ChemicalBook >> CAS DataBase List >>ALLOPREGNANOLONE

ALLOPREGNANOLONE

CAS No.
516-55-2
Chemical Name:
ALLOPREGNANOLONE
Synonyms
ISOPREGNANOLONE;Alloepipregnanolone;3-beta-allopregnanolone;5A-PREGNAN-3BETA-OL-20-ONE;u0949;NSC 97078;Isoallopregnanolone;Tetrahydroprogesterone;5α-Dihydropregnenolone;3-Hydroxypregnan-20-one
CBNumber:
CB3450002
Molecular Formula:
C21H34O2
Molecular Weight:
318.49
MDL Number:
MFCD00064935
MOL File:
516-55-2.mol
MSDS File:
SDS
Last updated:2023-10-17 17:33:05

ALLOPREGNANOLONE Properties

Melting point 200℃
alpha D27 +91.2° (c = 0.4 in ethanol)
Boiling point 431.2±18.0 °C(Predicted)
Density 1.1 g/cm3
storage temp. Refrigerator
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 15.12±0.70(Predicted)
color White to Off-White
CAS DataBase Reference 516-55-2(CAS DataBase Reference)
FDA UNII 3P8Z6V53MU

SAFETY

Risk and Safety Statements

RTECS  TU4383200

ALLOPREGNANOLONE price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Tocris 3653 Allopregnanolone 516-55-2 10 $186 2021-12-16 Buy
Biosynth Carbosynth FA67990 Allopregnanolone 516-55-2 5G $190 2021-12-16 Buy
Biosynth Carbosynth FA67990 Allopregnanolone 516-55-2 10g $300 2021-12-16 Buy
Oakwood 374671 (3β,5α)-3-Hydroxypregnan-20-one 516-55-2 250mg $20 2021-12-16 Buy
Oakwood 374671 (3β,5α)-3-Hydroxypregnan-20-one 516-55-2 1g $40 2021-12-16 Buy
Product number Packaging Price Buy
3653 10 $186 Buy
FA67990 5G $190 Buy
FA67990 10g $300 Buy
374671 250mg $20 Buy
374671 1g $40 Buy

ALLOPREGNANOLONE Chemical Properties,Uses,Production

Description

Allopregnanolone is a neuroactive metabolite of progesterone. It is a potent positive allosteric modulator of the action of GABA on the GABAA receptor.

Properties

Mr of allopregnanolone is 318.49 and its melting point is 168°C.

Discovery

The presence of a progestational compound in the rabbit adrenal gland was reported in 1933, and was isolated in 1938 from the ox adrenal gland.Allopregnanolone formation was demonstrated in the brains of various vertebrates2–5 and the pineal glands of birds.

Biological functions

Allopregnanolone mediates its effects through modulation of the GABAA receptor.Allopregnanolone is reported to modulate the GABA-ergic function by increasing the GABAA receptor opening frequency and duration of the receptor at concentrations in the nanomolar range. A balance between unbinding, desensitization, and reopening of the desensitized GABAA receptor underlies the delay of the inhibitory postsynaptic currents. Allopregnanolone slows the rate of recovery of the GABAA receptor from desensitization and possibly increases the rate of entry into fast desensitized states. Allopregnanolone exerts neurogenetic, neuroprotective, antidepressant, and anxiolytic effects. Reduced levels of allopregnanolone are found to be associated with major depression, anxiety disorders, premenstrual dysphoric disorder, and Alzheimer’s disease. Allopregnanolone is actively produced in the pineal gland compared with the brain and pineal allopregnanolone acts on Purkinje cells to prevent apoptosis in the juvenile quail.

Uses

Isopregnanolone is used in the preparation of antimicrobial and anti-leukemic steroids. Intermediate.

Clinical implications

Decreased production of allopregnanolone leads to NP-C; thus allopregnanolone treatment may be useful in ameliorating progression of the disease.In patients with Alzheimer’s disease, the level of allopregnanolone in the temporal cortex was significantly lower than controls, in contrast to pregnenolone and dehydroepiandrosterone where the concentrations were increased.This may be explained by altered regulation of the neurosteroid biosynthetic pathway, which blocks allopregnanolone formation.

Regulation of synthesis and release

Allopregnanolone synthesis is stimulated by swim stress.In swim stress models, increased allopregnanolone is associated with decreased dopamine and norepinephrine in the prefrontal cortex, suggesting that allopregnanolone influences the mesolimbocortical dopamine pathway.In vivo treatment of the rat with the dopamine D4 antagonist clozapine induces a rapid increase in the concentration of allopregnanolone in the cerebral cortex and striatum.

