SML1642

DHED

≥98% (HPLC)

• Synonym(e): (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
• Empirische Formel (Hill-System): C₁₈H₂₄O₃
• CAS-Nummer: 549-02-0
• Molekulargewicht: 288.38
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825983
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Eigenschaften

• Quality Segment: 100
• 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

Beschreibung

Application

DHED has been used to induce an increase of estrogen levels in 3K transgenic mice with Parkinson′s disease (PD)-like motor syndrome.[1]

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.[2]

DHED is an inactive prodrug that selectively produces estrogen solely in the brain.

Sicherheitshinweise

• pictograms: GHS08
• signalword: Warning
• hcodes: H361fd
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Lagerklasse: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable