Home Other Building Blocks Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17b)-

Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17b)-

CAS No.:
315-37-7
Catalog Number:
AG00I5YN
Molecular Formula:
C26H40O3
Molecular Weight:
400.5940
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$91
- +
5mg
≥98%
1 week
United States
$161
- +
Product Description
Catalog Number:
AG00I5YN
Chemical Name:
Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17b)-
CAS Number:
315-37-7
Molecular Formula:
C26H40O3
Molecular Weight:
400.5940
MDL Number:
MFCD00055890
IUPAC Name:
[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] heptanoate
InChI:
InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/m0/s1
InChI Key:
VOCBWIIFXDYGNZ-IXKNJLPQSA-N
SMILES:
CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
EC Number:
206-253-5
UNII:
7Z6522T8N9
NSC Number:
17591
Properties
Complexity:
679  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
400.298g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
400.603g/mol
Monoisotopic Mass:
400.298g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
43.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.3  
Literature
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Effects of testosterone and resistance training in men with chronic obstructive pulmonary disease. American journal of respiratory and critical care medicine 20041015
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The effects of pharmacologically induced hypogonadism on mood in healthy men. Archives of general psychiatry 20041001
Androgen receptor in human skeletal muscle and cultured muscle satellite cells: up-regulation by androgen treatment. The Journal of clinical endocrinology and metabolism 20041001
Genomic and nongenomic effects of intrahippocampal microinjection of testosterone on long-term memory in male adult rats. Behavioural brain research 20040812
The Aging Males' Symptoms scale (AMS) as outcome measure for treatment of androgen deficiency. European urology 20040701
Testosterone enanthate therapy is effective and independent of SRD5A2 and AR gene polymorphisms in boys with micropenis. The Journal of urology 20040701
Oxytocin receptor is expressed in the penis and mediates an estrogen-dependent smooth muscle contractility. Endocrinology 20040401
Hypertriglyceridaemia in Alström's syndrome: causes and associations in 37 cases. Clinical endocrinology 20040201
Exogenous testosterone or testosterone with finasteride increases bone mineral density in older men with low serum testosterone. The Journal of clinical endocrinology and metabolism 20040201
Dose-dependent effects of testosterone on regional adipose tissue distribution in healthy young men. The Journal of clinical endocrinology and metabolism 20040201
Effect of testosterone supplementation on sexual function in hypogonadal men with erectile dysfunction. Urology 20040201
Relationship between serum gonadotropins and spermatogenic suppression in men undergoing steroidal contraceptive treatment. The Journal of clinical endocrinology and metabolism 20040101
Steroid hormones for contraception in men. The Cochrane database of systematic reviews 20040101
Intratesticular testosterone concentrations comparable with serum levels are not sufficient to maintain normal sperm production in men receiving a hormonal contraceptive regimen. Journal of andrology 20040101
Hypogonadotropic hypogonadism as a model of post-natal testicular anti-Müllerian hormone secretion in humans. Molecular and cellular endocrinology 20031215
Changes in anthropometry with testosterone therapy in a female with gender identity disorder. Endocrine journal 20031201
Progesterone receptor gene and protein expression in the anterior preoptic area and hypothalamus of defeminized rats. Journal of neurobiology 20030915
Testosterone supplementation: what and how to give. The aging male : the official journal of the International Society for the Study of the Aging Male 20030901
Testosterone-induced muscle hypertrophy is associated with an increase in satellite cell number in healthy, young men. American journal of physiology. Endocrinology and metabolism 20030701
The study of spatial memory in adult male rats with injection of testosterone enanthate and flutamide into the basolateral nucleus of the amygdala in Morris water maze. Brain research 20030516
Development of models to predict anabolic response to testosterone administration in healthy young men. American journal of physiology. Endocrinology and metabolism 20030501
Sex differences in interest in infants in juvenile rhesus monkeys: relationship to prenatal androgen. Hormones and behavior 20030501
Testosterone dose-dependently increases maximal voluntary strength and leg power, but does not affect fatigability or specific tension. The Journal of clinical endocrinology and metabolism 20030401
Use of parenteral testosterone prior to hypospadias surgery. Pediatric surgery international 20030401
