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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:
549-02-0
Molecular Weight:
288.38
UNSPSC Code:
51111800
PubChem Substance ID:
329825983
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 is a substrate for nicotinamide adenine dinucleotide phosphate (NADPH)-dependent dehydrogenase/reductase. Its expression in the brain is correlated to neuroprotection functionality.
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 an inactive prodrug that selectively produces estrogen solely in the brain.

Pictograms

Health hazard
GHS08

Hazard Codes

H361fd

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

Signal Word

Warning

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

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