词条 | 5α-Androst-2-ene-17-one |
释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = (5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-1,4,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one | image = 5alpha-androst-2-ene-17-one.svg | width = | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = Oral | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|correct|CAS}} | CAS_number = 963-75-7 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 239425 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 92089 | UNII_Ref={{fdacite|correct|FDA}} | UNII = AHC8P4E4ZL | KEGG = | ChEBI = | ChEMBL = | C=19 | H=28 | O=1 | molecular_weight = 272.432 g/mol | SMILES = C[C@@]34CC[C@H]2[C@@H](CCC1C\\C=C/C[C@@]12C)[C@@H]4CCC3=O | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = InChI==1S/C19H28O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3-4,13-16H,5-12H2,1-2H3/t13-,14+,15+,16+,18+,19+/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = ISJVDMWNISUFRJ-HKQXQEGQSA-N | synonyms = 5α-Androst-2-en-17-one; 17-Oxo-5α-androst-2-ene; Delta-2-androst-17-one; (+)-Androst-2-en-17-one; Occlesterone }} 5α-Androst-2-en-17-one is an endogenous, naturally occurring, orally active anabolic-androgenic steroid (AAS) and a derivative of dihydrotestosterone (DHT). It is a metabolite of dehydroepiandrosterone (DHEA) in the body[1][2] and is also a pheromone found in elephants and boars.[3] 5α-Androst-2-en-17-one has been sold on the Internet as a "dietary supplement". It resembles desoxymethyltestosterone (17α-methyl-5α-androst-2-en-17β-ol) in chemical structure and may act as an androgen prohormone. References1. ^{{Cite journal | last1 = Callies | first1 = F | last2 = Arlt | first2 = W | last3 = Siekmann | first3 = L | last4 = Hübler | first4 = D | last5 = Bidlingmaier | first5 = F | last6 = Allolio | first6 = B | title = Influence of oral dehydroepiandrosterone (DHEA) on urinary steroid metabolites in males and females. | journal = Steroids | volume = 65 | issue = 2 | pages = 98–102 | year = 2000 | pmid = 10639021 | doi=10.1016/S0039-128X(99)00090-2}} {{Androgen receptor modulators}}{{DEFAULTSORT:Androst-2-ene-17-one, 5alpha-}}{{steroid-stub}}{{genito-urinary-drug-stub}}2. ^{{Cite journal | last1 = Gower | first1 = DB | last2 = Mallet | first2 = AI | last3 = Watkins | first3 = WJ | last4 = Wallace | first4 = LM | title = Transformations of steroid sulphates by human axillary bacteria. A mechanism for human odour formation? | journal = Biochemical Society Transactions | volume = 25 | issue = 1 | pages = 16S | year = 1997 | pmid = 9056914 | doi=10.1042/bst025016s}} 3. ^{{Cite journal |last=Marchlewska-Koj |first=A. |last2=Lepri |first2=J. J.|year=2001 |title=Chemical signals in vertebrates 9 |journal=Springer |volume=9 |pages=131 |isbn=978-0-306-46682-3 |postscript= }} 3 : Androgens and anabolic steroids|Androstanes|Ketones |
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