Tetrahydrokortizol

Tetrahydrokortizol

Všeobecné
Chem. vzorec	C21H34O5 _ _ _ _ _
Klasifikace
Reg. Číslo CAS	53-02-1
PubChem	5864
Reg. číslo EINECS	200-159-8
ÚSMĚVY	CC12CCC(CC1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O)O
InChI	InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26.17(25)11-22)20( 15.2) 10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18-,19 +,20+,21+/m1/s1AODPIQQILQLWGS-GXBDJPPSSA-N
CHEBI	28320
ChemSpider	5655
Údaje jsou založeny na standardních podmínkách (25 °C, 100 kPa), pokud není uvedeno jinak.

Tetrahydrokortizol (3α,5α-tetrahydrokortizol, urokortisol, 3α,5α-THC) je endogenní glukokortikoidní steroidní hormon a neurosteroid . Syntetizován z 5α-dihydrokortizolu za účasti enzymu 3-alfa-hydroxysteroid dehydrogenázy . Hraje mnohostrannou roli ve vývoji centrálního nervového systému. Moduluje aktivitu receptoru GABA-A vazbou na specifické strukturní místo na jeho povrchu.

Steroidní hormony (endogenní)

Hepatosteroidy
( játra )

(S-30: Lanostany )	Lanosterol
(S-27: Cholestans )	Zymosterol → 7-dehydrodesmosterol → Desmosterol → Cholesterol
Žlučové kyseliny (C-24: Cholans )	Kyselina cholová • Kyselina chenodeoxycholová • ‎ Kyselina deoxycholová • ‎ Kyselina lithocholová • ‎ Kyselina glykocholová • ‎ Kyselina glykochenodeoxycholová • ‎ Kyselina taurocholová • ‎ Kyselina taurochenodeoxycholová

Gonadosteroidy
( gonády )

Gestageny (C-21: Pregnanes )	17α-AC: Epipregnenolon → Epiprogesteron → Epiallopregnandione → Epiallopregnanolon 17-AC: 17-Pregnenolon → 17-Progesteron → 17-Allopregnandion → 17-Allopregnanolon 17β-AC: Pregnenolon → Progesteron → Allopregnandion → Allopregnanolon
Androgeny (C-19: Androstanes )	17α-OH: Epiandrostenediol → Epitestosteron → 5α-dihydroepitestosteron → Epiandrostenediol 17-O: Dehydroepiandrosteron → Androstenedion → Androstenedion → Androsterone 17β-OH: Androstenediol → Testosteron → 5α-dihydrotestosteron → Androstenediol
Estrogeny (C-18: Estranes )	17α-OH: Epiestradiol → Epiestriol → Epiestretrol 17-O: Estron → Estradiolon → Estriolon 17p-OH: Estradiol → Estriol → Estetrol

adrenosteroidy
( nadledviny )

Glumerosteroidy (C-21: Pregnanes )	Mineralokortikoidy 11-Deoxykortikosteron → Kortikosteron → 5α-dihydrokortikosteron → 3α,5α-Tetrahydrokortikosteron Aldosteron → 5α-dihydroaldosteron → 3α,5α-Tetrahydroaldosteron 5α-Dihydrodeoxykortikosteron → 3α,5α-Tetrahydrodeoxykortikosteron Glukokortikoidy 11-Deoxykortizol → Kortizol → 5α-dihydrokortizol → 3α,5α-Tetrahydrokortizol Kortizon → 5α-dihydrokortison → 3α,5α-Tetrahydrokortison 5α-Dihydrodeoxykortizol → 3α,5α-Tetrahydrodeoxykortizol
Fascillosteroidy (C-19: Androstany )	lla-hydroxy 17α-OH: 11α-Hydroxyepiandrostanediol → 11α-Hydroxyepiandrostanediol → 5α-dihydro-11α-hydroxyepistosteron → 11α-hydroxyepiandrostanediol 17-O: 11α-hydroxydehydroepiandrosteron → 11α-hydroxyandrostendion → 11α-hydroxyandrostenedion → 11α-hydroxyandrosteron 17β-OH: 11α-hydroxyandrostendiol → 11α-hydroxytestosteron → 5α-dihydro-11α-hydroxytestosteron → 11α-hydroxyandrostendiol 11-keto 17α-OH: 11-ketoepiandrostanediol → 11-ketoepistosteron → 5α-dihydro-11-ketoepitestosteron → 11-ketoepiandrostanediol 17-O: 11-ketodehydroepiandrosteron → 11-ketoandrostenedion → 11-ketoandrostenedion → 11-ketoandrosteron 17β-OH: 11-ketoandrostendiol → 11-ketotestosteron → 5α-dihydro-11-ketotestosteron → 11-ketoandrostendiol llp-hydroxy 17α-OH: 11β-hydroxyepiandrostanediol → 11β-hydroxyepitaestosteron → 5α-dihydro-11β-hydroxyepitaestosteron → 11β-hydroxyepiandrostanediol 17-O: 11β-hydroxydehydroepiandrosteron → 11β-hydroxyandrostendion → 11β-hydroxyandrostendion → 11β-hydroxyandrosteron 17β-OH: 11β-hydroxyandrostendiol → 11β-hydroxytestosteron → 5α-dihydro-11β-hydroxytestosteron → 11β-hydroxyandrostendiol
Retikulosteroidy (C-18: Estranes )	Katechol-estrogeny 17a-OH: 2-Hydroxyepiestradiol a 4-Hydroxyepiestradiol 17-O: 2-Hydroxyestron a 4-Hydroxyestron 17p-OH: 2-Hydroxyestradiol a 4-Hydroxyestradiol Chinon-estrogeny 17a-OH: 2,3-chinonpiestradiol a 4,3-chinonpiestradiol 17-O: 2,3-chinonestron a 4,3-chinonestron 17p-OH: 2,3-chinonestradiol a 4,3-chinonestradiol
Medulosteroidy	2,3-OH DOPA → Dopamin → Norepinefrin → Adrenalin 3-OH Tryptofan → 5-hydroxytryptofan → Serotonin → N-acetyl-5-hydroxytryptamin → Melatonin 3,4-OH DOPA → Dopamin → Norepinefrin → Adrenalin