Allopregnanolone
- Product Name
- Allopregnanolone
- CAS No.
- 516-54-1
- Chemical Name
- Allopregnanolone
- Synonyms
- Brexanolone;Anlotinib Dihydrochloride;(3a)-Allopregnanolone;allotetrahydroprogesterone;3α-hydroxy-5α-pregnan-20-one;1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one;5α-P;ASN16541;3α-OH-DHP;LJPC-0712
- CBNumber
- CB5418550
- Molecular Formula
- C21H34O2
- Formula Weight
- 318.49
- MOL File
- 516-54-1.mol
Allopregnanolone Property
- 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.
- InChI
- InChI=1/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/s3
- InChIKey
- AURFZBICLPNKBZ-SYBPFIFISA-N
- SMILES
- [C@]12([H])CC[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CC[C@@]1([H])C[C@H](O)CC[C@]21C)C(=O)C |&1:0,4,6,9,11,15,18,22,r|
- CAS DataBase Reference
- 516-54-1(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- P8887
- Product name
- 5α-Pregnan-3α-ol-20-one
- Purity
- solid
- Packaging
- 5mg
- Price
- $217
- Updated
- 2025/07/31
- Product number
- 16930
- Product name
- Allopregnanolone
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $40
- Updated
- 2024/03/01
- Product number
- 16930
- Product name
- Allopregnanolone
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $160
- Updated
- 2024/03/01
- Product number
- P8887
- Product name
- 5α-Pregnan-3α-ol-20-one
- Purity
- solid
- Packaging
- 10mg
- Price
- $247.95
- Updated
- 2025/07/31
- Product number
- 16930
- Product name
- Allopregnanolone
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $239
- Updated
- 2024/03/01
Allopregnanolone Chemical Properties,Usage,Production
Description
Allopregnanolone is an endogenous inhibitory pregnane neurosteroid that is synthesized from progesterone . 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. Allopregnanolone displays effects similar to other GABAA receptor potentiators such as benzodiazepines, including potent anticonvulsant, anxiolytic, and sedative activity.
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.
Synthesis
synthesis of Brexanolone
storage
Room temperature
References
[1] MARIA LUISA BARBACCIA . Endogenous γ-aminobutyric acid (GABA)A receptor active neurosteroids and the sedative/hypnotic action of γ-hydroxybutyric acid (GHB): A study in GHB-S (sensitive) and GHB-R (resistant) rat lines[J]. Neuropharmacology, 2005, 49 1: Pages 48-58. DOI:10.1016/j.neuropharm.2005.01.026
[2] REDDY D S. Neurosteroids: endogenous role in the human brain and therapeutic potentials.[J]. Progress in brain research, 2010, 186: 113-137. DOI:10.1016/b978-0-444-53630-3.00008-7
[3] ARIELA FRIEDER. Pharmacotherapy of Postpartum Depression: Current Approaches and Novel Drug Development.[J]. CNS drugs, 2019, 33 3: 265-282. DOI:10.1007/s40263-019-00605-7
[4] IRINA BALAN. Endogenous Neurosteroid (3α,5α)3-Hydroxypregnan-20-one Inhibits Toll-like-4 Receptor Activation and Pro-inflammatory Signaling in Macrophages and Brain.[J]. Scientific Reports, 2019: 1220. DOI:10.1038/s41598-018-37409-6
[5] YI CHANG. Neurosteroid allopregnanolone inhibits glutamate release from rat cerebrocortical nerve terminals.[J]. Synapse, 2019, 73 3: e22076. DOI:10.1002/syn.22076
[6] INJA CHO. Increased Superoxide Dismutase 2 by Allopregnanolone Ameliorates ROS-Mediated Neuronal Death in Mice with Pilocarpine-Induced Status Epilepticus[J]. Neurochemical Research, 2018, 43 7: 1464-1475. DOI:10.1007/s11064-018-2561-4
Allopregnanolone Preparation Products And Raw materials
Raw materials
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View Lastest Price from Allopregnanolone manufacturers
- Product
- Brexanolone
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-22
- Product
- Allopregnanolone 516-54-1
- Price
- US $24.00-2.00/g
- Min. Order
- 1g
- Purity
- 99.958%
- Supply Ability
- 200000G
- Release date
- 2025-06-18
- Product
- ALLOPREGNAN-3ALPHA-OL-20-ONE 516-54-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 99%-101%
- Supply Ability
- 10KG
- Release date
- 2021-06-09