17-Hydroxyprogesterone
From DrugPedia: A Wikipedia for Drug discovery
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| - | '''17 | + | '''17-Hydroxyprogesterone''' ('''17-OH progesterone''' or '''17OHP''') is a C-21 [[steroid hormone]] produced during the synthesis of [[glucocorticoid]]s and [[sex steroid]]s. A metabolite of PROGESTERONE with a hydroxyl group at the 17-alpha position. It serves as an intermediate in the biosynthesis of HYDROCORTISONE and GONADAL STEROID HORMONES. |
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| + | As a hormone, 17OHP also interacts with the [[progesterone receptor]]. | ||
Pubchem(6238) | Pubchem(6238) | ||
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'''KEGG Pathway'''(C01176) | '''KEGG Pathway'''(C01176) | ||
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| + | ==Production== | ||
| + | It is derived from [[progesterone]] via [[17-hydroxylase]], a [[Cytochrome P450 oxidase|P450c17 enzyme]], or from [[17-hydroxypregnenolone]] via 3β-hydroxysteroid dehydrogenase/Δ<sup>5-4</sup> isomerase. | ||
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| + | 17-Hydroxyprogesterone is a natural progestin, and in pregnancy increases in the third trimester primarily due to fetal adrenal production. | ||
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| + | This hormone is primarily produced in the [[adrenal gland]]s and to some degree in the [[gonad]]s, specifically the [[corpus luteum]] of the [[ovary]]. Normal levels are 3-90 ng/dl in children, and in women, 15-70 ng/dl prior to ovulation, and 35-290 ng/dl during the [[luteal phase]]. | ||
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| + | ==17-hydroxyprogesterone caproate== | ||
| + | 17-Hydroxyprogesterone is not the same compound as 17-hydroxyprogesterone [[caproate]]. 17-Hydroxyprogesterone caproate is a synthetic (artificial) hormone that is similar in structure to [[medroxyprogesterone acetate]] and [[megestrol acetate]]. | ||
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| + | The terminology is confusing because 17P is used to refer to both the natural hormone and the artificial/synthetic hormone. It is preferable to refer to the synthetic hormone as 17-OHPC. | ||
Revision as of 07:02, 31 October 2008
17-Hydroxyprogesterone (17-OH progesterone or 17OHP) is a C-21 steroid hormone produced during the synthesis of glucocorticoids and sex steroids. A metabolite of PROGESTERONE with a hydroxyl group at the 17-alpha position. It serves as an intermediate in the biosynthesis of HYDROCORTISONE and GONADAL STEROID HORMONES.
As a hormone, 17OHP also interacts with the progesterone receptor.
Pubchem(6238)
KEGG Pathway(C01176)
- C21-Steroid hormone metabolism
- Androgen and estrogen metabolism
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 222-223 | deg C | EXP | |
| log P (octanol-water) | 3.17 | (none) | EXP | |
| Water Solubility | 6.48 | mg/L | 27 | EXP |
| Vapor Pressure | 9.28E-10 | mm Hg | 25 | EST |
| Henry's Law Constant | 1.01E-08 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 1.03E-10 | cm3/molecule-sec | 25 | EST |
Production
It is derived from progesterone via 17-hydroxylase, a P450c17 enzyme, or from 17-hydroxypregnenolone via 3β-hydroxysteroid dehydrogenase/Δ5-4 isomerase.
17-Hydroxyprogesterone is a natural progestin, and in pregnancy increases in the third trimester primarily due to fetal adrenal production.
This hormone is primarily produced in the adrenal glands and to some degree in the gonads, specifically the corpus luteum of the ovary. Normal levels are 3-90 ng/dl in children, and in women, 15-70 ng/dl prior to ovulation, and 35-290 ng/dl during the luteal phase.
17-hydroxyprogesterone caproate
17-Hydroxyprogesterone is not the same compound as 17-hydroxyprogesterone caproate. 17-Hydroxyprogesterone caproate is a synthetic (artificial) hormone that is similar in structure to medroxyprogesterone acetate and megestrol acetate.
The terminology is confusing because 17P is used to refer to both the natural hormone and the artificial/synthetic hormone. It is preferable to refer to the synthetic hormone as 17-OHPC.
