Description Properties Discovery Biological functions Uses Clinical implications Regulation of synthesis and release
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ALLOPREGNANOLONE

Description Properties Discovery Biological functions Uses Clinical implications Regulation of synthesis and release
Product Name
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
Formula Weight
318.49
MOL File
516-55-2.mol
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ALLOPREGNANOLONE Property

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)
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Safety

RTECS 
TU4383200
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
3653
Product name
Allopregnanolone
Packaging
10
Price
$186
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA67990
Product name
Allopregnanolone
Packaging
5G
Price
$190
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA67990
Product name
Allopregnanolone
Packaging
10g
Price
$300
Updated
2021/12/16
Oakwood
Product number
374671
Product name
(3β,5α)-3-Hydroxypregnan-20-one
Packaging
250mg
Price
$20
Updated
2021/12/16
Oakwood
Product number
374671
Product name
(3β,5α)-3-Hydroxypregnan-20-one
Packaging
1g
Price
$40
Updated
2021/12/16
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ALLOPREGNANOLONE Chemical Properties,Usage,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.

ALLOPREGNANOLONE Preparation Products And Raw materials

Raw materials

Preparation Products

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ALLOPREGNANOLONE Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Jinan Chenghui Shuangda biological Co., LTD
Tel
0531-58897003 15550412551
Fax
0531-58897003
Email
market@jnchsd.com
Country
China
ProdList
211
Advantage
62
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Clearsynth Labs Limited
Tel
+91-22-26355700
Fax
+91-22-26355701
Email
info@clearsynth.com
Country
India
ProdList
9679
Advantage
58
Shanghai DiBai Chemicals Co., Ltd.
Tel
021-54359730 400-008-9730
Fax
021-54353864
Email
info@chemxyz.com
Country
China
ProdList
3991
Advantage
60
Wuhan Chemduro Pharm Tech Co. Ltd.
Tel
18040571231/1402788087
Fax
sales@chemduro.com
Country
China
ProdList
1973
Advantage
58
Chengdu HuaNa Chemicals Co., Ltd.
Tel
028-86612776; 13699069380
Fax
-
Email
515238037@qq.com
Country
China
ProdList
965
Advantage
55
Shandong JunRui Pharmaceutical Co., Ltd.
Tel
0539-5636807 15318528770
Fax
0539-5636807
Email
ffeng813@163.com
Country
China
ProdList
251
Advantage
58
CHENGHUI PHARMACEUTICAL GROUP LTD
Tel
0531-58897070 15254140813
Fax
0531-58897046
Email
market@jnchsd.com
Country
China
ProdList
213
Advantage
58
Zhengzhou Acme Chemical Co., Ltd.
Tel
0371-037163312495,13303845143 13303845143
Fax
QQ3001379618
Email
3001379618@qq.com
Country
China
ProdList
9999
Advantage
58
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View Lastest Price from ALLOPREGNANOLONE manufacturers

Hebei Longbang Technology Co., Ltd
Product
ALLOPREGNANOLONE 516-55-2
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-06-07
PNP Biotech Co. Ltd
Product
3β-hydroxy-5α-pregnan-20-one 516-55-2
Price
US $0.00/kg
Min. Order
25kg
Purity
98%
Supply Ability
Inquiry
Release date
2022-10-20
Hebei Xinsheng New Material Technology Co., LTD.
Product
3-Beta-Allopregnanolone 516-55-2
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
30000 KG
Release date
2023-10-13

516-55-2, ALLOPREGNANOLONERelated Search:


  • 3-beta-allopregnanolone
  • 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-3BETA-OL-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
  • ISOPREGNANOLONE
  • Alloepipregnanolone
  • 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
  • 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