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=C(O)C(O)=C4
InChI
InChIKey=SWINWPBPEKHUOD-JPVZDGGYSA-N
InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,19-20H,2-7H2,1H3/t11-,12+,14-,18-/m0/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 |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 2-hydroxyestrone: a new metabolite of estradiol in man. | 1960 Oct |
|
| Estrogenic and antiestrogenic activities of 16alpha- and 2-hydroxy metabolites of 17beta-estradiol in MCF-7 and T47D human breast cancer cells. | 1998 Dec |
|
| Involvement of genotoxic effects in the initiation of estrogen-induced cellular transformation: studies using Syrian hamster embryo cells treated with 17beta-estradiol and eight of its metabolites. | 2000 Apr 1 |
|
| Mutagenic properties of estrogen quinone-derived DNA adducts in simian kidney cells. | 2001 Jan 9 |
|
| Risk reduction for DDT toxicity and carcinogenesis through dietary modification. | 2001 Jun |
|
| Urinary excretion pattern of catecholestrogens in preovulatory LH surge during the 4-day estrous cycle of rats. | 2001 May |
|
| Catechol estrogen formation in liver microsomes from female ACI and Sprague-Dawley rats: comparison of 2- and 4-hydroxylation revisited. | 2002 Aug |
|
| Impact of hormone replacement therapy on endogenous estradiol metabolism in postmenopausal women. | 2002 Oct 25 |
|
| Reproducibility over time of measurements of androgens, estrogens and hydroxy estrogens in urine samples from post-menopausal women. | 2003 |
|
| Predictors of the plasma ratio of 2-hydroxyestrone to 16alpha-hydroxyestrone among pre-menopausal, nulliparous women from four ethnic groups. | 2003 May |
|
| [Estrogen-dependent neoplasia - what is the significance of estradiol metabolites]. | 2003 Nov |
|
| Supplementation with flaxseed alters estrogen metabolism in postmenopausal women to a greater extent than does supplementation with an equal amount of soy. | 2004 Feb |
|
| Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. | 2004 Jul 2 |
|
| Endogenous estradiol metabolism during treatment with oral contraceptives. | 2004 Mar |
|
| Effects of a moderate intensity exercise intervention on estrogen metabolism in postmenopausal women. | 2004 May |
|
| Measuring seven endogenous ketolic estrogens simultaneously in human urine by high-performance liquid chromatography-mass spectrometry. | 2004 Oct 1 |
|
| Nutrition and cancer: a review of the evidence for an anti-cancer diet. | 2004 Oct 20 |
|
| A common CYP1B1 polymorphism is associated with 2-OHE1/16-OHE1 urinary estrone ratio. | 2005 |
|
| Clinical effects of a proprietary combination isoflavone nutritional supplement in menopausal women: a pilot trial. | 2005 Sep-Oct |
|
| Comparison of plasma and urinary levels of 2-hydroxyestrogen and 16 alpha-hydroxyestrogen metabolites. | 2006 Feb |
|
| Estrogen metabolism and breast cancer. | 2006 Jan |
|
| Multilocus analysis of SNP and metabolic data within a given pathway. | 2006 Jan 13 |
|
| Selected diet and lifestyle factors are associated with estrogen metabolites in a multiracial/ethnic population of women. | 2006 Jun |
|
| Role of polymorphic human cytochrome P450 enzymes in estrone oxidation. | 2006 Mar |
|
| Analysis of fifteen estrogen metabolites using packed column supercritical fluid chromatography-mass spectrometry. | 2006 Mar 1 |
|
| Quantitative structure-activity relationship of various endogenous estrogen metabolites for human estrogen receptor alpha and beta subtypes: Insights into the structural determinants favoring a differential subtype binding. | 2006 Sep |
|
| Estrogen metabolism modulates bone density in men. | 2007 Apr |
|
| Soy isoflavonoid effects on endogenous estrogen metabolism in postmenopausal female monkeys. | 2007 Apr |
|
| Changes in 2-hydroxyestrone and 16alpha-hydroxyestrone metabolism with flaxseed consumption: modification by COMT and CYP1B1 genotype. | 2007 Feb |
|
| Urinary phytoestrogen excretion of rats bearing methylnitrosourea-induced mammary carcinoma in response to treatment with 2-methoxyestradiol. | 2007 Feb |
|
| The effects of soygerm extracts on blood lipoproteins, antioxidative capacity and urinary estrogen metabolites in postmenopausal women on hormone therapy. | 2007 Jul |
|
| Soy isoflavone intake and estrogen excretion patterns in young women: effect of probiotic administration. | 2007 May-Jun |
|
| The influence of menstrual risk factors on tumor characteristics and survival in postmenopausal breast cancer. | 2008 |
|
| Phytoestrogens and breast cancer prevention: possible mechanisms of action. | 2008 Apr |
|
| A liquid chromatography-mass spectrometry method for the simultaneous measurement of 15 urinary estrogens and estrogen metabolites: assay reproducibility and interindividual variability. | 2008 Dec |
|
| Daidzein-metabolizing phenotypes in relation to serum hormones and sex hormone binding globulin, and urinary estrogen metabolites in premenopausal women in the United States. | 2008 Dec |
|
| Contribution of alpha2-adrenoceptors to the mitogenic effect of catecholestrogen in human breast cancer MCF-7 cells. | 2008 May |
|
| Oestrogen metabolites in relation to isoprostanes as a measure of oxidative stress. | 2008 May |
|
| Fat/fiber intakes and sex hormones in healthy premenopausal women in USA. | 2008 Nov |
|
| Past oral contraceptive use and current dietary soy isoflavones influence estrogen metabolism in postmenopausal monkeys (Macaca fascicularis). | 2008 Oct |
|
| Levels of sex steroid and cardiovascular disease measures in premenopausal and hormone-treated women at midlife: implications for the "timing hypothesis". | 2008 Oct 27 |
|
| Hydroxylated estrogen metabolites influence the proliferation of cultured human monocytes: possible role in synovial tissue hyperplasia. | 2008 Sep-Oct |
|
| Lycium barbarum inhibits growth of estrogen receptor positive human breast cancer cells by favorably altering estradiol metabolism. | 2009 |
|
| Ethnicity, body size, and estrogen levels in postmenopausal Hispanic and non-Hispanic white women. | 2009 Apr |
|
| Urinary estrogen metabolites in women at high risk for breast cancer. | 2009 Sep |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:09:15 GMT 2023
by
admin
on
Fri Dec 15 15:09:15 GMT 2023
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| Record UNII |
UQS3A06ILY
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| Record Status |
Validated (UNII)
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| Record Version |
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Download
| Name | Type | Language | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Systematic Name | English |
| Classification Tree | Code System | Code | ||
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LOINC |
49827-9
Created by
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LOINC |
49826-1
Created by
admin on Fri Dec 15 15:09:15 GMT 2023 , Edited by admin on Fri Dec 15 15:09:15 GMT 2023
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NCI_THESAURUS |
C2181
Created by
admin on Fri Dec 15 15:09:15 GMT 2023 , Edited by admin on Fri Dec 15 15:09:15 GMT 2023
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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UQS3A06ILY
Created by
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DTXSID80904315
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362-06-1
Created by
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C63947
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1156
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2-Hydroxyestrone
Created by
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440623
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C024980
Created by
admin on Fri Dec 15 15:09:15 GMT 2023 , Edited by admin on Fri Dec 15 15:09:15 GMT 2023
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