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<tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>==Overview==</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>==Overview==</div></td></tr>
<tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>'''17-Hydroxypregnenolone''' (also '''17-OH-pregnenolone''' and '''17α-hydroxypregnenolone'''), is a C21 [[steroid]] that is obtained by [[hydroxylation]] of [[pregnenolone]] at the C17α position. This step is performed by the [[mitochondria]]l [[cytochrome P450 oxidase|cytochrome P450 enzyme]] 17α-hydroxylase ([[CYP17A1]]) that is present in the [[adrenal]] and [[gonad]]s. Peak levels are reached in humans at the end of [[puberty]] and then decline.<ref>Hill M, Lukac D, Lapcik O, Sulcova J, Hampl R, Pouzar V, Starka L. Age relationships and sex differences in serum levels of pregnenolone and 17-hydroxypregnenolone in healthy subjects. Clin Chem Lab Med. 1999 Apr;37(4):439-47. PMID 10369116</ref> High levels are also achieved during [[pregnancy]].</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>'''17-Hydroxypregnenolone''' (also '''17-OH-pregnenolone''' and '''17α-hydroxypregnenolone'''), is a C21 [[steroid]] that is obtained by [[hydroxylation]] of [[pregnenolone]] at the C17α position. This step is performed by the [[mitochondria]]l [[cytochrome P450 oxidase|cytochrome P450 enzyme]] 17α-hydroxylase ([[CYP17A1]]) that is present in the [[adrenal]] and [[gonad]]s. Peak levels are reached in humans at the end of [[puberty]] and then decline.<ref>Hill M, Lukac D, Lapcik O, Sulcova J, Hampl R, Pouzar V, Starka L. Age relationships and sex differences in serum levels of pregnenolone and 17-hydroxypregnenolone in healthy subjects. Clin Chem Lab Med. 1999 Apr;37(4):439-47. PMID 10369116</ref> High levels are also achieved during [[pregnancy]].</div></td></tr>
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https://www.wikidoc.org/index.php?title=17-Hydroxypregnenolone&diff=547168&oldid=prev
Brian Blank at 14:34, 2 June 2009
2009-06-02T14:34:43Z
<p></p>
<p><b>New page</b></p><div>{{drugbox |<br />
| IUPAC_name = 3β,17-dihydroxypregn-5-en-20-one<br />
| image =<br />
| CAS_number = 387-79-1<br />
| ATC_prefix = <br />
| ATC_suffix = <br />
| PubChem = 3032570<br />
| DrugBank = <br />
| C = 21 | H = 32 | O = 3<br />
| molecular_weight = 332.48 g/mol<br />
| bioavailability = <br />
| protein_bound = <br />
| metabolism = [[Adrenal]][[Gonad]]s<br />
| elimination_half-life = <br />
| excretion = <br />
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --><br />
| pregnancy_US = <!-- A / B / C / D / X --><br />
| pregnancy_category = <br />
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S8 --><br />
| legal_UK = <!-- GSL / P / POM / CD --><br />
| legal_US = <!-- OTC / Rx-only --><br />
| legal_status = <br />
| routes_of_administration = <br />
| melting_point = 268<br />
}}<br />
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{{SI}}<br />
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==Overview==<br />
'''17-Hydroxypregnenolone''' (also '''17-OH-pregnenolone''' and '''17α-hydroxypregnenolone'''), is a C21 [[steroid]] that is obtained by [[hydroxylation]] of [[pregnenolone]] at the C17α position. This step is performed by the [[mitochondria]]l [[cytochrome P450 oxidase|cytochrome P450 enzyme]] 17α-hydroxylase ([[CYP17A1]]) that is present in the [[adrenal]] and [[gonad]]s. Peak levels are reached in humans at the end of [[puberty]] and then decline.<ref>Hill M, Lukac D, Lapcik O, Sulcova J, Hampl R, Pouzar V, Starka L. Age relationships and sex differences in serum levels of pregnenolone and 17-hydroxypregnenolone in healthy subjects. Clin Chem Lab Med. 1999 Apr;37(4):439-47. PMID 10369116</ref> High levels are also achieved during [[pregnancy]].<br />
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==Prohormone==<br />
17-OH-pregnenolone is considered a [[prohormone]] in the formation of [[dehydroepiandrosterone]] (DHEA), itself a prohomone of the [[sex steroid]]s. <br />
<br />
This conversion is mediated by the enzyme 17,20 lyase . As such 17-OH-pregenolone represents an intermediary in the delta-5-pathway that leads from pregnenolone to DHEA. 17-hydroxypregneolone is also converted to [[17-hydroxyprogesterone]], a prohomone for [[glucocorticosteroid]]s and [[androstenedione]] through the activity of 3-hydroxysteroid dehydrogenase.<br />
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==Neurohormone==<br />
There is some evidence that 17-OH-pregnenolone may have activity as a [[neurohormone]].<ref>Matsunaga M, Ukena K, Baulieu EE, Tsutsui K<br />
7alpha-Hydroxypregnenolone acts as a neuronal activator to stimulate locomotor activity of breeding newts by means of the dopaminergic system. Proc Natl Acad Sci USA 2004 Dec 7;101(49):17282-7. PMID 15569930</ref><br />
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==Clinical use==<br />
Measurements of 17-OH-pregnenolone are useful in the diagnosis of certain forms of [[congenital adrenal hyperplasia]].<ref>Riepe FG, Mahler P, Sippell, Partsch CJ. Longitudinal Study of Plasma Pregnenolone and 17-Hydroxypregnenolone in Full-Term and Preterm Neonates at Birth and during the Early Neonatal Period. The Journal of Clinical Endocrinology & Metabolism (2002) 87: 4301-4306<br />
[http://jcem.endojournals.org/cgi/content/full/87/9/4301]</ref><br />
In patients with [[congenital adrenal hyperplasia due to 3 beta-hydroxysteroid dehydrogenase deficiency]] 17-OH-pregnenolone is increased, while in patients with [[congenital adrenal hyperplasia due to 17 alpha-hydroxylase deficiency]] levels are low to absent.<br />
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==See also==<br />
[[Congenital adrenal hyperplasia]]<br />
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==Additional images==<br />
<gallery><br />
Image:Steroidogenesis.gif|[[Steroidogenesis]]<br />
</gallery><br />
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==References==<br />
{{reflist}}<br />
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[[Category:Steroids|Hydroxypregnenolone, 17-]]<br />
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Brian Blank