ChemicalBook > CAS DataBase List > Allopregnanolone

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

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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)

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
RTECS: TU4383000
F: 10

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P8887
Product name: 5α-Pregnan-3α-ol-20-one
Purity: solid
Packaging: 5mg
Price: $217
Updated: 2025/07/31

Cayman Chemical

Product number: 16930
Product name: Allopregnanolone
Purity: ≥98%
Packaging: 1mg
Price: $40
Updated: 2024/03/01

Cayman Chemical

Product number: 16930
Product name: Allopregnanolone
Purity: ≥98%
Packaging: 5mg
Price: $160
Updated: 2024/03/01

Sigma-Aldrich

Product number: P8887
Product name: 5α-Pregnan-3α-ol-20-one
Purity: solid
Packaging: 10mg
Price: $247.95
Updated: 2025/07/31

Cayman Chemical

Product number: 16930
Product name: Allopregnanolone
Purity: ≥98%
Packaging: 10mg
Price: $239
Updated: 2024/03/01

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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 GABA_A receptors at nM concentrations (exhibiting the greatest potentiation at isoforms containing δ subunits) and of GABA_C receptors at μM concentrations. Allopregnanolone displays effects similar to other GABA_A 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

Preparation Products

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View Lastest Price from Allopregnanolone manufacturers

Jinan Ruitong Biotech Co., Ltd.

Product: Brexanolone
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1
Release date: 2025-08-22

Jinan Million Pharmaceutical Co., Ltd

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

WUHAN FORTUNA CHEMICAL CO., LTD

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

516-54-1, AllopregnanoloneRelated Search:

Allopregnanolone-[d5] (Solution) Allopregnanolone-[D5] Allopregnanolone Alphadolone Alfaxalone ALLOPREGNANOLONE(RG) 21-HYDROXYALLOPREGNANOLONE 5-ALPHA-PREGNAN-3-BETA, 17,21-TRIOL-11,20-DIONE ALLOTETRAHYDROCORTISOL ALLOTETRAHYDROCORTICOSTERONE 5-ALPHA-PREGNAN-3-ALPHA, 11-BETA, 17,21-TETROL-20-ONE 3,21-DIACETATE 5-ALPHA-PREGNAN-3-ALPHA, 17-DIOL-20-ONE ALLOTETRAHYDRO S 3alpha,21-dihydroxy-5alpha-pregnane-11,20-dione 21-acetate ALLOPREGNANOLONE ACETATE,3β-Hydroxy-5α-pregnan-20-one acetate, Allopregnanolone acetate 3β-Hydroxy-5α-pregnan-20-one, 3β-Hydroxy-5α-tetrahydroprogesterone, 5α-Dihydropregnenolone, Allopregnanolone, Isopregnanolone,3-beta-allopregnanolon 5-ALPHA-PREGNAN-3-ALPHA, 21-DIOL-20-ONE 3-ACETATE 5alpha-Pregnan-3alpha,11alpha-diol-20-one

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

3-A-5-A-TETRAHYDROPROGESTERONE

3-alpha,5-alpha-pregnanolone

3α-OH-DHP

Anlotinib Dihydrochloride

Allopregnanolone(Brexanolone)

LJPC-0712

Brexanolone

Allopregnan-3a-ol-20-one

(3α)-Allopregnanolone

3α,5α-Tetrahydroprogesterone

3α,5α-THP

3α-Hydroxy-5α-dihydroprogesterone

3α-Hydroxy-5α-pregnane-20-one

5α-P

3Α;5Α-THP; SAGE547; SAGE 547; SAGE-547

3A-HYDROXY-5A-PREGNAN-20-ONE

(3a)-Allopregnanolone

Allopregnanolone - CAS 516-54-1 - Calbiochem

Brexanolone（SAGE-547）

3-alpha,5-alpha-tetrahydroprogesterone

3-alpha-hydroxy-5-alpha-pregnan-20-on

5alpha-Pregnan-20-one, 3alpha-hydroxy-

allotetrahydroprogesterone

Pregnan-20-one, 3-hydroxy-, (3alpha,5alpha)-

5ALPHA-PREGNAN-3ALPHA-OL-20-ONE

3ALPHA-HYDROXY-5ALPHA-20-ONE

3ALPHA-HYDROXY-5ALPHA-PREGNAN-20-ONE

3ALPHA-OH-DHP

ALLOPREGNAN-3ALPHA-OL-20-ONE

3α-hydroxy-5α-pregnan-20-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

5a-Pregnan-3alpha-ol-3-one

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

5alpha-Pregnan-3alpha-ol-20-one,3α-hydroxy-5α-pregnan-20-one

5alpha-Pregnan-3a-ol-20-one

Allopregnanolone (Solution)

5alpha-Pregnan-3alpha-ol-20-one,Brexanolone

(3alpha,5alpha)-3-hydroxypregnan-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

Alpha - Pregnan - alpha - 3 ol - twenty - one, Brexanolone

5α-Pregnan-3α-ol-20-one

(3α,5β)-3-Hydroxy-pregnan-20-one

Allopregnan-3α-ol-20-one

(3alpha)-Allopregnanolone

1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10

5alpha progesterone 3alpha alcohol 20 one (tetrahydro progesterone)

Allopregnan-3 alpha-ol-20-one，Allopregnanolone

3α-Hydroxy-AlloProgesterone

Brexanolone/Allopregnan-3alpha-ol-20-one

Allopregnalone

Pregnan-20-one, 3-hydroxy-, (3α,5α)-

ALLOPREGNANOLONE

ASN16541

1-(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

5α-Pregnane-3α-ol-20-one

Allopregnanolone (exempt preparation)