In enzymology, a 17α-hydroxyprogesterone aldolase (EC 4.1.2.30) is an enzyme that catalyzes the chemical reaction 17α- ... hydroxyprogesterone ⇌ {\displaystyle \rightleftharpoons } androst-4-en-3,17-dione + acetaldehyde Hence, this enzyme has one ... The systematic name of this enzyme class is 17α-hydroxyprogesterone acetaldehyde-lyase (4-androstene-3,17-dione-forming). Other ... 17α-hydroxyprogesterone, and two products, androst-4-en-3,17-dione and acetaldehyde. This enzyme belongs to the family of ...
Johnson JW, Austin KL, Jones GS, Davis GH, King TM (October 1975). "Efficacy of 17alpha-hydroxyprogesterone caproate in the ... Hydroxyprogesterone caproate is also to some degree less potent than the more closely related ester hydroxyprogesterone acetate ... Hydroxyprogesterone caproate has been detected in pregnant women up to 44 days after the last dose. Hydroxyprogesterone ... Hydroxyprogesterone caproate has been used as a component of menopausal hormone therapy in women. Hydroxyprogesterone caproate ...
Note that 3,17-diacetoxy-6-methylpregna-4,6-dien-20-one (1b), a structural analog of compound 1a, is certified in Russia under ... It is very close to megestrol acetate (6-dehydro-6-methyl-17α-acetoxyprogesterone) in structure, except that there is a ... A closely related medication is cymegesolate (also known as megestrol 3β-cypionate 17α-acetate), which, in contrast, has not ... July 2005). "Investigation of the gestagen activity of 17α-acetoxy-3β-butanoyloxy-6-methylpregna-4, 6-dien-20-one". ...
The first product was 17alpha-acetoxyprogesterone4 (Figure 1) marketed under the trade name of Prodox.® Prodox was introduced ... 17a-hydroxyprogesterone caproate and 17a-hydroxyprogesterone acetate, introduced in 1953, and the most potent of all new ... of hydroxyprogesterone a c e t a te, in bottles of 25 tablets. Greenblatt RB (1959). "Hormonal control of functional uterine ... Hydroxyprogesterone cap- roate appears to be even less active than Prodox in some respects. It is about 5 times progesterone as ...
... such as hydroxyprogesterone caproate and, to a far lesser extent, hydroxyprogesterone acetate and hydroxyprogesterone ... When "hydroxyprogesterone" is referenced from the standpoint of medical use, what is usually being referred to is actually, in ... Hydroxyprogesterone is the generic name of 17α-OHP and its INNTooltip International Nonproprietary Name and BANTooltip British ... 11α-Hydroxyprogesterone 5α-Dihydroprogesterone 20-Dihydroprogesterone 11-Deoxycorticosterone 11-Deoxycortisol 17α- ...
... such as hydroxyprogesterone caproate, medroxyprogesterone acetate, and cyproterone acetate, are highly active themselves (in ... and hydroxyprogesterone caproate, the 19-norprogesterone derivative nomegestrol acetate, and the 19-nortestosterone derivatives ... hydroxyprogesterone, medroxyprogesterone, and cyproterone, respectively). On the other hand, esters of 19-nortestosterone ... One promising ester, [17α-hydroxyprogesterone acetate], marketed as Prodox, was found. It was more active by mouth than other ...
An active metabolite of progesterone, 11-deoxycorticosterone (21-hydroxyprogesterone), is a precursor of aldosterone and has ... 17 (6): 754-9. doi:10.1210/jcem-17-6-754. PMID 13428841. Wein AJ, Kavoussi LR, Novick AC, Partin AW, Peters CA (25 August 2011 ... 17α-Hydroxyprogesterone caproate is a depot progestogen which is entirely free of side actions. The dose required to induce ... However, a higher 17-OHP level was observable at the completion of OMP administration (week 2). Sitruk-Ware R (2002). " ...
