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Merck
CN

46542

α-雌二醇

VETRANAL®, analytical standard

别名:

1,3,5(10)雌甾三烯-3,17α-二醇, 3,17α-二羟基-1,3,5(10)-雌三烯, 雌二醇

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关于此项目

经验公式（希尔记法）:
C18H24O2
化学文摘社编号:
57-91-0
分子量:
272.38
NACRES:
NA.24
PubChem Substance ID:
329757208
UNSPSC Code:
41116107
EC Number:
200-354-8
MDL number:
MFCD00064144

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InChI key

VOXZDWNPVJITMN-SFFUCWETSA-N

InChI

1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1

SMILES string

[H][C@]12CC[C@]3(C)[C@H](O)CC[C@@]3([H])[C@]1([H])CCc4cc(O)ccc24

grade

analytical standard

product line

VETRANAL®

optical activity

[α]/D 52.0 to 56.0°, c = 1 in ethanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤2.0% water

application(s)

pharmaceutical (small molecule)

format

neat

Quality Level

200

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相关类别

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

雌二醇（称为 α 雌二醇或 17 α 雌二醇）是组织培养中人乳腺癌细胞中的一种具有生物活性的雌激素。17-雌二醇及其选择性受体 ER-X 不属于经典激素/受体内分泌系统，而是属于在发育中和成人大脑中具有重要的自分泌/旁分泌功能的系统。17-雌二醇可能对更年期的激素替代策略以及治疗阿尔茨海默病和缺血性中风等神经退行性疾病具有重大意义。

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

Hazard Classifications

Aquatic Chronic 1 - Carc. 2 - Lact. - Muta. 2 - 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

dust mask type N95 (US), Eyeshields, Gloves

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCM4656
BCCK0794
BCCJ7405
BCCF6020
BCCF4842

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C Y Cheng et al.
Fertility and sterility, 32(5), 566-570 (1979-11-01)
In modified Tyrode's solution, 17 beta-estradiol at concentrations between 0.1 microgram/ml and 320 nmoles/ml was effective in increasing human spermatozoal forward migration. 17 alpha-Estradiol, although structurally similar to 17 beta-estradiol, had no effect on human spermatozoal motility. DL-Norgestrel at concentrations
J Pitt et al.
Journal of inherited metabolic disease, 25(2), 83-88 (2002-07-18)
Three patients with ketosis had increased excretion of 3-hydroxyglutarate (21.8-37.9 micromol/mmol creatinine; controls 2.3 +/- 1.6), an indicator of glutaryl-CoA dehydrogenase deficiency (GDHD), which normalized when the patients were nonketotic. Clinical assessment of all three patients and enzyme studies in
Cristian G Bologa et al.
Nature chemical biology, 2(4), 207-212 (2006-03-08)
Estrogen is a hormone critical in the development, normal physiology and pathophysiology of numerous human tissues. The effects of estrogen have traditionally been solely ascribed to estrogen receptor alpha (ERalpha) and more recently ERbeta, members of the soluble, nuclear ligand-activated
Edith Bellavance et al.
Journal of medicinal chemistry, 52(23), 7488-7502 (2009-09-24)
17beta-Hydroxysteroid dehydrogenase type 7 (17beta-HSD7) catalyzes the reduction of estrone (E(1)) into estradiol (E(2)) and of dihydrotestosterone (DHT) into 5alpha-androstane-3beta,17beta-diol (3beta-diol), therefore modulating the level of mitogenic estrogens and androgens in humans. By classical and parallel chemistry, we generated several

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