Hydroxypregnenolon
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Hydroxypregnenolon |
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Chem. formel |
C21H32O3 _ _ _ _ _ |
Reg. CAS nummer |
387-79-1 |
PubChem |
3032570 |
Reg. EINECS nummer |
206-862-6 |
SMIL |
CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
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InChI |
InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14.2)17(16) 7- 10-20(18.21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21- /m0/s1JERGUCIJOXJXHF-TVWVXWENSA-N
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CHEBI |
28750 |
ChemSpider |
17215939 |
Data er baseret på standardbetingelser (25 °C, 100 kPa), medmindre andet er angivet. |
Mediefiler på Wikimedia Commons |
Hydroxypregnenolon (17α-hydroxypregnenolon) er et steroid , en af de mellemliggende deltagere i steroidogenese. Dannet ud fra pregnenolon af enzymet 17-alfa-hydroxylase . Til gengæld omdannes det af det samme enzym til dehydroepiandrosteron og af enzymet 3-beta-hydroxysteroid dehydrogenase til 17-hydroxyprogesteron .
Steroide hormoner (endogene) |
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Hepatosteroider ( lever ) | (S-30: Lanostanes ) |
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(S-27: Cholestans ) |
- Zymosterol → 7-Dehydrodesmosterol → Desmosterol → Kolesterol
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Galdesyrer (C-24: Cholaner ) |
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Gonadosteroider ( gonader ) | |
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Adrenosteroider ( binyrerne ) | Glumerosteroider (C-21: Pregnanes ) |
Mineralokortikoider
11-Deoxycorticosteron → Corticosteron → 5α-Dihydrocorticosteron → 3α,5α-Tetrahydrocorticosteron
Aldosteron → 5α-dihydroaldosteron → 3α,5α-Tetrahydroaldosteron
5α-Dihydrodeoxycorticosteron → 3α,5α-Tetrahydrodeoxycorticosteron
Glukokortikoider
11-Deoxycortisol → Cortisol → 5α-Dihydrocortisol → 3α,5α-Tetrahydrocortisol
Cortison → 5α-dihydrocortison → 3α,5α-Tetrahydrocortison
5α-Dihydrodeoxycortisol → 3α,5α-Tetrahydrodeoxycortisol
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Fascillosteroider (C-19: Androstanes ) |
11a-hydroxy
17α-OH: 11α-Hydroxyepiandrostanediol → 11α-Hydroxyepiandrostanediol → 5α-dihydro-11α-hydroxyepistosteron → 11α-hydroxyepiandrostanediol
17-O: 11α-hydroxydehydroepiandrosteron → 11α-hydroxyandrostenedion → 11α-hydroxyandrostenedion → 11α-hydroxyandrostenedion
17β-OH: 11α-hydroxyandrostenediol → 11α-hydroxytestosteron → 5α-dihydro-11α-hydroxytestosteron → 11α-hydroxyandrostenediol
11-keto
17α-OH: 11-ketoepiandrostanediol → 11-ketoepistosteron → 5α-dihydro-11-ketoepitestosteron → 11-ketoepiandrostanediol
17-O: 11-ketodehydroepiandrosteron → 11-ketoandrostenedion → 11-ketoandrostenedion → 11-ketoandrostenedion
17β-OH: 11-ketoandrostenediol → 11-ketotestosteron → 5α-dihydro-11-ketotestosteron → 11-ketoandrostenediol
11β-hydroxy
17α-OH: 11β-hydroxyepiandrostanediol → 11β-hydroxyepitaestosteron → 5α-dihydro-11β-hydroxyepitaestosteron → 11β-hydroxyepiandrostanediol
17-O: 11β-hydroxydehydroepiandrosteron → 11β-hydroxyandrostenedion → 11β-hydroxyandrostenedion → 11β-hydroxyandrostenedion
17β-OH: 11β-hydroxyandrostendiol → 11β-hydroxytestosteron → 5α-dihydro-11β-hydroxytestosteron → 11β-hydroxyandrostenediol
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Retikulosteroider (C-18: Estranes ) |
Katekol-østrogener
17α-OH: 2-Hydroxyepiestradiol og 4-Hydroxyepiestradiol
17-O: 2-Hydroxyestron og 4-Hydroxyestron
17β-OH: 2-hydroxyestradiol og 4-hydroxyestradiol
Quinon-østrogener
17α-OH: 2,3-quinonepiestradiol og 4,3-quinonepiestradiol
17-O: 2,3-quinonestron og 4,3-quinonestron
17β-OH: 2,3-quinonestradiol og 4,3-quinonestradiol
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Medullosteroider |
2,3-OH
DOPA → Dopamin → Noradrenalin → Adrenalin
3-OH
Tryptophan → 5-hydroxytryptophan → Serotonin → N-acetyl-5-hydroxytryptamin → Melatonin
3,4-OH
DOPA → Dopamin → Noradrenalin → Adrenalin
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