Chemical Properties of 'Epiandrosterone' |
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CAT No. : |
CS-O-00206 |
CAS Registry No. : | 481-29-8 |
Category : | Pesticide Standards |
Molecular Weight: | 290.44 |
Molecular Formula : | C₁₉H₃₀O₂ |
OTHER INFORMATION of 'Epiandrosterone' |
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Purity : | Not less than 90% |
IUPAC Name : | (3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one |
Applicationnotes : | "A steroid hormone that is present in normal human urine as a minor constituent , it is a less active 3?-isomer of the androgen Androsterone . Controlled Substance." |
Synonym : | Not available |
References : | "Motofei, Ion G, (2011); Reddy DS, Rogawski MA (2012)" |
Smileys : | C[C@@]([C@@]1([H])CC2)(CC[C@H](O)C1)[C@]3([H])[C@]2([H])[C@@](CCC4=O)([H])[C@]4(C)CC3 |
Appearance : | Off white to white solid |
Melting Point : | 181.5 °C |
Use Classification : | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202] |
EC Number : | 207-563-3 |
UNII : | 8TR252Z538 |
NCI Thesaurus Code : | C61747 |
MeSH Entry Terms : | 3 alpha Hydroxy 5 alpha Androstan 17 One |
Other Synonyms : | EPIANDROSTERONE |
Removed Synonyms : | Aetiocholanolone |
Exact Mass : | 290.224580195 |
InChI : | InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1 |
InchIKey : | QGXBDMJGAMFCBF-LUJOEAJASA-N |
Canonical SMILES : | CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O |
Isomeric SMILES : | C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O |
Product Description : | Epiandrosterone is a 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It has a role as an androgen and a human metabolite. It is a 17-oxo steroid, a 3beta-hydroxy steroid and an androstanoid. It derives from a 5alpha-androstane. |
Custom Duty : | Applicable |
Port of Loading : | Canada |
Expected Dispatch : | 2-3 Weeks |
Taxes : | Not Applicable |
Refund Policy : | 30-days money back |
Custom Duty : | Applicable |
Port of Loading : | Canada |
Expected Dispatch : | 2-3 Weeks |
Taxes : | Not Applicable |
Refund Policy : | 30-days money back |
Androsterone, or 3\u03b1-hydroxy-5\u03b1-androstan-17-one, is an endogenous steroid hormone, neurosteroid, and putative pheromone. It is a weak androgen with a potency that is approximately 1/7 that of testosterone. Androsterone is a metabolite of testosterone and dihydrotestosterone (DHT). In addition, it can be converted back into DHT via 3\u03b1-hydroxysteroid dehydrogenase and 17\u03b2-hydroxysteroid dehydrogenase, bypassing conventional intermediates such as androstanedione and testosterone, and as such, can be considered to be a metabolic intermediate in its own right.
Androsterone is also known to be an inhibitory androstane neurosteroid, acting as a positive allosteric modulator of the GABAA receptor, and possesses anticonvulsant effects. The unnatural enantiomer of androsterone is more potent as a positive allosteric modulator of GABAA receptors and as an anticonvulsant than the natural form. Androsterone's 3\u03b2-isomer is epiandrosterone, and its 5\u03b2-epimer is etiocholanolone. The 3\u03b2,5\u03b2-isomer is epietiocholanolone.
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