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^,,,,Lichtenthaler,,,,HK,,,,(Jun,,,,1999).,,,,The,,New,,England,,Journal,,of,,Medicine.,,doi:10.1021/cr040623l.,,,,Nomenclature[edit].,,,doi:10.1007/BF02703339.,,pp.163282.,,,,"Phylogenomics,,,,of,,,,sterol,,,,synthesis:,,,,insights,,,,into,,,,the,,,,origin,,,,,evolution,,,,,and,,,,diversity,,,,of,,,,a,,,,key,,,,eukaryotic,,,,feature".,,,,PMID16236742.,,doi:10.1128/JB.188.9.3192-3198.2006.,,,

 

Combinations,,,,of,,,,these,,,,ring,,,,alterations,,,,are,,,,known,,,,in,,,,nature.,,,,The,,Nobel,,Foundation.,,Recommendations,,,1989".,,,Steroidogenesis[edit].,,,,L-arginine,,,L-lysine,,,L-ornithine),,Osteocalcin,,Testosterone,,See,,also:,,Estrogenics,,,,Glucocorticoidics,,,,Mineralocorticoidics,,,,Progestogenics,,,,Steroid,,hormone,,metabolism,,modulators,,v,,t,,e,,Estrogen,,receptor,,modulators,,ER,,Agonists,,Steroidal:,,1-Keto-1,2,3,4-tetrahydrophenanthrene,,3-Androstanediol,,3-Androstanediol,,3-Hydroxytibolone,,3-Hydroxytibolone,,4-Androstenediol,,4-Androstenedione,,4-Hydroxyestradiol,,4-Hydroxyestrone,,5-Androstenediol,,7-Oxo-DHEA,,7-Hydroxy-DHEA,,7-Hydroxyepiandrosterone,,8,9-Dehydroestrone,,8-VE2,,16-Hydroxy-DHEA,,16-Hydroxyestrone,,16-Iodo-E2,,16-LE2,,16,17-Epiestriol,,(16-hydroxy-17-estradiol),,17-Dihydroequilenin,,17-Dihydroequilin,,17-Epiestriol,,(16-hydroxy-17-estradiol),,17-Dihydroequilenin,,17-Dihydroequilin,,4-Androstenedione,,5-Androstenediol,,Abiraterone,,Abiraterone,,acetate,,17-Estradiol,,(alfatradiol),,Alestramustine,,Almestrone,,Anabolic,,steroids,,(e.g.,,,testosterone,,,metandienone,,(methandrostenolone),,,others;,,via,,metabolites),,Atrimustine,,Bolandiol,,Bolandiol,,dipropionate,,Butolame,,Clomestrone,,Cloxestradiol,,Cloxestradiol,,acetate,,DHEA,,DHEA-S,,Digitoxin,,(digitalis),,Diosgenin,,Epiestriol,,(16-epiestriol,,,16-hydroxy-17-estradiol),,Epimestrol,,Equilenin,,Equilin,,Estetrol,,Estradiol,,Estradiol,,3-propionate,,Estradiol,,benzoate,,Estradiol,,butyrate,,benzoate,,Estradiol,,butyrylacetate,,Estradiol,,cypionate,,Estradiol,,dienanthate,,Estradiol,,dipropionate,,Estradiol,,diundecylate,,Estradiol,,diundecylenate,,Estradiol,,enanthate,,Estradiol,,furoate,,Estradiol,,hemihydrate,,Estradiol,,hemisuccinate,,(estradiol,,succinate),,Estradiol,,hexahydrobenzoate,,Estradiol,,monopropionate,,Estradiol,,mustard,,Estradiol,,palmitate,,Estradiol,,pivalate,,(trimethyl,,estradiol,,acetate),,Estradiol,,propoxyphenylpropionate,,Estradiol,,stearate,,Estradiol,,sulfate,,Estradiol,,undecylate,,Estradiol,,valerate,,Estramustine,,Estramustine,,phosphate,,Estrapronicate,,Estrazinol,,Estriol,,Estriol,,acetate,,benzoate,,Estriol,,sodium,,succinate,,Estriol,,succinate,,Estriol,,triacetate,,Estriol,,tripropionate,,Estrofurate,,Estromustine,,Estrone,,Estrone,,acetate,,Estrone,,cyanate,,Estrone,,sulfate,,Estrone,,tetraacetylglucoside,,Estropipate,,Etamestrol,,(eptamestrol),,Ethinyl,,estradiol,,Ethinyl,,estradiol,,sulfonate,,Ethinyl,,estriol,,Etynodiol,,diacetate,,Guggulsterone,,Hexolame,,Hydroxyestrone,,diacetate,,Mestranol,,Methylestradiol,,Moxestrol,,Mytatrienediol,,Nilestriol,,Noretynodrel,,Orestrate,,Pentolame,,Phytosterols,,(e.g.,,,-sitosterol,,,campesterol,,,stigmasterol),,Polyestradiol,,phosphate,,Prodiame,,Prolame,,Promestriene,,Quinestradol,,Quinestrol,,Non-steroidal:,,(R,R)-THC,,(S,S)-THC,,2,8-DHHHC,,Allenoic,,acid,,Alternariol,,Anethole,,Anol,,Benzestrol,,Bifluranol,,Biochanin,,A,,Bisdehydrodoisynolic