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Dihydroprogesterone
Dihydroprogesterone may refer to: * 5α-Dihydroprogesterone * 5β-Dihydroprogesterone * 20α-Dihydroprogesterone (20α-hydroxyprogesterone) * 20β-Dihydroprogesterone (20β-hydroxyprogesterone) * 3α-Dihydroprogesterone * 3β-Dihydroprogesterone * 17α,21-Dihydroprogesterone (11-deoxycortisol) * 11β,21-Dihydroprogesterone (corticosterone) See also * Progesterone * Pregnanedione * Pregnanolone * Pregnanediol Pregnanediol, or 5β-pregnane-3α,20α-diol, is an inactive metabolic product of progesterone. A test can be done to measure the amount of pregnanediol in urine, which offers an indirect way to measure progesterone levels in the body. From the ur ... * Pregnanetriol * Hydroxyprogesterone {{Chemistry index Biochemistry Pregnanes ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
5α-Dihydroprogesterone
5α-Dihydroprogesterone (5α-DHP, allopregnanedione, or 5α-pregnane-3,20-dione) is an endogenous progestogen and neurosteroid that is synthesized from progesterone. It is also an intermediate in the synthesis of allopregnanolone and isopregnanolone from progesterone. 5α-DHP is metabolized by the aldo-keto reductases (AKRs) AKR1C1, AKR1C2, and AKR1C4 with high catalytic efficiency. AKR1C1 preferentially forms 20α-hydroxy-5α-pregnane-3-one while AKR1C2 preferentially forms allopregnanolone. Similarly AKR1C1 reduces and consequently inactivates allopregnanolone into 5α-pregnane-3α,20α-diol. In contrast to the other AKRs, AKR1C3 has low catalytic efficiency for reduction of 5α-DHP. These AKRs are highly expressed in the human liver and mammary gland but have relatively modest expression in the human brain and uterus. 5α-DHP is an agonist of the progesterone receptor and a positive allosteric modulator of the GABAA receptor (albeit with an affinity for this receptor ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
20α-Dihydroprogesterone
20α-Dihydroprogesterone (20α-DHP), also known as 20α-hydroxyprogesterone (20α-OHP), is a naturally occurring, endogenous progestogen. It is a metabolite of progesterone, formed by the 20α-hydroxysteroid dehydrogenases (20α-HSDs) AKR1C1, AKR1C2, and AKR1C3 and the 17β-hydroxysteroid dehydrogenase (17β-HSD) HSD17B1. 20α-DHP can be transformed back into progesterone by 20α-HSDs and by the 17β-HSD HSD17B2. HSD17B2 is expressed in the human endometrium and cervix among other tissues. In animal studies, 20α-DHP has been found to be selectively taken up into and retained in target tissues such as the uterus, brain, and skeletal muscle. 20α-DHP has very low affinity for the progesterone receptor and is much less potent as a progestogen in comparison to progesterone, with about one-fifth of the relative progestogenic activity. It has also been found to act as an aromatase inhibitor and to inhibit the production of estrogen in breast tissue ''in vitro''. A single 200-mg ora ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
3β-Dihydroprogesterone
3β-Dihydroprogesterone (3β-DHP), also known as 3β-hydroxyprogesterone, or pregn-4-en-3β-ol-20-one (4-pregnenolone, δ4-pregnenolone), is an endogenous steroid. It is biosynthesized by 3β-hydroxysteroid dehydrogenase from progesterone. Unlike 3α-dihydroprogesterone (3α-DHP), 3β-DHP does not act as a positive allosteric modulator of the GABAA receptor, which is in accordance with the fact that other 3β-hydroxylated progesterone metabolites such as isopregnanolone and epipregnanolone similarly do not act as potentiators of this receptor and instead inhibit it as well as reverse the effects of potentiators like allopregnanolone. 3β-DHP has been reported to possess about the same potency as progesterone in a bioassay of progestogenic activity, whereas 3α-DHP was not assessed. See also * 5α-Dihydroprogesterone * 5β-Dihydroprogesterone * 3β-Androstanediol * Pregnenolone Pregnenolone (P5), or pregn-5-en-3β-ol-20-one, is an endogenous steroid and precursor/ ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
20β-Dihydroprogesterone
20β-Dihydroprogesterone (20β-DHP), also known as 20β-hydroxyprogesterone (20β-OHP), is an endogenous metabolite of progesterone which is formed by 20β-hydroxysteroid dehydrogenase (20β-HSD). It is a progestogen similarly to progesterone, with about 20 to 50% of the progestogenic activity of progesterone. It can be converted by 20β-HSD into progesterone in the uterus. The effects of 20β-HSD on the uterus, mammary glands, and in maintaining pregnancy have been studied. The progestogenic activity of 20β-HSD has also been characterized in women. See also * 20α-Dihydroprogesterone * 17α-Hydroxyprogesterone * 16α-Hydroxyprogesterone * 5α-Dihydroprogesterone * 11-Deoxycorticosterone 11-Deoxycorticosterone (DOC), or simply deoxycorticosterone, also known as 21-hydroxyprogesterone, as well as desoxycortone (INN), deoxycortone, and cortexone, is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid ac ... References Secondary alcohols ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pregnanedione
