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Merck
CN

E8126

马烯雌甾酮

synthetic (organic), ≥98% (HPLC), 17β-HSD1 inhibitor, powder

别名:

1,3,5(10),7-雌甾四烯-3-醇-17-酮, 3-羟基-1,3,5(10),7-雌甾四烯-17-酮, 7-脱氢雌酮

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关于此项目

经验公式(希尔记法):
C18H20O2
化学文摘社编号:
分子量:
268.35
Beilstein:
2624302
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

马烯雌甾酮,

生物来源

synthetic (organic)

质量水平

无菌性

non-sterile

方案

≥98% (HPLC)

表单

powder

技术

inhibition assay: suitable

mp

238-240 °C (lit.)

溶解性

chloroform: methanol (1:1): 40 mg/mL, clear, colorless to faintly yellow

运输

ambient

储存温度

room temp

SMILES字符串

C[C@]12CC[C@H]3C(=CCc4cc(O)ccc34)[C@@H]1CCC2=O

InChI

1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3-5,10,14,16,19H,2,6-9H2,1H3/t14-,16+,18+/m1/s1

InChI key

WKRLQDKEXYKHJB-HFTRVMKXSA-N

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生化/生理作用

Equilin is the Mare estrogen and is majorly used in multi-estrogen drugs for hormone replacement therapy. It is synthesized in the microsomes of mare placenta. It mediates estrogen receptor β (ERβ) expression resulting in the activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) which favors monocytes adhesion in atherosclerosis. In vitro equilin inhibits 17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1) that catalyzes the conversion of estrone to 17β-estradiol.

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Carc. 2 - Lact. - Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

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分析证书(COA)

Lot/Batch Number

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Structure of the ternary complex of human 17beta-hydroxysteroid dehydrogenase type 1 with 3-hydroxyestra-1, 3, 5, 7-tetraen-17-one (equilin) and NADP+
Sawicki MW, et al.
Proceedings of the National Academy of Sciences of the USA, 96(3), 840-845 (1999)
Equilin and equilenin biosynthesis. Stereochemistry of aromatization of 3-hydroxy-3, 5, 7-androstatrien-17-one by horse placenta
Mitsuteru N and Yoshio O
Journal of Steroid Biochemistry, 26(1), 137-143 (1987)
Equilin
Handbook of Hormones, 582-582 (2016)
Ekaterina V Rokhina et al.
The Science of the total environment, 417-418, 280-290 (2012-01-17)
Estrone (E1), 17β-estradiol (E2), estriol (E3), equilin (EQ) and 17α-estradiol (17α) estrogen hormones are released by humans and animals and have been detected in the environment and municipal wastewater treatment plants. The structural and electronic properties of natural hormone molecules
Naomi Suzuki et al.
Biochemistry, 43(35), 11312-11320 (2004-09-16)
Estrogen replacement therapy (ERT), composed of equilenin, is associated with increased risk of breast, ovarian, and endometrial cancers. Several diastereoisomers of unique dC and dA DNA adducts were derived from 4-hydroxyequilenin (4-OHEN), a metabolite of equilenin, and have been detected

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