,,acid,,Carbestrol,,Chalconoids,,(e.g.,,,isoliquiritigenin,,,phloretin,,,phlorizin,,(phloridzin),,,wedelolactone),,Coumestans,,(e.g.,,,coumestrol,,,psoralidin),,Deoxymiroestrol,,Dianethole,,Dianol,,Diarylpropionitrile,,Dieldrin,,Dienestrol,,Dienestrol,,acetate,,Diethylstilbestrol,,Diethylstilbestrol,,diacetate,,Diethylstilbestrol,,dilaurate,,Diethylstilbestrol,,dipalmitate,,Diethylstilbestrol,,dipropionate,,Diethylstilbestrol,,disulfate,,Diethylstilbestrol,,monobenzyl,,ether,,Dimestrol,,(dianisylhexene),,Dimethylallenolic,,acid,,Doisynoestrol,,(fenocycline),,Doisynolic,,acid,,Efavirenz,,Endosulfan,,ERB-196,,(WAY-202196),,Estrobin,,(DBE),,Fenarimol,,Fenestrel,,FERb,,033,,Flavonoids,,(incl.,,v,,,t,,,e,,,Endogenous,,,steroids,,,Precursors,,,Cholesterol,,,22R-Hydroxycholesterol,,,20,22R-Dihydroxycholesterol,,,Corticosteroids,,,Glucocorticoids,,,Corticosterone,,,Cortisol,,,Cortisone,,,DHC,,,Deoxycortisol,,,Deoxycorticosterone,,,17-Hydroxypregnenolone,,,17-Hydroxyprogesterone,,,Pregnenolone,,,Progesterone,,,THB,,,Mineralocorticoids,,,Aldosterone,,,Corticosterone,,,Cortisol,,,Deoxycortisol,,,Deoxycorticosterone,,,5-Dihydroaldosterone,,,16,18-Dihydroxy-11-deoxycorticosterone,,,18-Hydroxy-11-deoxycorticosterone,,,18-Hydroxycorticosterone,,,18-Hydroxydeoxycorticosterone,,,Sex,,,steroids,,,Androgens,,,11-Ketotestosterone,,,11-Hydroxyandrostenedione,,,3-Androstanediol,,,5-Androstenediol,,,4-Androstenedione,,,Adrenosterone,,,(11-ketoandrostenedione),,,Androsterone,,,DHEA,,,DHEA,,,sulfate,,,Dihydrotestosterone,,,Epiandrosterone,,,Epitestosterone,,,16-Hydroxyandrostenedione,,,16-Hydroxy-DHEA,,,16-Hydroxy-DHEA,,,sulfate,,,Testosterone,,,Estrogens,,,27-Hydroxycholesterol,,,3-Androstanediol,,,3-Androstanediol,,,4-Androstenedione,,,5-Androstenediol,,,DHEA,,,DHEA,,,sulfate,,,7-Oxo-DHEA,,,7-Hydroxy-DHEA,,,16-Hydroxy-DHEA,,,7-Hydroxyepiandrosterone,,,Estetrol,,,Estradiol,,,Estradiol,,,sulfate,,,Estrone,,,Estrone,,,sulfate,,,Estriol,,,16-Epiestriol,,,(16-hydroxyestradiol),,,17-Epiestriol,,,(16-hydroxy-17-estradiol),,,16,17-Epiestriol,,,(16-hydroxy-17-estradiol),,,2-Hydroxyestradiol,,,2-Hydroxyestrone,,,2-Methoxyestradiol,,,4-Hydroxyestradiol,,,4-Hydroxyestrone,,,16-Hydroxyestrone,,,Progestogens,,,Progesterone,,,17-Hydroxyprogesterone,,,20-Dihydroprogesterone,,,5-Dihydroprogesterone,,,Deoxycorticosterone,,,5-DHDOC,,,Metabolites:,,,Pregnanediol,,,Pregnanetriol,,,Neurosteroids,,,24S-Hydroxycholesterol,,,Allopregnanolone,,,3-Androstanediol,,,3-Dihydroprogesterone,,,3-Dihydroprogesterone,,,7-Keto-DHEA,,,Androstenol,,,Androsterone,,,Cholesterol,,,Corticosterone,,,DHC,,,DHDOC,,,DHEA,,,DHEA,,,sulfate,,,5-Dihydroprogesterone,,,5-Dihydroprogesterone,,,Deoxycorticosterone,,,Epipregnanolone,,,Estradiol,,,Etiocholanolone,,,17-Hydroxypregnenolone,,,17-Hydroxyprogesterone,,,Isopregnanolone,,,Pregnanolone,,,Pregnenolone,,,Pregnenolone,,,sulfate,,,Progesterone,,,THB,,,THDOC,,,Pheromones:,,,3-Androstenol,,,3-Androstenol,,,Androstadienol,,,Androstadienone,,,Androstenone,,,Androsterone,,,Estratetraenol,,,Others,,,Vitamin,,,D:,,,7-Dehydrocholesterol,,,Calcidiol/Calcifediol,,,Calcitriol,,,Cholecalciferol,,,Others:,,,11-Hydroxyprogesterone,,,11-Hydroxyprogesterone,,,.,,,Springer,,,Science,,,&,,,Business,,,Media.,,,Alternatively,,,see,,[1],,or,,[2],,,all,,web,,sources,,accessed,,20,,June,,2015.,,Steroids,,,are,,,primarily,,,oxidized,,,by,,,cytochrome,,,P450,,,oxidase,,,enzymes,,,,such,,,as,,,CYP3A4.,,,

