2-Hydroxyestradiol

2-Hydroxyestradiol

Všeobecné
Systematický název	( 8R , 9S , 13S , 14S , 17S )]fenantren-2,3,17- triol
Zkratky	2-OHE2
Chem. vzorec	C18H24O3 _ _ _ _ _
Fyzikální vlastnosti
Molární hmotnost	288,387 g/ mol
Klasifikace
Reg. Číslo CAS	362-05-0
PubChem	247304
Reg. číslo EINECS	632-218-2
ÚSMĚVY	CC12CCC3C(C1CCC2O)CCC4=CC(=C(C=C34)O)O
InChI	InChI=1S/C18H24O3/cl-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9- 13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1DILDHNKDVHLEQB-XSSYPUMDSA-N
CHEBI	28744
ChemSpider	216475
Údaje jsou založeny na standardních podmínkách (25 °C, 100 kPa), pokud není uvedeno jinak.

2-Hydroxyestradiol (2-OHE2), také známý jako estra-1,3,5(10)-trien-2,3,17p-triol , je endogenní steroid, katechin estrogen a metabolit estradiolu . jako poziční izomer estriolu [1] .

Poznámky

↑ Zhu BT, Conney AH (1998). „Funkční role metabolismu estrogenu v cílových buňkách: přehled a perspektivy“ . Karcinogeneze [ anglicky ] ]. 19 (1): 1-27. DOI : 10.1093/carcin/19.1.1 . PMID 9472688 .

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