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 |
|
| 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 |
|
| Steroid structure and function--VI. The molecular conformation of 19-hydroxy-4-androstene-3,17-dione, as an intermediate for estrogen synthetase. | 1980 Apr |
|
| 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 |
|
| 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 |
|
| Mechanistic studies on C-19 demethylation in oestrogen biosynthesis. | 1982 Mar 1 |
|
| 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: evidence for a new class of sodium-retaining and hypertensinogenic steroids. | 1983 Sep |
|
| 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 |
|
| [New mineralocorticoids and mineralocorticoid-like steroids]. | 1984 Nov |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Direct vascular effects of 19-hydroxyandrostenedione. | 1989 Apr |
|
| 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 |
|
| [Studies on the pressor mechanism of 19-hydroxyandrostenedione]. | 1989 Jan 20 |
|
| Endocrine regulation of cytochrome P-450 in the rat brain and pituitary gland. | 1989 Jul |
|
| Serum level of 19-hydroxyandrostenedione during pregnancy and at delivery determined by gas chromatography/mass spectrometry. | 1990 Apr |
Patents
| Substance Class |
Chemical
Created
by
admin
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Edited
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| Record UNII |
A546CQ0584
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| Record Status |
Validated (UNII)
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27576
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