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Allopregnanolone

CAS No.
516-54-1
Chemical Name:
Allopregnanolone
Synonyms
Brexanolone;ALLOPREGNANOLONE;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
CBNumber:
CB5418550
Molecular Formula:
C21H34O2
Molecular Weight:
318.49
MDL Number:
MFCD00003677
MOL File:
516-54-1.mol
Last updated:2024-01-08 14:13:41

Allopregnanolone Properties

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
pka 15.12±0.70(Predicted)
form White solid
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)
FDA UNII S39XZ5QV8Y

SAFETY

Risk and Safety Statements

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

Allopregnanolone price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P8887 5α-Pregnan-3α-ol-20-one solid 516-54-1 5mg $211 2024-03-01 Buy
Cayman Chemical 16930 Allopregnanolone ≥98% 516-54-1 1mg $40 2024-03-01 Buy
Cayman Chemical 16930 Allopregnanolone ≥98% 516-54-1 5mg $160 2024-03-01 Buy
Sigma-Aldrich P8887 5α-Pregnan-3α-ol-20-one solid 516-54-1 10mg $254 2024-03-01 Buy
Cayman Chemical 16930 Allopregnanolone ≥98% 516-54-1 10mg $239 2024-03-01 Buy
Product number Packaging Price Buy
P8887 5mg $211 Buy
16930 1mg $40 Buy
16930 5mg $160 Buy
P8887 10mg $254 Buy
16930 10mg $239 Buy

Allopregnanolone Chemical Properties,Uses,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.

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

Allopregnanolone Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 231)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
shandong perfect biotechnology co.ltd
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Shanghai Yingrui Biopharma Co., Ltd.
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ATK CHEMICAL COMPANY LIMITED
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Jinan Chenghui-Shuangda Chemical Co.,Ltd
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Jinan Shengqi pharmaceutical Co,Ltd
86+18663751872 christine@shengqipharm.com CHINA 491 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58

Related articles

  • How to synthesize Brexanolone?
  • Developed by Sage Therapeutics, brexanolone was approved by the USFDA as a first-in-class treatment for PPD in adult women.
  • Jan 8,2024

View Lastest Price from Allopregnanolone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ALLOPREGNAN-3ALPHA-OL-20-ONE pictures 2024-11-27 ALLOPREGNAN-3ALPHA-OL-20-ONE
516-54-1
US $0.00-0.00 / KG 1g 99%-101% 10KG WUHAN FORTUNA CHEMICAL CO., LTD
5alpha-Pregnan-3alpha-ol-20-one pictures 2024-11-19 5alpha-Pregnan-3alpha-ol-20-one
516-54-1
US $0.00 / g 1g 98% HPLC 1kg shandong perfect biotechnology co.ltd
ALLOPREGNAN-3ALPHA-OL-20-ONE pictures 2024-11-14 ALLOPREGNAN-3ALPHA-OL-20-ONE
516-54-1
US $15.00 / g 100g/Bag 99% 100kg Baoji Guokang Bio-Technology Co., Ltd.
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 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 3-alpha,5-alpha-tetrahydroprogesterone 3-alpha-hydroxy-5-alpha-pregnan-20-on 5alpha-Pregnan-20-one, 3alpha-hydroxy- 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 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 (3alpha,5alpha)-3-hydroxypregnan-20-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,5α-THP (3α)-Allopregnanolone Allopregnanolone(Brexanolone) LJPC-0712 3Α;5Α-THP; SAGE547; SAGE 547; SAGE-547 3A-HYDROXY-5A-PREGNAN-20-ONE Allopregnanolone - CAS 516-54-1 - Calbiochem Brexanolone(SAGE-547) 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 Anlotinib Dihydrochloride allotetrahydroprogesterone ALLOPREGNANOLONE 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 Brexanolone (3a)-Allopregnanolone 3α-hydroxy-5α-pregnan-20-one 3α-Hydroxy-AlloProgesterone Brexanolone/Allopregnan-3alpha-ol-20-one Allopregnalone Pregnan-20-one, 3-hydroxy-, (3α,5α)- ALLOPREGNANOLONE