Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H22O3 |
Molecular Weight | 286.3655 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]3([H])C4=C(CC[C@@]23[H])C(O)=C(O)C=C4
InChI
InChIKey=XQZVQQZZOVBNLU-QDTBLXIISA-N
InChI=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
Molecular Formula | C18H22O3 |
Molecular Weight | 286.3655 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/19926488Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11054642
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19926488
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/11054642
4-Hydroxyestrone (4-OHE1) is a carcinogenic metabolite originating from 17beta-estradiol (17β-E2) hormone. 4-OHE1 was a partial estrogen agonist on cancellous bone turnover, similar to 17β-E2, is able to emit electrons from its excited singlet state. The quantum yield is nearly the same like this of 17β-E2 and decreases with increasing substrate concentration, but enhances with temperature. The 4-OHE1 transient derived from the electron ejection process is leading to the formation of a secondary metabolite by reaction with the present C2H4OH radical. This fact indicates, that depending on the life habits of a person, a variety of metabolites can be formed, also such initiating cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2094114 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11054642 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Reinduction of the hypnotic effects of thiopental with NSAIDs by decreasing thiopental plasma protein binding in humans. | 1993 Apr |
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Characterization of rabbit UDP-glucuronosyltransferase UGT1A7: tertiary amine glucuronidation is catalyzed by UGT1A7 and UGT1A4. | 1997 Aug 15 |
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Quantitative determination of 3,3'-diindolylmethane in urine of individuals receiving indole-3-carbinol. | 2001 |
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Expression of UGT2B7, a UDP-glucuronosyltransferase implicated in the metabolism of 4-hydroxyestrone and all-trans retinoic acid, in normal human breast parenchyma and in invasive and in situ breast cancers. | 2002 Apr |
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Catecholestrogen sulfation: possible role in carcinogenesis. | 2002 Mar 29 |
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Estradiol metabolism and malignant disease. | 2002 Sep 30 |
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Detection of estrogen DNA-adducts in human breast tumor tissue and healthy tissue by combined nano LC-nano ES tandem mass spectrometry. | 2003 May |
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Development of monoclonal antibodies to 4-hydroxyestrogen-2-N-acetylcysteine conjugates: immunoaffinity and spectroscopic studies. | 2005 Oct |
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Role of polymorphic human cytochrome P450 enzymes in estrone oxidation. | 2006 Mar |
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Analysis of fifteen estrogen metabolites using packed column supercritical fluid chromatography-mass spectrometry. | 2006 Mar 1 |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Potential biomarker for early risk assessment of prostate cancer. | 2006 Oct 1 |
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Redox cycling of catechol estrogens generating apurinic/apyrimidinic sites and 8-oxo-deoxyguanosine via reactive oxygen species differentiates equine and human estrogens. | 2010 Aug 16 |
|
The normal breast microenvironment of premenopausal women differentially influences the behavior of breast cancer cells in vitro and in vivo. | 2010 May 21 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:01:20 GMT 2023
by
admin
on
Fri Dec 15 15:01:20 GMT 2023
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Record UNII |
3MN57C55S2
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Record Status |
Validated (UNII)
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Record Version |
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-
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NCI_THESAURUS |
C2181
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Code System | Code | Type | Description | ||
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4-Hydroxyestrone
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C114469
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3MN57C55S2
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9971251
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C026418
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3131-23-5
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DTXSID00904312
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87602
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