Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H26O3 |
Molecular Weight | 302.4079 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34CO
InChI
InChIKey=XGUHPTGEXRHMQQ-BGJMDTOESA-N
InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
Molecular Formula | C19H26O3 |
Molecular Weight | 302.4079 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
The role of 19-hydroxy-delta4-androstene-3,17-dione in the conversion of circulating delta4-androstene-3, 17-dione to estrone. | 1976 Jul |
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The aromatization of androgens by primary monolayer cultures of fetal rat hypothalamus. | 1977 Jan |
|
Aromatization of delta4-androstene-3,17-dione, 19-hydroxy-delta4-androstene-3,17-dione, and 19-oxo-delta4-androstene-3,17-dione at a common catalytic site in human placental microsomes. | 1977 Jan 11 |
|
Metabolism of 19-hydroxyandrostenedione in human subjects. Urinary excretion of conjugates. | 1978 Mar |
|
Amplification of the action of subthreshold doses of aldosterone by 19-hydroxyandrost-4-ene-3, 17-dione. | 1979 Apr 13 |
|
A sensitive and specific in vitro bioassay method for the measurement of follicle-stimulating hormone activity. | 1979 Jun |
|
Human fatty marrow aromatizes androgen to estrogen. | 1980 Aug |
|
10 beta-propynyl-substituted steroids. Mechanism-based enzyme-activated irreversible inhibitors of estrogen biosynthesis. | 1981 Feb 10 |
|
Identification of estradiol produced by Sertoli cell enriched cultures during incubation with testosterone. | 1981 Jun |
|
FSH induction of aromatase in cultured rat granulosa cells measured by a radiometric assay. | 1981 May |
|
Evidence that granulosa cell aromatase induction/activation by follicle-stimulating hormone is an androgen receptor-regulated process in-vitro. | 1981 Oct |
|
Improved in vitro bioassay of follitropin. | 1982 |
|
19-hydroxyandrostenedione, a new amplifier of the action of aldosterone, in low renin essential hypertension. | 1982 Apr |
|
Effects of age and 1,4,6-androstatriene-3,17-dione on activities of hCG-induced 19-hydroxylase and aromatase of rat testes. | 1982 Aug |
|
19-hydroxyandrostenedione as a new hypertensinogenic agent. | 1982 Feb |
|
Evidence that 19-hydroxyandrostenedione is secreted by the adrenal cortex and is under the control of ACTH and the renin-angiotensin system in man. | 1982 Mar 30 |
|
19-hydroxyandrostenedione and 6 beta-hydroxyandrostenedione: new steroids regulated by the renin-angiotensin system in man. | 1984 Jan |
|
Methyltrienolone (R1881) is not aromatized by placental microsomes or rat hypothalamic homogenates. | 1984 May |
|
Changes in oestrogen-synthesizing ability of preovulatory bovine follicles relative to the peak of LH. | 1984 Nov |
|
[New mineralocorticoids and mineralocorticoid-like steroids]. | 1984 Nov |
|
[A comparative study of C19 steroid-induced hypertension and deoxycorticosterone acetate (DOCA)-salt hypertension]. | 1984 Nov 20 |
|
In vitro conversion of androgen to estrogen in amphioxus gonadal tissues. | 1984 Oct |
|
Angiotensin II induces the release of 19-hydroxyandrostenedione in man. | 1985 Aug |
|
Aromatase activity in the perinatal rat forebrain: effects of age, sex and intrauterine position. | 1985 Dec |
|
Radiometric analysis of oxidative reactions in aromatization by placental microsomes. Presence of differential isotope effects. | 1985 Jan 10 |
|
Androgen aromatization and 5 alpha-reduction in ferret brain during perinatal development: effects of sex and testosterone manipulation. | 1985 May |
|
Digoxin-like immunoreactivity of 19-NOR and 19-OH-androst-4-ene-3,17-dione. | 1986 |
|
P-45011 beta-dependent conversion of cortisol to cortisone, and 19-hydroxyandrostenedione to 19-oxoandrostenedione. | 1986 Apr 14 |
|
Role of substrate conformational features in the stereospecificity of aromatase. | 1986 Feb 11 |
|
A reevaluation of the mineralocorticoid and hypertensinogenic potential of 19-hydroxyandrostenedione. | 1986 Jun |
|
3-Methylene-substituted androgens as novel aromatization inhibitors. Evidence of a requirement for C-3 oxygen in C-19 hydroxylations. | 1986 May 25 |
|
Plasma androstenedione in normotensive and hypertensive pregnancy. | 1986 Nov-Dec |
|
Enhancement of the hypertensinogenic action of 19-hydroxyandrostenedione by aromatase inhibitor, delta 1-testololactone. | 1987 Dec |
|
Metabolism of 19-methyl-substituted steroids by human placental aromatase. | 1987 Dec 1 |
|
Imidazole antimycotics: selective inhibitors of steroid aromatization and progesterone hydroxylation. | 1987 Jul-Sep |
|
An improved in vitro bioassay for follicle-stimulating hormone (FSH): suitable for measurement of FSH in unextracted human serum. | 1987 Sep |
|
Formation and metabolism of 5(10)-estrene-3 beta,17 beta-diol, a novel 19-norandrogen produced by porcine granulosa cells from C19 aromatizable androgens. | 1988 Aug 30 |
|
[A study of non-aromatizing androgen 19-hydroxylase in sheep adrenal]. | 1988 Jul 20 |
|
Synthesis of c-2, 3, 17 and 19-oxygenated androgens. | 1988 Mar |
|
Aromatase and nonaromatizing 10-demethylase activity of adrenal cortex mitochondrial P-450(11)beta. | 1988 Nov 15 |
|
Direct vascular effects of 19-hydroxyandrostenedione. | 1989 Apr |
|
Plasma 19-hydroxyandrostenedione and androstenedione levels in hydatidiform moles and early pregnancies with and without hypertensive diseases. | 1989 Aug |
|
[The newly developed method of 19-OH-A as intermediate of estrone biosynthesis by GC-MS]. | 1989 Aug 20 |
|
Evidence for age-related change in plasma 19-hydroxyandrostenedione. | 1989 Dec |
|
Formation of 4-oestrene-3,17-dione (19-norandrostenedione) by porcine granulosa cells in vitro is inhibited by the aromatase inhibitor 4-hydroxyandrostenedione and the cytochrome P-450 inhibitors aminoglutethimide phosphate and ketoconazole. | 1989 Feb |
|
Dissociation of 19-hydroxy- 19-oxo-, and aromatizing-activities in human placental microsomes through the use of suicide substrates to aromatase. | 1989 Feb |
|
Alpha-human atrial natriuretic polypeptide inhibits 19-hydroxy-androstenedione secretion by human adrenal cells. | 1989 Feb |
|
Endocrine regulation of cytochrome P-450 in the rat brain and pituitary gland. | 1989 Jul |
|
[Non-aromatizing androgen 19-hydroxylase in human fetal organs]. | 1989 Jul 20 |
|
[Hypertensinogenic steroid]. | 1989 Sep |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 11:23:56 GMT 2023
by
admin
on
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Record UNII |
A546CQ0584
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Record Status |
Validated (UNII)
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Record Version |
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DTXSID80199007
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510-64-5
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252379
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74233
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A546CQ0584
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27576
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