53-42-9
Chemical Structure
Etiocholanolone
Synonym(s): 5β-Androsterone
- CAS No.: 53-42-9
- Formula:C19H30O2
- Molecular Weight:290.44
IUPAC Name: (3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one
InChIKey: QGXBDMJGAMFCBF-BNSUEQOYSA-N
SMILES: C[C@@]1(CC2)[C@](CC3)([H])[C@](CC[C@]1([H])C[C@@H]2O)([H])[C@@](CCC4=O)([H])[C@]34C
Biological Activity: Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form[2].
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Etiocholanolone | 99.49% | Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form. | ||||||||||||||||||||
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Etiocholanolone (Standard) | ≥98% | Etiocholanolone (Standard) (5β-Androsterone (Standard)) is the analytical standard of Etiocholanolone (HY-113320). This product is intended for research and analytical applications. Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form. | ||||||||||||||||||||
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Etiocholanolone-d5 | 99.20% | Etiocholanolone-d5 is the deuterium labeled Etiocholanolone. Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity. Etiocholanolone is a less potent?neurosteroid positive allosteric modulator?(PAM) of the GABAA?receptor than its?enantiomer form. | ||||||||||||||||||||
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Etiocholanolone-d2 | Etiocholanolone-d2 is the deuterium labeled Etiocholanolone. Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity. Etiocholanolone is a less potent?neurosteroid positive allosteric modulator?(PAM) of the GABAA?receptor than its?enantiomer form. | |||||||||||||||||||||
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α-Epibromide | α-Epibromide (16α-Bromoepiandrosterone) is an adrenal steroid derivative. α-Epibromide decreases nitric oxide production. α-Epibromide restores T helper cell type 1 activity and accelerates chemotherapy-induced bacterial clearance in a model of progressive pulmonary tuberculosis. α-Epibromide reduces mortality related to excessive inflammation and opportunistic lung infections. | |||||||||||||||||||||
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7β-Hydroxy-epi-androsterone | 7β-Hydroxy-epi-androsterone (7β-Hydroxy-EpiA) can bind to ERβ and has anti-inflammatory and neuroprotective properties. 7β-Hydroxy-epi-androsterone is an endogenous androgenic derivative of dehydroepiandrosterone. | |||||||||||||||||||||
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19-Noretiocholanolone | 99.9% | 19-Noretiocholanolone is an anabolic androgenic steroid metabolite of Nandrolone. | ||||||||||||||||||||
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11β-Hydroxyandrosterone | 98.0% | 11β-Hydroxyandrosterone is a 11-oxygenated androgen metabolite of 11β-hydroxyandrostenedione. | ||||||||||||||||||||
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11-Oxo etiocholanolone | 98.6% | 11-Oxo etiocholanolone (11-Ketoetiocholanolone) is a steroid. 11-Oxo etiocholanolone is a key indicator for detecting cortisol metabolites in feces and urine. 11-Oxo etiocholanolone has the potential to be a pheromone. | ||||||||||||||||||||
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2α-Methyl androsterone | 99.3% | 2α-Methyl androsterone is an anabolic androgenic steroid metabolite of mesterolone and drostanolone. | ||||||||||||||||||||
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5α-Androstan-3β-ol | 99.99% | 5α-Androstan-3β-ol (Androstan), a saturated sterol, is a CAR (constitutive androstane receptor) inverse agonist ligand. 5α-Androstan-3β-ol (Androstan) increases the AmB-channel conductance in a concentration dependent manner. | ||||||||||||||||||||
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16α-Hydroxy etiocholanolone | 16α-Hydroxy etiocholanolone is a metabolite of 16a-Hydroxydehydroisoandrosterone (HY-113031). | |||||||||||||||||||||
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11β-Hydroxyetiocholanolone | 11β-Hydroxyetiocholanolone is a metabolite of Hydrocortisone (HY-N0583). Hydrocortisone is a steroid hormone or glucocorticoid secreted by the adrenal cortex. | |||||||||||||||||||||
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5α-Androstan-3α-ol | 5α-Androstan-3α-ol is a γ-aminobutyric acid (GABA) receptor agonist. 5α-Androstan-3α-ol can inhibit the transcriptional activity of the orphan nuclear receptor CAR (constitutive androstane receptor). 5α-Androstan-3α-ol negatively regulates the activity of CAR by binding to CAR and promoting its dissociation from coactivator proteins. 5α-Androstan-3α-ol can be used to study nuclear receptor-mediated hormone metabolism and drug detoxification mechanisms. | |||||||||||||||||||||
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References
- [1]. Ping Li,et al. Natural and Enantiomeric Etiocholanolone Interact With Distinct Sites on the Rat alpha1beta2gamma2L GABAA Receptor. Mol Pharmacol. 2007 Jun;71(6):1582-90. [Content Brief]
- [2]. Dorota Zolkowska, et al. Anticonvulsant Potencies of the Enantiomers of the Neurosteroids Androsterone and Etiocholanolone Exceed Those of the Natural Forms. Psychopharmacology (Berl). 2014 Sep;231(17):3325-32. [Content Brief]