.[1][2][3]

In addition to its role as a natural hormone, estrone sulfate is used as a medication, for instance in menopausal hormone therapy; for information on estrone sulfate as a medication, see the estrone sulfate (medication) article.

  1. ^ Rezvanpour A, Don-Wauchope AC (March 2017). "Clinical implications of estrone sulfate measurement in laboratory medicine". Crit Rev Clin Lab Sci. 54 (2): 73–86. doi:10.1080/10408363.2016.1252310. PMID 27960570. S2CID 1825531.
  2. ^ Lobo RA (5 June 2007). Treatment of the Postmenopausal Woman: Basic and Clinical Aspects. Academic Press. pp. 768–. ISBN 978-0-08-055309-2.
  3. ^ Kuhl H (2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration" (PDF). Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.

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Estrone sulfate

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Estrone sulfate, also known as E1S, E1SO4 and estrone 3-sulfate, is a natural, endogenous steroid and an estrogen ester and conjugate. In addition to...

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Estrone

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SHBG. As such, estrone is relatively poorly bound to SHBG. Estrone is conjugated into estrogen conjugates such as estrone sulfate and estrone glucuronide...

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Estrone glucuronide

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dose of estradiol is absorbed 15% as estrone, 25% as estrone sulfate, 25% as estradiol glucuronide, and 25% as estrone glucuronide. Formation of estrogen...

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Equilin

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menopausal symptoms in the United States. Estrone sulfate is the major estrogen in CEEs (about 50%) while equilin sulfate is the second major estrogen in the...

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Estradiol

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formation of androstenedione, which is then converted by aromatase into estrone and is subsequently converted into estradiol. Alternatively, androstenedione...

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Conjugated estrogens

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sodium salts of estrogen conjugates found in horses, such as estrone sulfate and equilin sulfate. CEEs are available in the form of both natural preparations...

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List of estrogen esters

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(Hovigal) Estrone sulfate (as the primary component of conjugated estrogens (Premarin)) Estropipate (Ogen, Ortho-Est) (a salt of estrone sulfate and piperazine)...

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Pharmacokinetics of estradiol

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estrone and 65% into estrone sulfate. About 5% of estrone and 1.4% of estrone sulfate is converted back into estradiol. An additional 21% of estrone sulfate...

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Estrogen

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three major endogenous estrogens that have estrogenic hormonal activity: estrone (E1), estradiol (E2), and estriol (E3). Estradiol, an estrane, is the most...

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Estrogen conjugate

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conjugates include sulfate and/or glucuronide conjugates of estradiol, estrone, and estriol: Sulfated: Estrone 3-sulfate (E1S) Estradiol 3-sulfate (E2S, E2-3S)...

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Ethinylestradiol

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oral administration of 2 mg micronized estradiol, levels of estrone and estrone sulfate are 4- to 6-fold and 200-fold higher than those of estradiol...

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Diethylstilbestrol

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estrogenic potency was about 3.8-fold of that of estropipate (piperazine estrone sulfate), which has similar potency to micronized estradiol, the hepatic estrogenic...

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Estrone sulfotransferase

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transformation of an unconjugated estrogen like estrone into a sulfated estrogen like estrone sulfate. It is a steroid sulfotransferase and belongs to...

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Estradiol sulfate

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various tissues. Estrone and E2S are the two immediate metabolic sources of estradiol. E2S can also be metabolized into estrone sulfate (E1S), which in...

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Estradiol valerate

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(17β-HSD). As approximately 80% of estradiol is metabolized into estrone (and estrone sulfate) by 17β-HSD during first-pass metabolism, this improves the metabolic...

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Sulfate conjugate

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sulfate is the most abundant of all plasma steroids. Estrone sulfate is the most abundant of all the estrogens in the human body. Estrone sulfate is...

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Androgen

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to testosterone and other androgens, it is also the parent structure of estrone. Use of androstenedione as an athletic or bodybuilding supplement has been...

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Steroid hormone

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3-glucuronide 17β-sulfate Estradiol sulfate Estradiol 17β-sulfate Estrone glucuronide Estrone sulfate Estriol glucuronide Estriol sulfate Lipoidal estradiol...

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Esterified estrogens

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sodium estrone sulfate and 25% sodium equilin sulfate, while EEs contain about 75 to 85% sodium estrone sulfate and 6 to 11% sodium equilin sulfate. EEs...

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Estradiol glucuronide

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dose of estradiol is absorbed 15% as estrone, 25% as estrone sulfate, 25% as estradiol glucuronide, and 25% as estrone glucuronide. Formation of estrogen...

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Steroid

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corticosterone, aldosterone are produced in the adrenal cortex. Estradiol, estrone and progesterone are made primarily in the ovary, estriol in placenta during...

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Estrogen ester

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naturally in the body, for instance estrogen conjugates like estrone sulfate and estrone glucuronide and the very long-lived lipoidal estradiol, which...

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Estriol

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estriol sulfate, and levels of unconjugated estriol are slightly less than those of unconjugated estradiol and similar to those of unconjugated estrone. As...

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Androstenedione

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weak androgen steroid hormone and intermediate in the biosynthesis of estrone and of testosterone from dehydroepiandrosterone (DHEA). It is closely related...

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Estropipate

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Estropipate, also known as piperazine estrone sulfate and sold under the brand names Harmogen, Improvera, Ogen, Ortho-Est, and Sulestrex among others...

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