Description Discovery Regulation of synthesis and release Biological functions Clinical implications
ChemicalBook > CAS DataBase List > (3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

Description Discovery Regulation of synthesis and release Biological functions Clinical implications
Product Name
(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
CAS No.
1247-64-9
Chemical Name
(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
Synonyms
Pregnenolone sulfate;Pregnenolone sulphate;Pregnenolone monosulfate;DIJBBUIOWGGQOP-OZIWPBGVSA-N;Pregnenolone monosulfate, 10 mM in DMSO;Pregn-5-en-20-one, 3-(sulfooxy)-, (3β)-;3β-Hydroxy-5-pregnen-20-one monosulfate;Di[(pregn-5-en-20-one)-3-yl] =sulfate ester;(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
CBNumber
CB01236206
Molecular Formula
C21H32O5S
Formula Weight
396.54
MOL File
1247-64-9.mol
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(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene Property

Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C,stored under nitrogen
solubility 
DMSO: 62.5 mg/mL (157.61 mM)
pka
-3.51±0.18(Predicted)
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0013751
Product name
Pregnenolonemonosulfate
Purity
>98.0%
Packaging
5mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-0013751
Product name
Pregnenolonemonosulfate
Purity
>98.0%
Packaging
10mg
Price
$100
Updated
2021/12/16
ChemScene
Product number
CS-0013751
Product name
Pregnenolonemonosulfate
Purity
>98.0%
Packaging
50mg
Price
$250
Updated
2021/12/16
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(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene Chemical Properties,Usage,Production

Description

Pregnenolone sulfate is a neuroactive metabolite of pregnenolone. It has significant regulatory effects on the release of many important neurotransmitters such as glutamate, GABA, acetylcholine, norepinephrine, and dopamine.

Discovery

The presence of high amounts of pregnenolone sulfate in the rat brain was reported, and it was found that the concentration of this sulfated steroid was not affected by adrenalectomy and castration.

Regulation of synthesis and release

Neuropeptide Y inhibits the biosynthesis of pregnenolone sulfate in the frog hypothalamus through activation of the Y1 receptor.Gonadotropin-releasing hormone (GnRH) stimulates the biosynthesis of pregnenolone sulfate in the frog hypothalamus.

Biological functions

Pregnenolone sulfate has multiple important effects on brain functions, such as cognitive enhancing, promnesic, antistress, and antidepressant effects.Pregnenolone sulfate also has significant regulatory effects on the release of many important neurotransmitters such as glutamate, GABA, acetylcholine, norepinephrine, and dopamine.

Clinical implications

Central acetylcholine neurotransmission is known to be involved in the regulation of cognitive processes and is affected in normal aging and severely altered in human neurodegenerative pathologies such as Alzheimer’s disease.The level of acetylcholine cortical release induced by the infusion of pregnenolone sulfate was correlated to the spatial memory performance of animals.The infusion of pregnenolone sulfate stimulated the release of acetylcholine, suggesting that this effect could partly explain the memory-enhancing properties of this neurosteroid.

Definition

ChEBI: Pregnenolone sulfate is a steroid sulfate. It has a role as an EC 2.7.1.33 (pantothenate kinase) inhibitor and a human metabolite. It is functionally related to a pregnenolone. It is a conjugate acid of a pregnenolone sulfate(1-).

(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene Suppliers

ShangHai Caerulum Pharma Discovery Co., Ltd.
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Shaanxi Dideu Medichem Co. Ltd
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View Lastest Price from (3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Pregnenolone sulfate 1247-64-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000Kg
Release date
2024-09-04

1247-64-9, (3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthreneRelated Search:


  • Pregnenolone sulfate
  • (3S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-3-sulfooxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
  • Di[(pregn-5-en-20-one)-3-yl] =sulfate ester
  • Pregnenolone sulphate
  • DIJBBUIOWGGQOP-OZIWPBGVSA-N
  • Pregnenolone monosulfate
  • 3β-Hydroxy-5-pregnen-20-one monosulfate
  • Pregn-5-en-20-one, 3-(sulfooxy)-, (3β)-
  • Pregnenolone monosulfate, 10 mM in DMSO
  • 1247-64-9
  • C21H32O5S