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E9505

Sigma-Aldrich

β-Estradiol 3-sulfate sodium salt

≥93%

Synonym(s):

1,3,5(10)-Estratriene-3,17β-diol 3-sulfate, 3,17β-Dihydroxy-1,3,5(10)-estratriene 3-sulfate

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About This Item

Linear Formula:
C18H23O5SNa
CAS Number:
4999-79-5
Molecular Weight:
374.43
MDL number:
MFCD00056553
UNSPSC Code:
51111800
PubChem Substance ID:
24894699
NACRES:
NA.77

sterility

non-sterile

Quality Level

200

Assay

≥93%

form

powder

contains

~70% N-methyl-D-glucamine as stabilizer

solubility

methanol: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

[Na].[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc4cc(OS(O)(=O)=O)ccc24

InChI

1S/C18H24O5S.Na.H/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;;/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22);;/t14-,15-,16+,17+,18+;;/m1../s1

InChI key

PYPVMTJYMKHIST-LBARCDFESA-N

General description

β-Estradiol is secreted by developing ovaries and is predominant during premenopause in women.

Application

β-Estradiol 3-sulfate sodium salt has been used to measure the estradiol level from culture supernatant in ultra-performance liquid chromatography-tandem mass spectrometry.

Biochem/physiol Actions

β-Estradiol is a steroid hormone involved in a number of organ functions. It is significantly associated with brain functions including neuroprotection, neurogenesis and synaptic plasticity. β-Estradiol maintains bone homeostasis, hence it is preferred for osteoporosis therapy. 17-β-Estradiol is the most active estrogen generated in our body. During postmenopausal, 17-β-estradiol inhibits oxidative modification in low density lipoprotein. This indicates that estrogen replacement therapy might be useful in treating cardiovascular disease.

Packaging

Package size based on steroid content

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302 + H332,H351

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Charles E Wood et al.
Endocrinology, 144(2), 599-604 (2003-01-23)
In sheep, the fetal hypothalamus-pituitary-adrenal axis plays a central role in the initiation of parturition. We have reported that estradiol dramatically increases the activity of the fetal hypothalamus-pituitary-adrenal (HPA) axis. Sulfoconjugated estrogens are known to circulate in high concentrations in
Maria Belen Rabaglino et al.
Physiological genomics, 44(13), 669-677 (2012-05-10)
In fetal sheep during late gestation sulfoconjugated estrogens in plasma reach a concentration 40-100 times greater than unconjugated estrogens. The objective of the present study was to determine the genomics of estradiol-3-sulfate (E(2)S) action in the ovine fetal brain. The
T M Saleh et al.
The American journal of physiology, 275(3 Pt 2), R770-R778 (1998-09-05)
Female mammals have an enhanced baroreflex sensitivity compared with their male counterparts, leading researchers to speculate that estrogen modulates autonomic tone. Therefore, this study tests the hypothesis that exogenous estrogen can enhance the baroreflex sensitivity of male rats. Male Sprague-Dawley
T Tanaka et al.
Journal of steroid biochemistry, 22(2), 285-288 (1985-02-01)
Antisera were prepared against two types of estradiol-3-sulfate-bovine serum albumin (BSA) conjugates. The haptens were coupled to BSA through the C-6 position in the steroid molecule by the glutaraldehyde (A) or the carbodiimide method (B). In comparison the antiserum produced
Y M Qian et al.
The Journal of biological chemistry, 276(9), 6404-6411 (2000-12-05)
Multidrug resistance protein 1 (MRP1) is an ATP-binding cassette (ABC) transporter that transports a range of hydrophobic xenobiotics, as well as relatively hydrophilic organic anion conjugates. The protein is present at high levels in testicular Leydig and Sertoli cells. Studies
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