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 |
|---|---|---|
| Rat uterine complement C3 expression as a model for progesterone receptor modulators: characterization of the new progestin trimegestone. | 2001 Aug |
|
| Effects of three vertebrate hormones on the growth, development, and reproduction of the tomato moth, Lacanobia oleracea L. (Lepidoptera: Noctuidae). | 2001 Aug |
|
| Androgens indirectly accelerate thymocyte apoptosis. | 2001 Feb |
|
| Cerebrospinal fluid and behavioral changes after methyltestosterone administration: preliminary findings. | 2001 Feb |
|
| Esterified estrogens combined with methyltestosterone improve emotional well-being in postmenopausal women with chest pain and normal coronary angiograms. | 2001 Jul-Aug |
|
| Description and evaluation of a short-term reproduction test with the fathead minnow (Pimephales promelas). | 2001 Jun |
|
| Testosterone-mediated neuroprotection through the androgen receptor in human primary neurons. | 2001 Jun |
|
| Mass spectrometry of steroid glucuronide conjugates. II-Electron impact fragmentation of 3-keto-4-en- and 3-keto-5alpha-steroid-17-O-beta glucuronides and 5alpha-steroid-3alpha,17beta-diol 3- and 17-glucuronides. | 2001 Sep |
|
| Neuropsychological effects of methyltestosterone in women using menopausal hormone replacement. | 2001 Sep |
|
| Determination of circular dichroism and ultraviolet spectral parameters of norgestimate- and other Delta(4)-3-ketosteroid oxime isomers via normal phase HPLC method. | 2001 Sep |
|
| Determination of natural corticosteroids in urine samples from sportsmen. | 2001 Sep 15 |
|
| Developmental expression of cytochrome P450 aromatase genes (CYP19a and CYP19b) in zebrafish fry (Danio rerio). | 2001 Sep 15 |
|
| 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 |
|
| [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 |
|
| A repeated 28-day oral dose toxicity study of 17alpha-methyltestosterone in rats, based on the 'enhanced OECD Test Guideline 407' for screening the endocrine-disrupting chemicals. | 2002 Jan |
|
| 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 |
|
| Effects of dehydroepiandrosterone on rat apolipoprotein AI gene expression in the human hepatoma cell line, HepG2. | 2002 Mar |
|
| Enzyme-assisted synthesis and structure characterization of glucuronide conjugates of methyltestosterone (17 alpha-methylandrost-4-en-17 beta-ol-3-one) and nandrolone (estr-4-en-17 beta-ol-3-one) metabolites. | 2002 Mar-Apr |
|
| Structural specificity of steroids in stimulating DNA synthesis and protooncogene expression in primary rat hepatocyte cultures. | 2002 May |
|
| 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 |
|
| 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 |
|
| Chronic administration of anabolic steroids disrupts pubertal onset and estrous cyclicity in rats. | 2003 Feb |
|
| Optimization and validation of conventional and micellar LC methods for the analysis of methyltestosterone in sugar-coated pills. | 2003 Feb 5 |
|
| Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. | 2003 Sep |
|
| 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 |
|
| 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 |
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
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7061118
Created by
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