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
[H][C@@]12CC[C@@](C)(O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C
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
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Sex-difference on flutamide metabolism in rat liver microsomal cytochrome P450 1A2]. | 2002 Aug |
|
| Effects of 17 alpha-methyltestosterone on uterine morphology and heat shock protein expression are mediated through estrogen and androgen receptors. | 2002 Nov |
|
| Transdermal testosterone gel (Cellegy). | 2002 Nov |
|
| 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 tributyltin chloride on the reproductive system in pubertal male rats. | 2003 Apr |
|
| Neuroendocrine and behavioral effects of high-dose anabolic steroid administration in male normal volunteers. | 2003 Apr |
|
| Species, sex and inter-individual differences in DNA repair induced by nine sex steroids in primary cultures of rat and human hepatocytes. | 2003 Apr 20 |
|
| Lack of estrogenic or (anti-)androgenic effects of d-phenothrin in the uterotrophic and Hershberger assays. | 2003 Apr 22 |
|
| Estratest and Estratest HS (esterified estrogens and methyltestosterone) therapy: a summary of safety surveillance data, January 1989 to August 2002. | 2003 Dec |
|
| Spermatogenetic disorders in adult rats exposed to tributyltin chloride during puberty. | 2003 Dec |
|
| 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 Dec |
|
| Effects of environmental salinity and 17alpha-methyltestosterone on growth and oxygen consumption in the tilapia, Oreochromis mossambicus. | 2003 Dec |
|
| OECD validation of the Hershberger assay in Japan: phase 2 dose response of methyltestosterone, vinclozolin, and p,p'-DDE. | 2003 Dec |
|
| Gonad development and vitellogenin production in zebrafish (Danio rerio) exposed to ethinylestradiol and methyltestosterone. | 2003 Dec 10 |
|
| Chronic administration of anabolic steroids disrupts pubertal onset and estrous cyclicity in rats. | 2003 Feb |
|
| Immature rat uterotrophic assay of 18 chemicals and Hershberger assay of 30 chemicals. | 2003 Feb 1 |
|
| Optimization and validation of conventional and micellar LC methods for the analysis of methyltestosterone in sugar-coated pills. | 2003 Feb 5 |
|
| Syntheses of steroid-based molecularly imprinted polymers and their molecular recognition study with spectrometric detection. | 2003 Jan 15 |
|
| Androgens stimulate sex change in protogynous grouper, Epinephelus coioides: spawning performance in sex-changed males. | 2003 Jul |
|
| UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay. | 2003 Jul |
|
| 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 Jun |
|
| Vitellogenin synthesis via androgens in primary cultures of tilapia hepatocytes. | 2003 Jun 15 |
|
| 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 Mar |
|
| [A case of locally advanced prostate cancer with low serum testosterone associated with intake of an androgenic medicine]. | 2003 May |
|
| Effects of oxytocin on semen release response in African catfish (Clarias gariepinus). | 2003 May |
|
| 17alpha-methyltestosterone: 28-day oral toxicity study in the rat based on the "Enhanced OECD Test Guideline 407" to detect endocrine effects. | 2003 Nov 5 |
|
| Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003 Oct |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003 Sep |
|
| The role of androgens in female sexual dysfunction. | 2004 Apr |
|
| Hot flashes and androgens: a biological rationale for clinical practice. | 2004 Apr |
|
| Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay. | 2004 Apr |
|
| Aromatase modulation alters gonadal differentiation in developing zebrafish (Danio rerio). | 2004 Apr 14 |
|
| 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 Apr 28 |
|
| Screening of free 17-alkyl-substituted anabolic steroids in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry. | 2004 Feb |
|
| Are sex steroids involved in the sexual growth dimorphism in Eurasian perch juveniles? | 2004 Feb |
|
| 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 Jan 7 |
|
| Evaluation of the rodent Hershberger assay using three reference endocrine disrupters (androgen and antiandrogens). | 2004 Jan-Feb |
|
| Reproductive disorders in pubertal and adult phase of the male rats exposed to vinclozolin during puberty. | 2004 Jul |
|
| Hereditary angioedema: the rewards of studying a rare disease. | 2004 Jul |
|
| Analysis of anabolic steroids by partial filling micellar electrokinetic capillary chromatography and electrospray mass spectrometry. | 2004 Jun 18 |
|
| 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 Jun 24 |
|
| Fish full life-cycle testing for androgen methyltestosterone on medaka (Oryzias latipes). | 2004 Mar |
|
| Prediction of whole-body metabolic clearance of drugs through the combined use of slices from rat liver, lung, kidney, small intestine and colon. | 2004 Mar |
|
| Oxandrolone treatment of childhood hereditary angioedema. | 2004 Mar |
|
| Application of the revised EU criteria for the confirmation of anabolic steroids in meat using GC-MS. | 2004 Mar |
|
| 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 May |
|
| Interlaboratory comparison of four in vitro assays for assessing androgenic and antiandrogenic activity of environmental chemicals. | 2004 May |
|
| Effects of organotin compounds on pubertal male rats. | 2004 Oct 1 |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
5EL4L26MSF
Created by
admin on Sat Dec 16 09:41:05 GMT 2023 , Edited by admin on Sat Dec 16 09:41:05 GMT 2023
|
PRIMARY | |||
|
DTXSID00427652
Created by
admin on Sat Dec 16 09:41:05 GMT 2023 , Edited by admin on Sat Dec 16 09:41:05 GMT 2023
|
PRIMARY | |||
|
2607-14-9
Created by
admin on Sat Dec 16 09:41:05 GMT 2023 , Edited by admin on Sat Dec 16 09:41:05 GMT 2023
|
PRIMARY | |||
|
7061118
Created by
admin on Sat Dec 16 09:41:05 GMT 2023 , Edited by admin on Sat Dec 16 09:41:05 GMT 2023
|
PRIMARY |
PARENT (METABOLITE)
SUBSTANCE RECORD
