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
| 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 |
|---|---|---|
| Evaluation of high-dose estrogen and high-dose estrogen plus methyltestosterone treatment on cognitive task performance in postmenopausal women. | 2002 |
|
| Effects of the association of androgen/estrogen on the bladder and urethra of castrated rats. | 2002 |
|
| Steroid-induced cataract: other than in the whole animal system, in the lens culture system, androgens, estrogens and progestins as well as glucocorticoids produce a loss of transparency of the lens. | 2002 |
|
| Concept evaluation: androgen-stimulated immature intact male rats as an assay for antiandrogens. | 2002 Apr |
|
| [Sex-difference on flutamide metabolism in rat liver microsomal cytochrome P450 1A2]. | 2002 Aug |
|
| Effect of methyl testosterone administration on plasma viscosity in postmenopausal women. | 2002 Aug |
|
| Functional genomics and sexual differentiation in amphibians. | 2002 Dec |
|
| Effects of acute 17alpha-methyltestosterone, acute 17beta-estradiol, and chronic 17alpha-methyltestosterone on dopamine, norepinephrine and serotonin levels in the pituitary, hypothalamus and telencephalon of rainbow trout (Oncorhynchus mykiss). | 2002 Dec |
|
| Solid-state photodimerization of steroid enones. | 2002 Dec 13 |
|
| Activation of the growth hormone/insulin-like growth factor axis by treatment with 17 alpha-methyltestosterone and seawater rearing in the tilapia, Oreochromis mossambicus. | 2002 Jul |
|
| Validation of the determination of oxymetholone in human plasma analysis using gas chromatography-mass spectrometry. Application to pharmacokinetic studies. | 2002 Jul 25 |
|
| Structural specificity of steroids in stimulating DNA synthesis and protooncogene expression in primary rat hepatocyte cultures. | 2002 May |
|
| Increased 21-hydroxylase and shutdown of C(17,20) lyase activities in testicular tissues of the grouper (Epinephelus coioides) during 17alpha-methyltestosterone-induced sex inversion. | 2002 May |
|
| Studies of masculinization, detoxification, and oxidative stress responses in guppies (Poecilia reticulata) exposed to effluent from a pulp mill. | 2002 May |
|
| 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 |
|
| Effect on growth and reproduction of hormone immersed and masculinized fighting fish Betta splendens. | 2002 Nov 1 |
|
| Androgens and the development of the vagina. | 2002 Oct |
|
| Anabolic androgenic steroids induce age-, sex-, and dose-dependent changes in GABA(A) receptor subunit mRNAs in the mouse forebrain. | 2002 Sep |
|
| Mechanisms of anabolic androgenic steroid modulation of alpha(1)beta(3)gamma(2L) GABA(A) receptors. | 2002 Sep |
|
| Methyl-testosterone induces male-typical ventilatory behavior in response to putative steroidal pheromones in female round gobies (Neogobius melanostomus). | 2002 Sep |
|
| Detection of environmental androgens: a novel method based on enzyme-linked immunosorbent assay of spiggin, the stickleback (Gasterosteus aculeatus) glue protein. | 2002 Sep |
|
| [Cholestatic jaundice and pruritus]. | 2002 Sep 18 |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003 Sep |
|
| Hot flashes and androgens: a biological rationale for clinical practice. | 2004 Apr |
|
| 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 |
|
| 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 |
|
| 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 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:41:05 GMT 2023
by
admin
on
Sat Dec 16 09:41:05 GMT 2023
|
| Record UNII |
5EL4L26MSF
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
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| Code System | Code | Type | Description | ||
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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
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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
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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
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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
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