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SML2396

Sigma-Aldrich

α-DHED

≥98% (HPLC)

Synonym(s):

10ß,17a-Dihydroxyestra-1,4-dien-3-one, alpha-DHED

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About This Item

Empirical Formula (Hill Notation):
C18H24O3
CAS Number:
Molecular Weight:
288.38
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O[C@@]12C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@H]4O)=CC(C=C1)=O

Biochem/physiol Actions

α-DHED is a bioprecursor prodrug of 17α-estradiol ((Alfatradiol)) that results in 17α-estradiol being produced selectively in the brain with little production in the periphery. α-DHED has no estrogenic activity itself with little affinity for either ERα and ERβ estrogen receptors. 17α-estradiol (αE2) has been proposed to have potential roles in various neurodegenerative disorders including neuroprotection of the brain and the prevention/treatment of Alzheimer′s disease, but peripheral side-effects on estrogen-sensitive organs have been problematic. α-DHED, a prodrug without estrogenic activity, could help alleviate those concerns.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Katalin Prokai-Tatrai et al.
ACS chemical neuroscience, 9(11), 2528-2533 (2018-05-31)
Uterotrophic effect of 17α-estradiol, the C17 epimer of the main human estrogen 17β-estradiol, was shown to manifest in animal models at doses lower than those necessary for central outcome raising concerns about its potential to treat maladies of the central

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