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Merck
CN

E1253

雌三醇

synthetic (organic), ≥97%, immunomodulatory , powder

别名:

1,3,5(10)-三烯-3β,16α,17β-三醇, 16,17-二羟甾醇, 雌激素三醇

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关于此项目

经验公式(希尔记法):
C18H24O3
化学文摘社编号:
分子量:
288.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
200-022-2
MDL number:
Beilstein/REAXYS Number:
2508172
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产品名称

雌三醇, ≥97%

InChI

1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1

InChI key

PROQIPRRNZUXQM-ZXXIGWHRSA-N

SMILES string

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@@H]2O

biological source

synthetic (organic)

sterility

non-sterile

assay

≥97%

form

powder

mp

280-282 °C (lit.)

solubility

pyridine: 50 mg/mL, clear, colorless to faintly brownish-yellow

shipped in

ambient

storage temp.

room temp

Quality Level

Gene Information

human ... SERPINA6(866)
mouse ... Esr1(13982)
rat ... Ar(24208)

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Application

Estriol has been used as a sex hormone to determine its binding constants to insulin (INS), the insulin receptor (IR), and INS-like peptides derived from the IR.

Biochem/physiol Actions

Estriol is a metabolite of 17β-estradiol with much lower biological activity. It is the primary estrogen found in the urine. Large quantities of estriol and estrone are produced by the placenta during pregnancy. These are also the primary estrogens produced by adipose tissue in men and post-menopausal women. Estriol may exhibit immunomodulatory benefits against various diseases such as autoimmune, inflammatory, and neurodegenerative conditions.

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

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Emad S Ali et al.
Menopause (New York, N.Y.), 24(9), 1081-1085 (2017-04-05)
Estriol is the main estrogen in pregnancy, but has received less attention outside gestation. It is well known that pregnancy has an immunosuppressive effect on many autoimmune diseases such as multiple sclerosis, psoriasis, thyroiditis, uveitis, and rheumatoid arthritis. Emerging evidence
Honggang Wang et al.
Pharmaceutical research, 25(2), 444-452 (2007-09-08)
We investigated whether the pregnancy-related hormones, estriol (E3), testosterone, human placental lactogen (hPL), human prolactin (hPRL), and human chorionic gonadotropin (hCG) affect BCRP expression in human placental BeWo cells. The effects of these hormones on BCRP protein and mRNA expression
Robert Root-Bernstein et al.
Frontiers in endocrinology, 5, 118-118 (2014-08-08)
Insulin (INS) resistance associated with hyperestrogenemias occurs in gestational diabetes mellitus, polycystic ovary syndrome, ovarian hyperstimulation syndrome, estrogen therapies, metabolic syndrome, and obesity. The mechanism by which INS and estrogen interact is unknown. We hypothesize that estrogen binds directly to
E Diczfalusy
Journal of steroid biochemistry, 20(4B), 945-953 (1984-04-01)
The early history of estriol is reviewed with special emphasis on its isolation, identification, quantitation in tissues and body fluids and its unique biogenesis in the human feto-placental unit. The relationship to epimeric estriols and acidic estrogens and the pharmacokinetic
Anna Zagórska et al.
Nature immunology, 15(10), 920-928 (2014-09-10)
The clearance of apoptotic cells is critical for both tissue homeostasis and the resolution of inflammation. We found that the TAM receptor tyrosine kinases Axl and Mer had distinct roles as phagocytic receptors in these two settings, in which they

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