ISBN 978-1-259-64116-9. In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) ... include 16α-hydroxyprogesterone (16α-OHP), 17α-hydroxyprogesterone (17α-OHP) (very weak), 20α-dihydroprogesterone (20α-DHP), 20 ... "16α-hydroxyprogesterone: origin, biosynthesis and receptor interaction". Mol. Cell. Endocrinol. 336 (1-2): 92-101. doi:10.1016/ ... These progestogens, along with another steroid, 17α-hydroxypregnenolone, are the precursors of all other endogenous steroids, ...
List of androgen esters § Testosterone esters Hydroxyprogesterone heptanoate benzilic acid hydrazone J. Elks (14 November 2014 ... Gleason CH, Parker JM (September 1959). "The duration of activity of the benziloyl hydrazones of testosterone-17-heptanoate, ... Testosterone enantate benzilic acid hydrazone (TEBH), or testosterone 17β-enantate 3-benzilic acid hydrazone, is a synthetic, ... Gleason CH (July 1964). "Testosterone 17-Heptanoate 3-Benziloylhydrazone". J. Med. Chem. 7 (4): 573. doi:10.1021/jm00334a042. ...
I. C21 steroids: progesterone, 16 alpha-hydroxyprogesterone, 17 alpha-hydroxyprogesterone, 20 alpha-dihydroprogesterone, delta ... I. C21 steroids: progesterone, 16ά-hydroxyprogesterone, 17ά -hydroxy-progesterone, 20ά-dihydroprogesterone, ∆5-pregnenolone, ∆5 ... 17 February 1984). "Delivery of a healthy infant following nonsurgical ovum transfer". JAMA. 251 (7): 889. doi:10.1001/jama. ... sulfate and 17-hydroxy ∆5-pregnenolone. J Clin Endocrinol Metab 48 (1) 33-38, 1979 Rodi IA, Sauer MV, Gorrill MJ, Bustillo M, ...
The zona reticularis has more of the cofactors required for the 17,20-lyase activity of 17α-hydroxylase than zona fasciculata. ... The cells of the zona glomerulosa do not express 11β-hydroxylase and 17α-hydroxylase. This is the reason zona glomerulosa ... 17-alpha-hydroxyprogesterone → (hydroxylation at C21) → 11-Deoxycortisol → (hydroxylation at C11) → Cortisol The adrenal cortex ...
17alpha-hydroxyprogesterone + NAD(P)H + H+ The 3 substrates of this enzyme are 17alpha,20alpha-dihydroxypregn-4-en-3-one, NAD+ ... Wiest WG (December 1968). "On the function of 20 alpha-hydroxypregn-4-en-3-one during parturition in the rat". Endocrinology. ... In enzymology, a 20-α-hydroxysteroid dehydrogenase (EC 1.1.1.149) is an enzyme that catalyzes the chemical reaction 17alpha, ... Shikita M, Inano H, Tamaoki B (1967). "Further studies on 20-alpha-hydroxysteroid dehydrogenase of rat testes". Biochemistry. 6 ...
"6-methyl-17alpha-hydroxyprogesterone, the lower fatty acid 17-acylates and methods for producing the same", published 9 April ... Penning TM, Sharp RB, Krieger NR (December 1985). "Purification and properties of 3 alpha-hydroxysteroid dehydrogenase from rat ... selective inhibition of 3 alpha-hydroxysteroid oxidoreductase activity". Journal of Steroid Biochemistry. 17 (2): 197-203. doi: ... On 17 November 2004, the United States Food and Drug Administration put a black box warning on the label, indicating that there ...
On 17 June, he finished second in the Group 1 King's Stand Stakes behind Equiano. Four days later, he finished fourth in the ... press release 17 October 2006 Global Sprint Challenge "Superb win sets Takeover Target for Royal Ascot" Racing and Sports ... well clear of his closest competitor on 17 points. His return to racing in Australia in 2007 was delayed, first by an injury ... where he ran eighth in the Group 1 KrisFlyer International Sprint over 1,200 metres at Kranji Racecourse on 17 May 2009. From ...
