| Identification | More | [Name]
ALLOPREGNAN-3ALPHA-OL-20-ONE | [CAS]
516-54-1 | [Synonyms]
5α-P
516-54-1
3α,5α-THP
3α-OH-DHP
LJPC-0712
Brexanolone
3ALPHA-OH-DHP
ALLOPREGNANOLONE
Brexanolone（SAGE-547）
(3α)-Allopregnanolone
(3a)-Allopregnanolone
5α-Pregnan-3α-ol-20-one
Allopregnan-3α-ol-20-one
Allopregnan-3a-ol-20-one
Anlotinib Dihydrochloride
(3alpha)-Allopregnanolone
allotetrahydroprogesterone
5a-Pregnan-3alpha-ol-3-one
5alpha-Pregnan-3a-ol-20-one
Allopregnanolone (Solution)
3α-hydroxy-5α-pregnan-20-one
ALLOPREGNAN-3ALPHA-OL-20-ONE
3ALPHA-HYDROXY-5ALPHA-20-ONE
3A-HYDROXY-5A-PREGNAN-20-ONE
3α,5α-Tetrahydroprogesterone
3-alpha,5-alpha-pregnanolone
3α-Hydroxy-5α-pregnane-20-one
Allopregnanolone(Brexanolone)
3-A-5-A-TETRAHYDROPROGESTERONE
5ALPHA-PREGNAN-3ALPHA-OL-20-ONE
(3α,5β)-3-Hydroxy-pregnan-20-one
3α-Hydroxy-5α-dihydroprogesterone
3ALPHA-HYDROXY-5ALPHA-PREGNAN-20-ONE
3-alpha-hydroxy-5-alpha-pregnan-20-on
5alpha-Pregnan-20-one, 3alpha-hydroxy-
3-alpha,5-alpha-tetrahydroprogesterone
3Α;5Α-THP; SAGE547; SAGE 547; SAGE-547
(3alpha,5alpha)-3-hydroxypregnan-20-one
5alpha-Pregnan-3alpha-ol-20-one,Brexanolone
Allopregnanolone - CAS 516-54-1 - Calbiochem
Pregnan-20-one, 3-hydroxy-, (3alpha,5alpha)-
1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10
Alpha - Pregnan - alpha - 3 ol - twenty - one, Brexanolone
5alpha-Pregnan-3alpha-ol-20-one,3α-hydroxy-5α-pregnan-20-one
5alpha progesterone 3alpha alcohol 20 one (tetrahydro progesterone)
3α-Hydroxy-5α-pregnan-20-one, 3α-OH-DHP, Allopregnan-3α-ol-20-one
1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one
1-[(3R,5S,8R,9S,10S,13R,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone | [Molecular Formula]
C21H34O2 | [MDL Number]
MFCD00003677 | [Molecular Weight]
318.49 | [MOL File]
516-54-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
176-178° | [alpha ]
D +87.7° (abs alc) | [Boiling point ]
431.2±18.0 °C(Predicted) | [density ]
1.053±0.06 g/cm3(Predicted) | [storage temp. ]
Store at RT | [solubility ]
chloroform: 20 mg/mL, clear, colorless
| [form ]
White solid | [pka]
15.12±0.70(Predicted) | [color ]
white | [Merck ]
13,272 | [BRN ]
3211363 | [Stability:]
Stable for 2 years as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. | [InChIKey]
AURFZBICLPNKBZ-SYBPFIFISA-N | [CAS DataBase Reference]
516-54-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
TU4383000
| [F ]
10 |
| Hazard Information | Back Directory | [Description]
Allopregnanolone is an endogenous inhibitory pregnane neurosteroid that is synthesized from progesterone (Item No. 15876).1 It acts as a positive allosteric modulator of GABAA receptors at nM concentrations (exhibiting the greatest potentiation at isoforms containing δ subunits) and of GABAC receptors at μM concentrations.1 Allopregnanolone displays effects similar to other GABAA receptor potentiators such as benzodiazepines, including potent anticonvulsant, anxiolytic, and sedative activity.1,2 | [Uses]
(3α)-Allopregnanolone acts as a GABAA receptor positive allosteric modulator. (3α)-Allopregnanolone is a metabolite of Progesterone (P755900). (3α)-Allopregnanolone is a neuroactive steroid present in the blood and also the brain. | [Definition]
ChEBI: Brexanolone is a 3-hydroxy-5alpha-pregnan-20-one in which the hydroxy group at position 3 has alpha-configuration. It is a metabolite of the sex hormone progesterone and used for the treatment of postpartum depression in women. It has a role as a human metabolite, an antidepressant, a GABA modulator, an intravenous anaesthetic and a sedative. | [Biological Activity]
GABA A receptor positive allosteric modulator. Neuroactive steroid. | [storage]
Room temperature | [References]
1) Belelli and Lambert (2005),?Neurosteroids: endogenous regulators of the GABA(A) receptor; Nat. Rev. Neurosci,,?6?565
2) Reddy?et al. (2010),?Neurosteroids: endogenous role in the human brain and therapeutic potentials; Prog. Brain Res.,?186?113
3) Frieder?et al. (2019),?Pharmacotherapy of Postpartum Depression: Current Approaches and Novel Drug Development; CNS Drugs,?33?265
4) Balan?et al.?(2019),?Endogenous Neurosteroid (3α,5α)3-Hydroxypregnan-20-one Inhibits Toll-like-4 Receptor Activation and Proinflammatory Signaling in Macrophages and Brain; Sci. Rep.,?9?1220
5) Chang?et al.?(2019),?Neurosteroid allopregnanolone inhibits glutamate release from rat cerebrocortical nerve terminals; Synapse,?73?e22076
6) Cho?et al.?(2018),?Increased Superoxide Dismutase 2 by Allopregnanolone Ameliorates ROS-Mediated Neuronal Death in Mice with Pilocarpine-Induced Status Epilepticus; Neurochem. Res.,?43?1464 |
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