Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H30O2 |
| Molecular Weight | 302.451 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI
InChIKey=GCKMFJBGXUYNAG-MPRNQXESSA-N
InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20-/m1/s1
| Molecular Formula | C20H30O2 |
| Molecular Weight | 302.451 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of organotin compounds on pubertal male rats. | 2004-10-01 |
|
| Reproductive disorders in pubertal and adult phase of the male rats exposed to vinclozolin during puberty. | 2004-07 |
|
| Hereditary angioedema: the rewards of studying a rare disease. | 2004-07 |
|
| Androgenic and estrogenic effects of the synthetic androgen 17alpha-methyltestosterone on sexual development and reproductive performance in the fathead minnow (Pimephales promelas) determined using the gonadal recrudescence assay. | 2004-06-24 |
|
| Analysis of anabolic steroids by partial filling micellar electrokinetic capillary chromatography and electrospray mass spectrometry. | 2004-06-18 |
|
| Effect of the combination of methyltestosterone and esterified estrogens compared with esterified estrogens alone on apolipoprotein CIII and other apolipoproteins in very low density, low density, and high density lipoproteins in surgically postmenopausal women. | 2004-05 |
|
| Interlaboratory comparison of four in vitro assays for assessing androgenic and antiandrogenic activity of environmental chemicals. | 2004-05 |
|
| Effects of a model androgen (methyl testosterone) and a model anti-androgen (cyproterone acetate) on reproductive endocrine endpoints in a short-term adult mummichog (Fundulus heteroclitus) bioassay. | 2004-04-28 |
|
| Aromatase modulation alters gonadal differentiation in developing zebrafish (Danio rerio). | 2004-04-14 |
|
| The role of androgens in female sexual dysfunction. | 2004-04 |
|
| Hot flashes and androgens: a biological rationale for clinical practice. | 2004-04 |
|
| Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay. | 2004-04 |
|
| Fish full life-cycle testing for androgen methyltestosterone on medaka (Oryzias latipes). | 2004-03 |
|
| Prediction of whole-body metabolic clearance of drugs through the combined use of slices from rat liver, lung, kidney, small intestine and colon. | 2004-03 |
|
| Oxandrolone treatment of childhood hereditary angioedema. | 2004-03 |
|
| Application of the revised EU criteria for the confirmation of anabolic steroids in meat using GC-MS. | 2004-03 |
|
| Screening of free 17-alkyl-substituted anabolic steroids in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry. | 2004-02 |
|
| Are sex steroids involved in the sexual growth dimorphism in Eurasian perch juveniles? | 2004-02 |
|
| Mechanistic basis for estrogenic effects in fathead minnow (Pimephales promelas) following exposure to the androgen 17alpha-methyltestosterone: conversion of 17alpha-methyltestosterone to 17alpha-methylestradiol. | 2004-01-07 |
|
| Gonad development and vitellogenin production in zebrafish (Danio rerio) exposed to ethinylestradiol and methyltestosterone. | 2003-12-10 |
|
| Estratest and Estratest HS (esterified estrogens and methyltestosterone) therapy: a summary of safety surveillance data, January 1989 to August 2002. | 2003-12 |
|
| Spermatogenetic disorders in adult rats exposed to tributyltin chloride during puberty. | 2003-12 |
|
| Photoaffinity labeling identification of thyroid hormone-regulated glucocorticoid-binding peptides in rat liver endoplasmic reticulum: an oligomeric protein with high affinity for 16beta-hydroxylated stanozolol. | 2003-12 |
|
| Effects of environmental salinity and 17alpha-methyltestosterone on growth and oxygen consumption in the tilapia, Oreochromis mossambicus. | 2003-12 |
|
| OECD validation of the Hershberger assay in Japan: phase 2 dose response of methyltestosterone, vinclozolin, and p,p'-DDE. | 2003-12 |
|
| 17alpha-methyltestosterone: 28-day oral toxicity study in the rat based on the "Enhanced OECD Test Guideline 407" to detect endocrine effects. | 2003-11-05 |
|
| Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003-10 |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003-09 |
|
| Androgens stimulate sex change in protogynous grouper, Epinephelus coioides: spawning performance in sex-changed males. | 2003-07 |
|
| UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay. | 2003-07 |
|
| Evaluation of the rodent Hershberger assay using three reference endocrine disrupters (androgen and antiandrogens). | 2003-06-23 |
|
| Vitellogenin synthesis via androgens in primary cultures of tilapia hepatocytes. | 2003-06-15 |
|
| Comparative effects of oral esterified estrogens with and without methyltestosterone on endocrine profiles and dimensions of sexual function in postmenopausal women with hypoactive sexual desire. | 2003-06 |
|
| [A case of locally advanced prostate cancer with low serum testosterone associated with intake of an androgenic medicine]. | 2003-05 |
|
| Effects of oxytocin on semen release response in African catfish (Clarias gariepinus). | 2003-05 |
|
| Lack of estrogenic or (anti-)androgenic effects of d-phenothrin in the uterotrophic and Hershberger assays. | 2003-04-22 |
|
| Species, sex and inter-individual differences in DNA repair induced by nine sex steroids in primary cultures of rat and human hepatocytes. | 2003-04-20 |
|
| Effects of tributyltin chloride on the reproductive system in pubertal male rats. | 2003-04 |
|
| Neuroendocrine and behavioral effects of high-dose anabolic steroid administration in male normal volunteers. | 2003-04 |
|
| Tibolone is not converted by human aromatase to 7alpha-methyl-17alpha-ethynylestradiol (7alpha-MEE): analyses with sensitive bioassays for estrogens and androgens and with LC-MSMS. | 2003-03 |
|
| Optimization and validation of conventional and micellar LC methods for the analysis of methyltestosterone in sugar-coated pills. | 2003-02-05 |
|
| Immature rat uterotrophic assay of 18 chemicals and Hershberger assay of 30 chemicals. | 2003-02-01 |
|
| Chronic administration of anabolic steroids disrupts pubertal onset and estrous cyclicity in rats. | 2003-02 |
|
| Syntheses of steroid-based molecularly imprinted polymers and their molecular recognition study with spectrometric detection. | 2003-01-15 |
|
| Effects of environmental endocrine disruptors on the sex differentiation in Korean rockfish, Sebastes schlegeli. | 2003 |
|
| Transformations of testosterone and related steroids in Absidia glauca culture. | 2003 |
|
| In vivo biotransformation of 17 alpha-methyltestosterone in the horse revisited: identification of 17-hydroxymethyl metabolites in equine urine by capillary gas chromatography/mass spectrometry. | 2003 |
|
| Effects of 17 alpha-methyltestosterone on uterine morphology and heat shock protein expression are mediated through estrogen and androgen receptors. | 2002-11 |
|
| Transdermal testosterone gel (Cellegy). | 2002-11 |
|
| [Sex-difference on flutamide metabolism in rat liver microsomal cytochrome P450 1A2]. | 2002-08 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:47:14 GMT 2025
by
admin
on
Mon Mar 31 22:47:14 GMT 2025
|
| Record UNII |
5EL4L26MSF
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
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5EL4L26MSF
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DTXSID00427652
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2607-14-9
Created by
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7061118
Created by
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