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Allopregnanolone

Product Name
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
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.
InChIKey
AURFZBICLPNKBZ-SYBPFIFISA-N
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
$211
Updated
2024/03/01
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
$254
Updated
2024/03/01
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 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

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Allopregnanolone Suppliers

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View Lastest Price from Allopregnanolone manufacturers

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
shandong perfect biotechnology co.ltd
Product
5alpha-Pregnan-3alpha-ol-20-one 516-54-1
Price
US $0.00/g
Min. Order
1g
Purity
98% HPLC
Supply Ability
1kg
Release date
2023-08-03
Baoji Guokang Bio-Technology Co., Ltd.
Product
ALLOPREGNAN-3ALPHA-OL-20-ONE 516-54-1
Price
US $15.00/g
Min. Order
100g/Bag
Purity
99%
Supply Ability
100kg
Release date
2021-06-04

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
  • ALLOPREGNANOLONE
  • 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,5α-THP
  • (3α)-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