Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H24O3 |
| Molecular Weight | 288.3814 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](C[C@H](O)C4=C3C=CC(O)=C4)[C@@H]1CC[C@@H]2O
InChI
InChIKey=QZZRQURPSRWTLG-WOVZSMEKSA-N
InChI=1S/C18H24O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-17,19-21H,4-7,9H2,1H3/t12-,13-,15+,16+,17+,18+/m1/s1
| Molecular Formula | C18H24O3 |
| Molecular Weight | 288.3814 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/?24098659Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9365180 | https://www.ncbi.nlm.nih.gov/pubmed/18982491 | https://www.ncbi.nlm.nih.gov/pubmed/24098659 | https://www.ncbi.nlm.nih.gov/pubmed/9357533 | https://www.ncbi.nlm.nih.gov/pubmed/2395886
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?24098659
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9365180 | https://www.ncbi.nlm.nih.gov/pubmed/18982491 | https://www.ncbi.nlm.nih.gov/pubmed/24098659 | https://www.ncbi.nlm.nih.gov/pubmed/9357533 | https://www.ncbi.nlm.nih.gov/pubmed/2395886
6α-Hydroxyestradiol is one of major metabolites of endogenous estrogens, as well as a positional isomer of estriol. Transformation of estradiol to 6α-Hydroxyestradiol is a major metabolic pathway of estradiol in the liver. CYP1A2 and CYP3A4 are the major enzymes catalyzing the 6α-Hydroxyestradiol of estradiol.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL242 Sources: https://www.ncbi.nlm.nih.gov/pubmed/?24098659 |
|||
Target ID: CHEMBL206 Sources: https://www.ncbi.nlm.nih.gov/pubmed/?24098659 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9357533
Human breast cancer cell line MCF-7 was used for activity evaluation. Stock cells of the MCF-7 clone E3 in the passage range of 160 to 190 were maintained in estrogen “rich” media and then withdrawn into an estrogen “free” media 7 days prior to seeding for growth response experiments.41 The mitogenic activity of each compound was evaluated at concentrations of 10^-12, 10^-11, 10^-10, 10^-9, 10^-8, 10^-7, and 10^-6 M. All cell growth determinations included positive controls treated with 10^-11 M E2 as well as negative controls devoid of estrogen treatment. In addition, a check of estrogen contamination of culture conditions for each experiment was made by including cells treated only with 10^-7 M ICI. Treatments with this “pure” antiestrogen served to validate the negative control flasks since only experiments with negative control cell counts within 10% of ICI treated flasks at the end of the treatment period (indicating no significant estrogen contamination) were considered valid assays of each compound’s mitogenic potential.
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 21:35:46 GMT 2025
by
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Mon Mar 31 21:35:46 GMT 2025
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| Record UNII |
IL75Q4KU3Q
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| Record Status |
Validated (UNII)
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DTXSID5022516
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