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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22O3
Molecular Weight 286.3662
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-HYDROXYESTRONE

SMILES

C[C@@]12CC[C@@]3([H])[C@@]([H])(CCc4cc(c(cc43)O)O)[C@]2([H])CCC1=O

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

HIDE SMILES / InChI

Molecular Formula C18H22O3
Molecular Weight 286.3662
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Urinary estrogen metabolites, prostate specific antigen, and body mass index among African-American men in South Carolina.
2005
Androgen conversion in osteoarthritis and rheumatoid arthritis synoviocytes--androstenedione and testosterone inhibit estrogen formation and favor production of more potent 5alpha-reduced androgens.
2005
A common CYP1B1 polymorphism is associated with 2-OHE1/16-OHE1 urinary estrone ratio.
2005
CYP17 5'-UTR MspA1 polymorphism and the risk of premenopausal breast cancer in a German population-based case-control study.
2005
Associations between aerobic fitness and estrogen metabolites in premenopausal women.
2005 Apr
Effects of dioxin on metabolism of estrogens in waste incinerator workers.
2005 Jul-Aug
The relationship between physical activity and 2-hydroxyestrone, 16alpha-hydroxyestrone, and the 2/16 ratio in premenopausal women (United States).
2005 May
Measuring fifteen endogenous estrogens simultaneously in human urine by high-performance liquid chromatography-mass spectrometry.
2005 Oct 15
Clinical effects of a proprietary combination isoflavone nutritional supplement in menopausal women: a pilot trial.
2005 Sep-Oct
Estradiol and its metabolites and their association with knee osteoarthritis.
2006 Aug
Moderate coffee and alcohol consumption improves the estrogen metabolite profile in adjuvant treated breast cancer patients: a pilot study comparing pre- and post-operative levels.
2006 Dec
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
A hormonal association between estrogen metabolism and proliferative thyroid disease.
2006 Jun
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
Estrogen metabolites and systolic blood pressure in a population-based sample of postmenopausal women.
2006 Mar
Effects of docosahexaenoic acid supplementation on blood lipids, estrogen metabolism, and in vivo oxidative stress in postmenopausal vegetarian women.
2006 Mar
Analysis of fifteen estrogen metabolites using packed column supercritical fluid chromatography-mass spectrometry.
2006 Mar 1
A randomized phase II trial of indole-3-carbinol in the treatment of vulvar intraepithelial neoplasia.
2006 Mar-Apr
CYP1A1 and CYP1B1 polymorphisms and their association with estradiol and estrogen metabolites in women who are premenopausal and perimenopausal.
2006 Sep
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
Analysis of change.
2007
Effects of aerobic exercise training on estrogen metabolism in premenopausal women: a randomized controlled trial.
2007 Apr
Estrogen metabolism modulates bone density in men.
2007 Apr
Soy isoflavonoid effects on endogenous estrogen metabolism in postmenopausal female monkeys.
2007 Apr
A pilot and feasibility study on the effects of naturopathic botanical and dietary interventions on sex steroid hormone metabolism in premenopausal women.
2007 Aug
Treatment with an inhibitor of catechol-O-methyltransferase activity reduces preterm birth and impedes cervical resistance to stretch in pregnant rats.
2007 Dec
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
Development of a nanomechanical biosensor for analysis of endocrine disrupting chemicals.
2007 Sep
HPLC for stress-free screening of potential prostate cancer marker catechol estrogens in urine using a diamond-electrode electrochemical and a fluorescence detector.
2007 Sep
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
Coffee consumption and CYP1A2*1F genotype modify age at breast cancer diagnosis and estrogen receptor status.
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
Coffee intake and CYP1A2*1F genotype predict breast volume in young women: implications for breast cancer.
2008 Nov 4
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

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 02:59:09 UTC 2021
Edited
by admin
on Sat Jun 26 02:59:09 UTC 2021
Record UNII
UQS3A06ILY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-HYDROXYESTRONE
Common Name English
CATECHOLESTRONE
Common Name English
ESTRA-1,3,5(1)-TRIEN-17-ONE, 2,3-DIHYDROXY-
Common Name English
2,3-DIHYDROXYESTRA-1,3,5(10)-TRIEN-17-ONE
Systematic Name English
Classification Tree Code System Code
LOINC 49827-9
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
LOINC 49826-1
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
NCI_THESAURUS C2181
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
Code System Code Type Description
FDA UNII
UQS3A06ILY
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
CAS
362-06-1
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
NCI_THESAURUS
C63947
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
WIKIPEDIA
2-Hydroxyestrone
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
PUBCHEM
440623
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
MESH
C024980
Created by admin on Sat Jun 26 02:59:09 UTC 2021 , Edited by admin on Sat Jun 26 02:59:09 UTC 2021
PRIMARY
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MAJOR
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