Pregnanedione, or pregnane-3,20-dione, may refer to: * 5α-Dihydroprogesterone (5α-pregnane-3,20-dione) * 5β-Dihydroprogesterone (5β-pregnane-3,20-dione) See also * Progesterone (pregn-4-ene-3,20-dione) * Pregnanolone * Pregnanediol * Pregnanetriol * Pregna-4,20-dien-3,6-dione Pregnadienedione (PDD), or pregna-4,20-dien-3,6-dione, is a steroid and pherine, or synthetic pheromone. PDD has been found to activate the vomeronasal organ in men. Moreover, inhalation by men has been found to affect autonomic and central f ... * Hydroxyprogesterone References Pregnanes {{Chemistry index ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pregnanolone (other)
Pregnanolone, also known as tetrahydroprogesterone (THP), may refer to: * Allopregnanolone (3α-hydroxy-5α-pregnan-20-one or 3α,5α-tetrahydroprogesterone) * Pregnanolone (3α-hydroxy-5β-pregnan-20-one or 3α,5β-tetrahydroprogesterone) * Isopregnanolone (3β-hydoxy-5α-pregnan-20-one or 3β,5α-tetrahydroprogesterone) * Epipregnanolone (3β-hydoxy-5β-pregnan-20-one or 3β,5β-tetrahydroprogesterone) See also * Progesterone * Pregnanedione * Pregnanediol * Pregnanetriol * Dihydroprogesterone Dihydroprogesterone may refer to: * 5α-Dihydroprogesterone * 5β-Dihydroprogesterone * 20α-Dihydroprogesterone (20α-hydroxyprogesterone) * 20β-Dihydroprogesterone (20β-hydroxyprogesterone) * 3α-Dihydroprogesterone * 3β-Dihydroprogester ... * Hydroxyprogesterone References {{Chemistry index Pregnanes ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
17α,21-Dihydroprogesterone
11-Deoxycortisol, also known as cortodoxone (INN), cortexolone as well as 17α,21-dihydroxyprogesterone or 17α,21-dihydroxypregn-4-ene-3,20-dione, is an endogenous glucocorticoid steroid hormone, and a metabolic intermediate towards cortisol. It was first described by Tadeusz Reichstein in 1938 as Substance S, thus has also been referred to as Reichstein's Substance S or Compound S. Function 11-Deoxycortisol acts as a glucocorticoid, though is less potent than cortisol. 11-Deoxycortisol is synthesized from 17α-hydroxyprogesterone by 21-hydroxylase and is converted to cortisol by 11β-hydroxylase. 11-Deoxycortisol in mammals has limited biological activity and mainly acts as metabolic intermediate within the glucocorticoid pathway, leading to cortisol. In sea lamprey, a member of the agnathans that evolved more than 500 million years ago, 11-deoxycortisol is the major and final glucocorticoid, with mineralocorticoid activity. 11-deoxycortisol also takes part, by binding t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
11β,21-Dihydroprogesterone
Corticosterone, also known as 17-deoxycortisol and 11β,21-dihydroxyprogesterone, is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. It is of minor importance in humans, except in the very rare case of congenital adrenal hyperplasia due to 17α-hydroxylase deficiency. Roles In many species, including amphibians, reptiles, rodents and birds, corticosterone is a main glucocorticoid, involved in regulation of energy, immune reactions, and stress responses. However, in humans, cortisol is the primary glucocorticoid that is produced primarily in the zona fasciculata of the adrenal cortex. Corticosterone has only weak glucocorticoid and mineralocorticoid potencies in humans and is important mainly as an intermediate in the steroidogenic pathway from pregnenolone to aldosterone. Corticosterone is converted to aldosterone by aldosterone synthase, found only in the mitochondria of glomerulosa cells. Glomerulosa cells are foun ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Progesterone
Progesterone (P4) is an endogenous steroid and progestogen sex hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It belongs to a group of steroid hormones called the progestogens and is the major progestogen in the body. Progesterone has a variety of important functions in the body. It is also a crucial metabolic intermediate in the production of other endogenous steroids, including the sex hormones and the corticosteroids, and plays an important role in brain function as a neurosteroid. In addition to its role as a natural hormone, progesterone is also used as a medication, such as in combination with estrogen for contraception, to reduce the risk of uterine or cervical cancer, in hormone replacement therapy, and in feminizing hormone therapy. It was first prescribed in 1934. Biological activity Progesterone is the most important progestogen in the body. As a potent agonist of the nuclear progesterone receptor (nPR) ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pregnanediol
Pregnanediol, or 5β-pregnane-3α,20α-diol, is an inactive metabolic product of progesterone. A test can be done to measure the amount of pregnanediol in urine, which offers an indirect way to measure progesterone levels in the body. From the urine of pregnant women from London clinics, Guy Frederic Marrian isolated a substance that contained two hydroxyl groups and could be converted into a diacetate with acetic anhydride. However, the formula had not been clearly clarified. Almost at the same time, Adolf Butenandt at the Chemical University Laboratory in Göttingen investigated the constituents of pregnant urine and clarified the structure of the diol. The name pregnandiol, coined by Butenandt, is derived from the Latin verb praegnans (pregnant, pregnant), or the English pregnant and pregnancy. This gave rise to the name pregnane for the underlying parent hydrocarbon. In 1936, Venning and Browne demonstrated the presence of pregnanediol, specifically the glucuronide of pregnan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
