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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
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.
signalword
Warning
hcodes
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
新产品
此项目有
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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