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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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-488-6
MDL number:
Beilstein/REAXYS Number:
2624302
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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产品名称

马烯雌甾酮,

form

powder

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

SMILES string

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

InChI key

WKRLQDKEXYKHJB-HFTRVMKXSA-N

biological source

synthetic (organic)

sterility

non-sterile

assay

≥98% (HPLC)

technique(s)

inhibition assay: suitable

mp

238-240 °C (lit.)

solubility

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

shipped in

ambient

storage temp.

room temp

Quality Level

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Biochem/physiol Actions

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.

pictograms

Health hazard

signalword

Warning

Hazard Classifications

Carc. 2 - Lact. - Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
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
Handbook of Hormones, 582-582 (2016)
Sari Alho-Richmond et al.
Molecular and cellular endocrinology, 248(1-2), 208-213 (2006-01-18)
Estrogens, especially estradiol, have been shown to stimulate the proliferation of hormone-dependent types of breast cancer cells. 17Beta-hydroxysteroid dehydrogenase type 1 (17beta-HSD1) enzyme catalyses the synthesis of the active female estrogen, estradiol and is thus an attractive target for structure-based
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

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