Immature rat uterotrophic assay of 18 chemicals and Hershberger assay of 30 chemicals. Toxicology 20030201
Testosterone therapy in microphallic hypospadias: topical or parenteral? Journal of pediatric surgery 20030201
Differential anabolic effects of testosterone and amino acid feeding in older men. The Journal of clinical endocrinology and metabolism 20030101
Leg ulcer in Klinefelter's syndrome. Journal of the European Academy of Dermatology and Venereology : JEADV 20030101
Androgen therapy in constitutional delay of growth. Hormone research 20030101
Osteoporosis in male hypogonadism: responses to androgen substitution differ among men with primary and secondary hypogonadism. Hormone research 20030101
Pharmacokinetics and degree of aromatization rather than total dose of different preparations determine the effects of testosterone: a nonhuman primate study in Macaca fascicularis. Journal of andrology 20030101
LCN6, a novel human epididymal lipocalin. Reproductive biology and endocrinology : RB&E 20030101
Growth hormone and sex steroid administration in healthy aged women and men: a randomized controlled trial. JAMA 20021113
Light-scattering studies of testosterone enanthate containing soybean oil/C18:1E10/water oil-in-water microemulsions. Journal of pharmaceutical sciences 20021101
Vascular reactivity in hypogonadal men is reduced by androgen substitution. The Journal of clinical endocrinology and metabolism 20021101
Androgenic/Anabolic steroid-induced toxic hepatitis. Journal of clinical gastroenterology 20021001
Gateways to Clinical Trials. Methods and findings in experimental and clinical pharmacology 20020901
Novel mutation of TBX3 in a Japanese family with ulnar-mammary syndrome: implication for impaired sex development. American journal of medical genetics 20020715
Testosterone-induced increase in muscle size in healthy young men is associated with muscle fiber hypertrophy. American journal of physiology. Endocrinology and metabolism 20020701
Cognitive effects of short-term manipulation of serum sex steroids in healthy young men. The Journal of clinical endocrinology and metabolism 20020701
Bone mineral density in hypogonadal men remains low after long-term testosterone replacement. Asian journal of andrology 20020601
Recent advances in hormonal male contraception. Contraception 20020401
Testosterone administration to older men improves muscle function: molecular and physiological mechanisms. American journal of physiology. Endocrinology and metabolism 20020301
Effects of testosterone plus medroxyprogesterone acetate on semen quality, reproductive hormones, and germ cell populations in normal young men. The Journal of clinical endocrinology and metabolism 20020201
Unequal impact of short-term testosterone repletion on the somatotropic axis of young and older men. The Journal of clinical endocrinology and metabolism 20020201
Impact on lipoprotein profile after long-term testosterone replacement in hypogonadal men. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20020201
The effects of varying doses of T on insulin sensitivity, plasma lipids, apolipoproteins, and C-reactive protein in healthy young men. The Journal of clinical endocrinology and metabolism 20020101
Treatment of male hypogonadism with testosterone undecanoate injected at extended intervals of 12 weeks: a phase II study. Journal of andrology 20020101
Hair analysis of seven bodybuilders for anabolic steroids, ephedrine, and clenbuterol. Journal of forensic sciences 20020101
Higher testosterone dose impairs sperm suppression induced by a combined androgen-progestin regimen. Journal of andrology 20020101
Testosterone dose-response relationships in healthy young men. American journal of physiology. Endocrinology and metabolism 20011201
Advances in male hormonal contraception. Annals of medicine 20011201
Effect of testosterone administration and weight training on muscle architecture. Medicine and science in sports and exercise 20011001
Testosterone administration in severe burns ameliorates muscle catabolism. Critical care medicine 20011001
[Klinefelter's syndrome: diagnosis and treatment. Case report]. Minerva medica 20011001
Sensitive LH and FSH assays for monitoring low serum levels in men undergoing steroidal contraception. Clinical endocrinology 20010901
Induction of mammary epithelial cell differentiation and inhibition of dimethylbenz(A)anthracene-induced mammary tumour by co-administration of a pure antiestrogen ICI 182,780 and testosterone enanthate. International journal of oncology 20010801
Effects of GH and/or sex steroid administration on abdominal subcutaneous and visceral fat in healthy aged women and men. The Journal of clinical endocrinology and metabolism 20010801
Testosterone supplementation improves spatial and verbal memory in healthy older men. Neurology 20010710
Testosterone and resistance training in AIDS. Annals of internal medicine 20010703
Testosterone for male contraception during one year: attitudes, well-being and quality of sex life. Contraception 20010701