Uses

Isopregnanolone is used in the preparation of antimicrobial and anti-leukemic steroids. Intermediate.

Definition

ChEBI: 3beta-hydroxy-5alpha-pregnan-20-one is a 3-hydroxy-5alpha-pregnan-20-one.

145-13-1
516-55-2
Synthesis of ALLOPREGNANOLONE from Pregnenolone

ALLOPREGNANOLONE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 112)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Xinsheng New Material Technology Co., LTD.
+86-16632316109 xinshengkeji@xsmaterial.com China 1100 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Jinan Chenghui-Shuangda Chemical Co.,Ltd
+86-531-58897082 ericqiao@jnchsd.com CHINA 158 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10326 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29322 58
Baoji Guokang Healthchem co.,ltd
+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9427 58
Henan Alfa Chemical Co., Ltd
+8618339805032 alfa4@alfachem.cn China 12755 58
Hunan Jibang Biological Technology Co., LTD
+8613776644403 sales02@kingboomtech.com China 1806 58
Jiangsu shring Biopharma Co., Ltd.
+8613372282299 sales@shringchem.com China 3545 58

View Lastest Price from ALLOPREGNANOLONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3β-hydroxy-5α-pregnan-20-one pictures 2024-03-28 3β-hydroxy-5α-pregnan-20-one
516-55-2
US $0.00 / kg 25kg 98% Inquiry PNP Biotech Co. Ltd
ALLOPREGNANOLONE pictures 2023-10-17 ALLOPREGNANOLONE
516-55-2
US $35.00-25.00 / kg 1kg 99% 20 Ton Hebei Xinsheng New Material Technology Co., LTD.
3-Beta-Allopregnanolone pictures 2023-10-14 3-Beta-Allopregnanolone
516-55-2
US $0.00-0.00 / Kg 1Kg 99.9% 30000 KG Hebei Xinsheng New Material Technology Co., LTD.
  • ALLOPREGNANOLONE pictures
  • ALLOPREGNANOLONE
    516-55-2
  • US $35.00-25.00 / kg
  • 99%
  • Hebei Xinsheng New Material Technology Co., LTD.
3-beta-hydroxy-5-alpha-pregnan-20-on 3-hydroxy-,(3-beta,5-alpha)-pregnan-20-on 3-Hydroxypregnan-20-one 5alpha-Pregnan-20-one, 3beta-hydroxy- 5alpha-Pregnane-3beta-ol-20-one Allopregnan-3beta-ol-20-one Allopregnane-3beta-ol-20-one Pregnan-20-one, 3-hydroxy-, (3beta,5alpha)- u0949 ALLOPREGNAN-3B-OL-20-ONE 3-BETA-HYDROXY-5-ALPHA-TETRAHYDROPROGESTERONE 3-BETA-HYDROXY-5-ALPHA-PREGNAN-20-ONE 5A-PREGNAN-3B-OL-20-ONE 5ALPHA-PREGNAN-3BETA-OL-20-ONE 5-ALPHA-DIHYDROPREGNANOLONE 5ALPHA-DIHYDROPREGNENOLONE 3β-Hydroxy-5α-pregnan-20-one, 3β-Hydroxy-5α-tetrahydroprogesterone, 5α-Dihydropregnenolone, Allopregnanolone, Isopregnanolone (5α,8β,9α,14α)-10β,13β-Dimethyl-17β-acetylhexadecahydro-1H-cyclopenta[a]phenanthrene-3β-ol 17β-Acetyl-5α-androstane-3β-ol allo-Pregnan-3β-ol-20-one Allopregnan-3β-ol-20-one Tetrahydroprogesterone Wln: L E5 B666tj A1 E1 fv1 oq 5a-Pregnan-3-ol-20-one-d4 3beta-Hydroxy-5alpha-dihydroprogesterone Isoallopregnanolone NSC 97078 5α-Dihydropregnenolone 1-[(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 Relenopride Hydrochloride 3β-hydroxy-5α-pregnan-20-one 2 - [2 - (2-fluorophenyl) - 2-oxoethyl] propionitrile (3β,5α)-3-Hydroxypregnan-20-one TIANFUCHEM--516-55-2 ALLOPREGNANOLONE 3-beta-allopregnanolone 5A-PREGNAN-3BETA-OL-20-ONE ISOPREGNANOLONE Alloepipregnanolone 1-[(3S,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 Pregnan-20-one, 3-hydroxy-, (3β,5α)- Allopregnan-3β-ol-20-one 5α-PREGNAN-3β-OL-20-ONE 516-55-2 Steroids