MeSH D04.345.051.500 - crown ethers MeSH D04.345.103.222 - alpha-cyclodextrins MeSH D04.345.103.333 - beta-cyclodextrins MeSH ... 20-alpha-dihydroprogesterone MeSH D04.808.745.745.654.829.395 - hydroxyprogesterones MeSH D04.808.745.745.654.829.395.400 - 17- ... alpha-hydroxyprogesterone MeSH D04.808.745.745.654.829.614 - medroxyprogesterone MeSH D04.808.745.745.654.829.614.500 - ... 5-alpha-dihydroprogesterone MeSH D04.808.745.558.050 - alfaxalone alfadolone mixture MeSH D04.808.745.558.783 - ...
... alpha subunit MeSH D06.472.351.576.463 - luteinizing hormone MeSH D06.472.351.576.463.249 - glycoprotein hormones, alpha ... 20-alpha-dihydroprogesterone MeSH D06.472.334.851.687.750.099 - 5-alpha-dihydroprogesterone MeSH D06.472.334.851.687.750.478 - ... alpha-msh MeSH D06.472.699.631.525.690.583.075 - beta-msh MeSH D06.472.699.631.525.690.583.115 - gamma-msh MeSH D06.472.699.631 ... alpha-msh MeSH D06.472.734.525.690.583.075 - beta-msh MeSH D06.472.734.525.690.583.115 - gamma-msh MeSH D06.472.734.525.883 - ...
van Rooyen D, Gent R, Barnard L, Swart AC (April 2018). "The in vitro metabolism of 11β-hydroxyprogesterone and 11- ... into 11β-hydroxyprogesterone. In addition, progesterone can be hydroxylated in the liver by other cytochrome P450 enzymes which ... 21-hydroxyprogesterone), respectively, and pregnanetriols are formed secondarily to 17α-hydroxylation. Even smaller amounts of ... 17 (5): 367-388. doi:10.1089/neu.2000.17.367. PMID 10833057. Pan DS, Liu WG, Yang XF, Cao F (October 2007). "Inhibitory effect ...
Thirteen patients with primary adenocarcinoma of the uterine corpus were treated for 21 days with 17alpha-hydroxy-progesterone- ... It is approximately 20 to 25 times more potent than progesterone or hydroxyprogesterone caproate in animal bioassays when all ... The preparations used were Proluton Depot (17a-hydroxy-progesterone caproate) and in 3 patients SH 5132 (17a-hydroxy-19- ... Hence, gestonorone caproate is approximately 5- to 10-fold more potent than hydroxyprogesterone caproate in humans. The ...
... (17α-BP) is a progestin which was first described in 1957 and was never marketed. It is about twice as ... 17α-BP is a parent compound of haloprogesterone (6α-fluoro-17α-bromoprogesterone) and 6α-methyl-17α-bromoprogesterone. 17α- ... Hydroxyprogesterone 17α-Methylprogesterone 19-Norprogesterone Engel CR, Jahnke H (November 1957). "Steroids and related ... X. 17 alpha-Bromoprogesterone, a new potent gestogen". Canadian Journal of Biochemistry and Physiology. 35 (11): 1047-1055. doi ...
Glass TL, Lamppa RS (1985). "Purification and properties of 16 alpha-hydroxyprogesterone dehydroxylase from Eubacterium sp. ... The enzyme 16α-hydroxyprogesterone dehydratase (EC 4.2.1.98) catalyzes the chemical reaction 16α-hydroxyprogesterone = 16,17- ... 16α-hydroxyprogesterone dehydroxylase, 16α-dehydroxylase, and 16α-hydroxyprogesterone hydro-lyase. ... The systematic name of this enzyme class is 16α-hydroxyprogesterone hydro-lyase (16,17-didehydroprogesterone-forming). Other ...
11 alpha-Hydroxyprogesterone (11 alpha OH-P) was an order of magnitude more potent a competitive inhibitor of the 11 beta HSD-2 ... Souness GW, Latif SA, Laurenzo JL, Morris DJ (April 1995). "11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 ... Souness GW, Morris DJ (March 1996). "11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta-hydroxysteroid ... 11α-Hydroxyprogesterone can therefore influence blood pressure regulation.12 Furthermore, 11α-hydroxyprogesterone exhibits an ...
