Editing Progestogen (section)

==Types and examples==
The most important progestogen in the body is [[progesterone]] (P4).<ref name="Okpako1991">{{cite book|author=D. T. Okpako|title=Principles of Pharmacology: A Tropical Approach|url=https://books.google.com/books?id=5GcbwxQTHvMC&pg=PA536|date=22 February 1991|publisher=Cambridge University Press|isbn=978-0-521-34095-3|pages=536–}}</ref><ref name="LaycockMeeran2012">{{cite book|author1=John Laycock|author2=Karim Meeran|title=Integrated Endocrinology|url=https://books.google.com/books?id=v5hk3Ptf6QkC&pg=PT235|date=1 October 2012|publisher=John Wiley & Sons|isbn=978-1-118-45057-4|pages=235–}}</ref> Other [[endogenous]] progestogens, with varying degrees of progestogenic activity, include [[16α-hydroxyprogesterone]] (16α-OHP),<ref name="pmid21095220">{{cite journal | vauthors = Storbeck KH, Swart P, Africander D, Conradie R, Louw R, Swart AC | title = 16α-hydroxyprogesterone: origin, biosynthesis and receptor interaction | journal = Mol. Cell. Endocrinol. | volume = 336 | issue = 1–2 | pages = 92–101 | year = 2011 | pmid = 21095220 | doi = 10.1016/j.mce.2010.11.016 | s2cid = 5503049 }}</ref> [[17α-hydroxyprogesterone]] (17α-OHP) (very weak),<ref name="pmid18060946">{{cite journal | vauthors = Attardi BJ, Zeleznik A, Simhan H, Chiao JP, Mattison DR, Caritis SN | title = Comparison of progesterone and glucocorticoid receptor binding and stimulation of gene expression by progesterone, 17-alpha hydroxyprogesterone caproate, and related progestins | journal = Am. J. Obstet. Gynecol. | volume = 197 | issue = 6 | pages = 599.e1–7 | year = 2007 | pmid = 18060946 | pmc = 2278032 | doi = 10.1016/j.ajog.2007.05.024 }}</ref> [[20α-dihydroprogesterone]] (20α-DHP),<ref name="Legato2009">{{cite book|author=Marianne J. Legato|title=Principles of Gender-Specific Medicine|url=https://books.google.com/books?id=whb9hsUgZtwC&pg=PA617|date=29 October 2009|publisher=Academic Press|isbn=978-0-08-092150-1|pages=617–}}</ref><ref name="Katzung2017">{{cite book|author=Bertram G. Katzung|title=Basic and Clinical Pharmacology 14th Edition|url=https://books.google.com/books?id=-W5ADwAAQBAJ|date=30 November 2017|publisher=McGraw-Hill Education|isbn=978-1-259-64116-9|page=728|quote=In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) also are found. These compounds have about one-fifth the progestational activity of progesterone in humans and other species.}}</ref> [[20β-dihydroprogesterone]] (20β-DHP),<ref name="Katzung2017" /> [[5α-dihydroprogesterone]] (5α-DHP),<ref name="pmid8398145">{{cite journal | vauthors = Rupprecht R, Reul JM, Trapp T, van Steensel B, Wetzel C, Damm K, Zieglgänsberger W, Holsboer F | title = Progesterone receptor-mediated effects of neuroactive steroids | journal = Neuron | volume = 11 | issue = 3 | pages = 523–30 | year = 1993 | pmid = 8398145 | doi = 10.1016/0896-6273(93)90156-l| s2cid = 11205767 }}</ref> [[5β-dihydroprogesterone]] (5β-DHP) (very weak),<ref name="Lima-HernándezBeyer2012">{{cite journal|last1=Lima-Hernández|first1=Francisco J.|last2=Beyer|first2=Carlos|last3=Gómora-Arrati|first3=Porfirio|last4=García-Juárez|first4=Marcos|last5=Encarnación-Sánchez|first5=José L.|last6=Etgen|first6=Anne M.|last7=González-Flores|first7=Oscar|title=Src kinase signaling mediates estrous behavior induced by 5β-reduced progestins, GnRH, prostaglandin E2 and vaginocervical stimulation in estrogen-primed rats|journal=Hormones and Behavior|volume=62|issue=5|year=2012|pages=579–584|issn=0018-506X|doi=10.1016/j.yhbeh.2012.09.004|pmid=23010621|s2cid=40245594}}</ref><ref name="pmid405534">{{cite journal | vauthors = Illingworth DV, Elsner C, De Groot K, Flickinger GL, Mikhail G | title = A specific progesterone receptor of myometrial cytosol from the rhesus monkey | journal = J. Steroid Biochem. | volume = 8 | issue = 2 | pages = 157–60 | date = February 1977 | pmid = 405534 | doi = 10.1016/0022-4731(77)90040-1}}</ref> [[3β-dihydroprogesterone]] (3β-DHP),<ref name="pmid919010">{{cite journal | vauthors = Junkermann H, Runnebaum B, Lisboa BP | title = New progesterone metabolites in human myometrium | journal = Steroids | volume = 30 | issue = 1 | pages = 1–14 | date = July 1977 | pmid = 919010 | doi = 10.1016/0039-128X(77)90131-3 | s2cid = 28420255 | quote = In the Clauberg bioassay the 3β-hydroxy-4-pregnen-20-one shows about the same potency as progesterone (34). In regard to the biological activity of the 3α epimer no data are available.}}</ref><ref name="pmid13480263">{{cite journal | vauthors = Pincus G, Miyake T, Merrill AP, Longo P | title = The bioassay of progesterone | journal = Endocrinology | volume = 61 | issue = 5 | pages = 528–33 | date = November 1957 | pmid = 13480263 | doi = 10.1210/endo-61-5-528 | doi-access = free }}</ref> [[11-deoxycorticosterone]] (DOC),<ref name="Springer2013">{{cite book|title=The Adrenocortical Hormones: Their Origin · Chemistry, Physiology, and Pharmacology|url=https://books.google.com/books?id=BLXoCAAAQBAJ&pg=PA610|date=27 November 2013|publisher=Springer Science & Business Media|isbn=978-3-642-88385-9|pages=610–}}</ref> and [[5α-dihydrodeoxycorticosterone]] (5α-DHDOC).<ref name="pmid16393154">{{cite journal | vauthors = Edwards HE, Vimal S, Burnham WM | title = The acute anticonvulsant effects of deoxycorticosterone in developing rats: role of metabolites and mineralocorticoid-receptor responses | journal = Epilepsia | volume = 46 | issue = 12 | pages = 1888–97 | year = 2005 | pmid = 16393154 | doi = 10.1111/j.1528-1167.2005.00295.x | s2cid = 26030656 | doi-access = free }}</ref> They are all [[metabolite]]s of progesterone, lying downstream of progesterone in terms of biosynthesis.