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Merck
CN

E1253

Sigma-Aldrich

雌三醇

≥97%

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
CAS Number:
50-27-1
分子量:
288.38
Beilstein:
2508172
EC 号:
200-022-2
MDL编号:
MFCD00003691
UNSPSC代码:
51111800
PubChem化学物质编号:
24894396
NACRES:
NA.77

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生物来源

synthetic (organic)

质量水平

200

无菌性

non-sterile

方案

≥97%

表单

powder

mp

280-282 °C (lit.)

溶解性

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

运输

ambient

储存温度

room temp

SMILES字符串

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

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

基因信息

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

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应用

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.

生化/生理作用

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.

象形图

Health hazard
GHS08

警示用语：

Danger

危险声明

H351,H360FD,H362

危险分类

Carc. 2 - Lact. - Repr. 1A

储存分类代码

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

WGK

WGK 3

个人防护装备

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

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000435209
0000435209
0000423901
0000423901
0000416744

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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
Nina Sneitz et al.
Drug metabolism and disposition: the biological fate of chemicals, 41(3), 582-591 (2013-01-05)
The glucuronidation of estriol, 16-epiestriol, and 17-epiestriol by the human UDP-glucuronosyltransferases (UGTs) of subfamilies 1A, 2A, and 2B was examined. UGT1A10 is highly active in the conjugation of the 3-OH in all these estriols, whereas UGT2B7 is the most active
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
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