A potent mineralocorticoid antagonist with reduced affinity for the 5 alpha-dihydrotestosterone receptor of human and rat ... 7α-Acetylthio-17α-hydroxyprogesterone, a related derivative of progesterone and also of 17α-hydroxyprogesterone, has been found ...
It is an alpha-globulin. This gene encodes an alpha-globulin protein with corticosteroid-binding properties. This is the major ... "Entrez Gene: SERPINA6 serpin peptidase inhibitor, clade A (alpha-1 antiproteinase, antitrypsin), member 6". E. Edward Bittar; ... allelic association and a unique haplotype associated with alpha 1-antitrypsin deficiency". Am J Hum Genet. 55 (1): 126-33. PMC ... Aldosterone - Approximately 17% of serum aldosterone is bound to transcortin, while another 47% is bound to serum albumin. The ...
Zander J, Forbes TR, Von Munstermann AM, Neher R (April 1958). "Delta 4-3-Ketopregnene-20 alpha-ol and delta 4-3-ketopregnene- ... ISBN 978-1-259-64116-9. In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) ... 20β-Dihydroprogesterone (20β-DHP), also known as 20β-hydroxyprogesterone (20β-OHP), is an endogenous metabolite of progesterone ... 20α-Dihydroprogesterone 17α-Hydroxyprogesterone 16α-Hydroxyprogesterone 5α-Dihydroprogesterone 11-Deoxycorticosterone Bertram G ...
... labeled alpha- and beta- subunits) that are non-covalently associated: The alpha subunits of LH, FSH, TSH, and hCG are ... The gene for the alpha subunit is located on chromosome 6q12.21. The luteinizing hormone beta subunit gene is localized in the ... In contrast to the alpha gene activity, beta LH subunit gene activity is restricted to the pituitary gonadotropic cells. It is ... Each monomeric unit is a glycoprotein molecule; one alpha and one beta subunit make the full, functional protein. Its structure ...
Souness GW, Latif SA, Laurenzo JL, Morris DJ (1995). "11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta- ... Souness GW, Morris DJ (1996). "11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta-hydroxysteroid ... alpha)-methyl-androsta-1,4-diene-11 (alpha), 17 (beta)-diol-3-one) in humans". J. Int. Med. Res. 4 (2): 96-105. doi:10.1177/ ... Indeed, 11α- and 11β-hydroxyprogesterone (formebolone and roxibolone being 11α- and 11β-hydroxylated (respectively) similarly) ...
Retrieved 2018-09-17. Štěrba, R. (1971). "On the Way to a More Physiological Hormonal Contraception". Current Problems in ... Retrieved 2018-09-17. Cekan Z, Horesovský O (February 1971). "Elimination and metabolism of 6-chloro-17-alpha-hydroxy-16- ... Shapiro EL, Weber L, Harris H, Miskowicz C, Neri R, Herzog HL (July 1972). "Synthesis and biological activity of 17-esters of 6 ... 17 (8): 898-900. doi:10.1021/jm00254a025. PMID 4845383. Topliss JG, Shapiro EL (June 1975). "Quantitative structure-activity ...
Marcus PI, Talalay P (February 1956). "Induction and purification of alpha- and beta-hydroxysteroid dehydrogenases". The ... Also converts inactive 20α-hydroxyprogesterone into active progesterone. Preferential activity on androgens. Expressed widely ... 20α-HydroxyprogesteroneProgesterone DHEATooltip Dehydroepiandrosterone ↔ Androstenediol AndrostenedioneTestosterone ... Inhibitors of 17β-HSD type II are of interest for the potential treatment of osteoporosis. Some inhibitors of 17β-HSD type I ...
Defects in the sterol 5-6 desaturase enzyme reduce the toxic effects of azole inhibition of the 14-alpha demethylation step. ... 17 (6): 1-4. PMID 22735503. Archived from the original on 12 December 2015. Piérard-Franchimont C, De Doncker P, Cauwenbergh G ... The cis-(2S,4R) isomer was more potent in inhibiting progesterone 17α,20-lyase than its enantiomer (IC50 values of 0.05 and ... It produces this effect through inhibition of 17α-hydroxylase and 17,20-lyase, which are involved in the synthesis and ...
