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Merck
CN

SML1642

DHED

≥98% (HPLC)

Synonym(s):

(17β)-10,17-Dihydroxy-estra-1,4-dien-3-one, 10β,17β-Dihydroxyestra-1,4-dien-3-one, 3,16-Dihydroxyandrost-5-ene-17,19-dione

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About This Item

Empirical Formula (Hill Notation):
C18H24O3
CAS Number:
Molecular Weight:
288.38
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -20 to -30°, c = 1 in methanol

color

white to light brown

solubility

DMSO: 10 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

InChI

1S/C18H24O3/c1-17-8-7-15-13(14(17)4-5-16(17)20)3-2-11-10-12(19)6-9-18(11,15)21/h6,9-10,13-16,20-21H,2-5,7-8H2,1H3/t13-,14-,15-,16-,17-,18+/m0/s1

InChI key

UIKDFTLKOKNUJP-UGDFAFBOSA-N

Application

DHED has been used to induce an increase of estrogen levels in 3K transgenic mice with Parkinson′s disease (PD)-like motor syndrome.

Biochem/physiol Actions

DHED (10β,17β-dihydroxyestra-1,4-dien-3-one) is an inactive prodrug that selectively produces estrogen solely in the brain. DHED is converted to 17β-estradiol in the brain by an enzyme only expressed in the CNS, but is inert in the rest of the body. DHED was found to provide neuroprotection in a rat stroke model and reversed neurological symptoms of estrogen deprivation such as memory problems in female rats lacking ovaries.
DHED is a substrate for nicotinamide adenine dinucleotide phosphate (NADPH)-dependent dehydrogenase/reductase. Its expression in the brain is correlated to neuroprotection functionality.
DHED is an inactive prodrug that selectively produces estrogen solely in the brain.


pictograms

Health hazard

hcodes

flash_point_f

Not applicable

flash_point_c

Not applicable

signalword

Warning

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids



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