Synonym
DHED; 10beta,17beta-dihydroxyestra-1,4-dien-3-one; Estradiol paraquinol;
IUPAC/Chemical Name
(8S,9S,10S,13S,14S,17S)-10,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
InChi Key
UIKDFTLKOKNUJP-UGDFAFBOSA-N
InChi Code
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
SMILES Code
O=C1C=C[C@]2(O)[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CCC2=C1
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
288.39
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Kim J, Kang S, Chang KA. Effect of cx-DHED on Abnormal Glucose Transporter Expression Induced by AD Pathologies in the 5xFAD Mouse Model. Int J Mol Sci. 2022 Sep 13;23(18):10602. doi: 10.3390/ijms231810602. PMID: 36142509; PMCID: PMC9505457.
2: Peng G, Zheng H, Wu C, Wu C, Ma X, Xiong J, Hou J, Zhang L, Yang L, Pan H. Intranasal administration of DHED protects against exhaustive exercise-induced brain injury in rats. Brain Res. 2021 Dec 1;1772:147665. doi: 10.1016/j.brainres.2021.147665. Epub 2021 Sep 22. PMID: 34562473.
3: Prokai-Tatrai K, Nguyen V, De La Cruz DL, Guerra R, Zaman K, Rahlouni F, Prokai L. Retina-Targeted Delivery of 17β-Estradiol by the Topically Applied DHED Prodrug. Pharmaceutics. 2020 May 16;12(5):456. doi: 10.3390/pharmaceutics12050456. PMID: 32429388; PMCID: PMC7284430.
4: Kapic A, Zaman K, Nguyen V, Neagu GC, Sumien N, Prokai L, Prokai-Tatrai K. The Prodrug DHED Delivers 17β-Estradiol into the Retina for Protection of Retinal Ganglion Cells and Preservation of Visual Function in an Animal Model of Glaucoma. Cells. 2024 Jun 29;13(13):1126. doi: 10.3390/cells13131126. PMID: 38994978; PMCID: PMC11240555.
5: Prokai L, Nguyen V, Szarka S, Garg P, Sabnis G, Bimonte-Nelson HA, McLaughlin KJ, Talboom JS, Conrad CD, Shughrue PJ, Gould TD, Brodie A, Merchenthaler I, Koulen P, Prokai-Tatrai K. The prodrug DHED selectively delivers 17β-estradiol to the brain for treating estrogen-responsive disorders. Sci Transl Med. 2015 Jul 22;7(297):297ra113. doi: 10.1126/scitranslmed.aab1290. PMID: 26203081; PMCID: PMC4591937.
6: Prokai-Tatrai K, Zaman K, Nguyen V, De La Cruz DL, Prokai L. Proteomics-Based Retinal Target Engagement Analysis and Retina-Targeted Delivery of 17β-Estradiol by the DHED Prodrug for Ocular Neurotherapy in Males. Pharmaceutics. 2021 Sep 2;13(9):1392. doi: 10.3390/pharmaceutics13091392. PMID: 34575465; PMCID: PMC8466286.