PGA, also known as 17α-acetoxyprogesterone 3-cyclopentyl enol ether, is a synthetic pregnane steroid and a derivative of ... It is the 3-cyclopentyl enol ether of 17α-hydroxyprogesterone acetate. PGA, along with quingestrone (the 3-cyclopentyl enol ... cyclopentyl enol-ether of 17-alpha-acetoxy progesterone) for the treatment of threatened and habitual abortion and menstrual ... progesterone and 17α-hydroxyprogesterone. Pentagestrone Progesterone 3-acetyl enol ether Quingestrone J. Elks (14 November 2014 ...
Whereas hydroxyprogesterone acetate (the 6α-demethylated analogue of medroxyprogesterone acetate) is around twice as potent as ... 3-hydroxyprogesterone. * Prodox, Upjohn Co., Kalamazoo, Michigan [...] It was found that 17-a-hydroxyprogesterone acetate has a ... doi:10.1210/jcem-17-10-1237. PMID 13475464. It is the purpose of this paper to introduce and describe a new steroid for oral ... Dimethisterone, also known as 6α,21-dimethylethisterone or as 6α,21-dimethyl-17α-ethynyltestosterone, as well as 17α-ethynyl-6α ...
2alpha-Methylen-delta-17alpha-hydroxy-progesteronen". "6-chloro-1, 2alpha-methylene-delta6-17alpha-hydroxyprogesterone ... hydroxyprogesterone caproate, medroxyprogesterone acetate, and megestrol acetate. Chemical syntheses of CPA have been published ... Deutsch M (17 June 2016), Guidelines for the Primary and Gender-Affirming Care of Transgender and Gender Nonbinary People (PDF ... Maggi M (17 November 2011). Hormonal Therapy for Male Sexual Dysfunction. John Wiley & Sons. p. 104. ISBN 978-1-119-96380-6. ...
In contrast, ethisterone and other progestogens such as progesterone and hydroxyprogesterone caproate do not increase estrogen ... anhydro-hydroxy-progesterone; and pregneninolone. Inhoffen HH, Hohlweg W (1938). "Neue per os-wirksame weibliche ... 17α-Ethynyl-3α-androstanediol and 17α-ethynyl-3β-androstanediol, also formed via 5α-reductase, as well as other enzymes, are ... This substance has been referred to in the literature as Δ4 pregnen-in-20-on-3-ol-17; Δ4 pregnene-in, 17-ol, 3-one; ethinyl ...
5α-Reductase Steroidogenic enzyme Dorfman RI, Forchielli E (November 1956). "Separation of delta 4-5 alpha-hydrogenases from ... 17α-hydroxyprogesterone, androstenedione, and testosterone to 5β-reduced metabolites. It can also act on aldosterone, ... 17,21-dihydroxy-5β-pregnane-3,11,20-trione + NADP+ ⇌ {\displaystyle \rightleftharpoons } cortisone + NADPH + H+ The human ...
MGA was the third synthetic derivative of progesterone to be developed for use as a medication, following hydroxyprogesterone ... hydroxyprogesterone caproate, medroxyprogesterone acetate, and nomegestrol acetate. MGA differs from medroxyprogesterone ... 17 (4): 367-371. doi:10.1002/jso.2930170409. PMID 7265976. S2CID 72595843. Geller J, Albert J, Yen SS, Geller S, Loza D (March ... 17α-Hydroxyprogesterone caproate is a depot progestogen which is entirely free of side actions. The dose required to induce ...
This enzyme catalyzes the reduction of progesterone to the inactive form 20-alpha-hydroxy-progesterone. This gene shares high ... "Entrez Gene: AKR1C1 aldo-keto reductase family 1, member C1 (dihydrodiol dehydrogenase 1; 20-alpha (3-alpha)-hydroxysteroid ... Agapova OA, Yang P, Wang WH, Lane DA, Clark AF, Weinstein BI, Hernandez MR (Oct 2003). "Altered expression of 3 alpha- ... Khanna M, Qin KN, Cheng KC (Jun 1995). "Distribution of 3 alpha-hydroxysteroid dehydrogenase in rat brain and molecular cloning ...