Sex differences in infant rhesus macaque separation-rejection vocalizations and effects of prenatal androgens. Hormones and behavior 20010601
Testosterone replacement therapy for hypogonadal men with major depressive disorder: a randomized, placebo-controlled clinical trial. The Journal of clinical psychiatry 20010601
Osteopenia in eugonadal men with acquired immune deficiency syndrome wasting syndrome. The Journal of clinical endocrinology and metabolism 20010501
The effects of intrahippocampal testosterone and flutamide on spatial localization in the Morris water maze. Brain research 20010406
Anabolic-androgenic steroids induce apoptotic cell death in adult rat ventricular myocytes. Journal of cellular physiology 20010401
Bone mineral density and bone markers in hypogonadotropic and hypergonadotropic hypogonadal men after prolonged testosterone treatment. Journal of endocrinological investigation 20010401
Anterior pituitary failure (panhypopituitarism) with balanced chromosome translocation 46,XY,t(11;22)(q24;q13). Zhonghua yi xue za zhi = Chinese medical journal; Free China ed 20010401
Estrogen therapy in a male patient with chronic hepatitis C and irradiation-induced testicular dysfunction. Internal medicine (Tokyo, Japan) 20010201
[Source of plasminogen activator in rhesus monkey semen and its possible role in sperm capacitation]. Sheng li xue bao : [Acta physiologica Sinica] 20010201
Transillumination to evaluate spermatogenesis: effect of testosterone enanthate in adult male rats. Archives of andrology 20010101
Regulation of caltrin mRNA expression by androgens in the murine prostate. Journal of andrology 20010101
Activational effects of testosterone on cognitive function in men. Neuropsychologia 20010101
Daily testosterone and gonadotropin levels are similar in azoospermic and nonazoospermic normal men administered weekly testosterone: implications for male contraceptive development. Journal of andrology 20010101
Gas chromatography/combustion/isotope ratio mass spectrometry to control the misuse of androgens in breeding animals: new derivatisation method applied to testosterone metabolites and precursors in urine samples. Rapid communications in mass spectrometry : RCM 20010101
Desogestrel plus testosterone effectively suppresses spermatogenesis but also causes modest weight gain and high-density lipoprotein suppression. Fertility and sterility 20001001
7Alpha-methyl-19-nortestosterone maintains sexual behavior and mood in hypogonadal men. The Journal of clinical endocrinology and metabolism 19991001
A lower dosage levonorgestrel and testosterone combination effectively suppresses spermatogenesis and circulating gonadotropin levels with fewer metabolic effects than higher dosage combinations. Journal of andrology 19990101
Clenbuterol and anabolic steroids: a previously unreported cause of myocardial infarction with normal coronary arteriograms. Southern medical journal 19980801
Endocrine screening in 1,022 men with erectile dysfunction: clinical significance and cost-effective strategy. The Journal of urology 19971101
Peripubertal androgen imprinting of rat hepatic cytochrome P450 2C11 and steroid 5 alpha-reductase: pretranslational regulation and impact on microsomal drug activation. The Journal of pharmacology and experimental therapeutics 19960901
Impact of tamoxifen on peripubertal androgen imprinting of rat hepatic cytochrome P450 2C11, cytochrome P450 3A2, and steroid 5 alpha-reductase. Biochemical pharmacology 19960209
Haemostatic effects of supraphysiological levels of testosterone in normal men. Thrombosis and haemostasis 19950801
Failure of combined follicle-stimulating hormone-testosterone administration to initiate and/or maintain spermatogenesis in men with hypogonadotropic hypogonadism. The Journal of clinical endocrinology and metabolism 19931201
Risks of blood volume changes in hypogonadal men treated with testosterone enanthate for erectile impotence. The Journal of urology 19911201
Contraceptive efficacy of testosterone-induced azoospermia in normal men. World Health Organization Task Force on methods for the regulation of male fertility. Lancet (London, England) 19901020
Cerebrovascular accident associated with testosterone therapy in a 21-year-old hypogonadal man. The New England journal of medicine 19860306
Peliosis hepatis after long-term androgen therapy. Urology 19850501
Multiple hepatic adenomas after long-term therapy with testosterone enanthate. Review of the literature. Journal of hepatology 19850101
Hepatic adenomata and androgen treatment. Annals of internal medicine 19840201
Stimulation of spermatogenesis in stalk-sectioned rhesus monkeys by testosterone alone. The Journal of clinical endocrinology and metabolism 19830701
Obstructive sleep apnea syndrome induced by testosterone administration. The New England journal of medicine 19830303
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