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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
Handbook of Hormones, 582-582 (2016)
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)
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
C Azoulay
La Revue de medecine interne, 25(11), 806-815 (2004-10-27)
The data concerning post-menopausal hormone replacement therapy (HRT) were recently completely modified. The aim of this review is to present the last studies about post-menopausal HRT and to describe new alternatives to this treatment. In May 2002, the women's health
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