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E9505

Sigma-Aldrich

β-Estradiol 3-sulfate sodium salt

≥93%

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Synonym(s):
1,3,5(10)-Estratriene-3,17β-diol 3-sulfate, 3,17β-Dihydroxy-1,3,5(10)-estratriene 3-sulfate
Linear Formula:
C18H23O5SNa
CAS Number:
4999-79-5
Molecular Weight:
374.43
MDL number:
MFCD00056553
UNSPSC Code:
12352200
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Jared Winikor et al.
Reproductive sciences (Thousand Oaks, Calif.), 18(7), 654-665 (2011-01-29)
The most abundant form of estrogen circulating in fetal plasma is sulfo-conjugated estrogen; for example, estradiol-3-sulfate (E(2)SO(4)) is more highly abundant than estradiol (E(2)). The present study investigated the ontogeny of the deconjugating (steroid sulfatase [STS]) and conjugating (estrogen sulfotransferase
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
Antonio Nieto et al.
Journal of chromatography. A, 1213(2), 224-230 (2008-11-04)
In this study we present a pressurized liquid extraction/liquid chromatography-tandem mass spectrometry (PLE/LC-MS-MS) method to determine a group of estrogens and conjugated estrogens in sewage sludge. Parameters that affect the extraction step such as extraction solvent, temperature, pressure, static extraction
Vimal Kumar et al.
Chemosphere, 82(8), 1124-1128 (2010-12-28)
The occurrence of free and conjugated estrogens was examined in a survey of eleven sewage treatment plants (STPs) and their discharge water in the United Kingdom using grab sampling. The STPs included trickling filter with and without tertiary treatment, and
Li-Quan Wang et al.
The Journal of steroid biochemistry and molecular biology, 96(5), 367-374 (2005-07-14)
Using recombinant sulfotransferases (SULTs) expressed in E. coli, beta-estradiol (E2) sulfonation was examined to determine which SULT enzyme is responsible for producing E2-17-sulfate (E2-17-S). SULTs 1A1*1, 1A1*2, 1A3, 1E1 and 2A1 all sulfated E2 to varying extents. No activity was
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