Synonym
4-Hydroxyestrone; 4-Hydroxy Estrone;
IUPAC/Chemical Name
3,4-Dihydroxyestra-1,3,5(10)-trien-17-one
InChi Key
XQZVQQZZOVBNLU-QDTBLXIISA-N
InChi Code
1S/C18H22O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11-,12-,14+,18+/m1/s1
SMILES Code
C[C@]1([C@](CC2)([H])[C@]3([H])CCC4=C(C=CC(O)=C4O)[C@@]3([H])CC1)C2=O
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
286.37
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: Choi HJ, Lee AJ, Kang KS, Song JH, Zhu BT. 4-Hydroxyestrone, an Endogenous Estrogen Metabolite, Can Strongly Protect Neuronal Cells Against Oxidative Damage. Sci Rep. 2020 Apr 29;10(1):7283. doi: 10.1038/s41598-020-62984-y. PMID: 32350290; PMCID: PMC7190733.
2: Lauro FV, Francisco DC, Marcela RN, Maria LR, Alejandra GE, Virginia MA, Yazmin OA. Effective synthesis of a hexacyclic-steroid derivative from 4-hydroxyestrone. Steroids. 2020 Nov;163:108715. doi: 10.1016/j.steroids.2020.108715. Epub 2020 Aug 24. PMID: 32853676.
3: Wang H, Hou MJ, Liao L, Li P, Chen T, Wang P, Zhu BT. Strong Protection by 4-Hydroxyestrone against Erastin-Induced Ferroptotic Cell Death in Estrogen Receptor-Negative Human Breast Cancer Cells: Evidence for Protein Disulfide Isomerase as a Mechanistic Target for Protection. Biochemistry. 2024 Apr 16;63(8):984-999. doi: 10.1021/acs.biochem.3c00261. Epub 2024 Apr 3. PMID: 38569593; PMCID: PMC11025120.
4: Emons G, Hoppen HO, Ball P, Knuppen R. 4-hydroxyestrone, isolation and identification in human urine. Steroids. 1980 Jul;36(1):73-9. doi: 10.1016/0039-128x(80)90069-0. PMID: 7414657.
5: Emons G, Klinger B, Haupt O, Ball P. Radioimmunoassay for 4-hydroxyestrone 4-methyl ether in human urine. Horm Metab Res. 1982 Jul;14(7):376-9. doi: 10.1055/s-2007-1019020. PMID: 6288541.
6: Williams JG, Longcope C, Williams KI. 4-Hydroxyestrone: a new metabolite of estradiol-17 beta from humans. Steroids. 1974 Nov;24(5):687-701. doi: 10.1016/0039-128x(74)90021-x. PMID: 4616428.