 

In,,,,Corey,,,,E,,,,,Li,,,,JJ.,,,,Steroids,,vary,,by,,the,,functional,,groups,,attached,,to,,this,,four-ring,,core,,and,,by,,the,,oxidation,,state,,of,,the,,rings.,,doi:10.5772/18808.,,,..,,,These,,reactions,,introduce,,oxygen,,into,,the,,steroid,,ring,,,allowing,,the,,cholesterol,,to,,be,,broken,,up,,by,,other,,enzymes,,into,,bile,,acids.[31],,These,,acids,,can,,then,,be,,eliminated,,by,,secretion,,from,,the,,liver,,in,,bile.[32],,The,,expression,,of,,the,,oxidase,,gene,,can,,be,,upregulated,,by,,the,,steroid,,sensor,,PXR,,when,,there,,is,,a,,high,,blood,,concentration,,of,,steroids.[33],,Steroid,,hormones,,,lacking,,the,,side,,chain,,of,,cholesterol,,and,,bile,,acids,,,are,,typically,,hydroxylated,,at,,various,,ring,,positions,,or,,oxidized,,at,,the,,17,,position,,,conjugated,,with,,sulfate,,or,,glucuronic,,acid,,and,,excreted,,in,,the,,urine.[34].,,Pink,,,,nodes:,,,,cell,,,,signaling.,,,,Han,,,TS,,,,Walker,,,BR,,,,Arlt,,,W,,,,Ross,,,RJ,,,(Feb,,,2014).,,, d351235422

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