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

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;3β-Hydroxy-5-pregnen-20-one monosulfate;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
Molecular Weight:
396.54
MDL Number:
MOL File:
1247-64-9.mol
MSDS File:
SDS
Last updated:2023-07-14 17:34:01

(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 Properties

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)
FDA UNII 04Y4D91RG0

(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 price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-0013751 Pregnenolonemonosulfate >98.0% 1247-64-9 5mg $60 2021-12-16 Buy
ChemScene CS-0013751 Pregnenolonemonosulfate >98.0% 1247-64-9 10mg $100 2021-12-16 Buy
ChemScene CS-0013751 Pregnenolonemonosulfate >98.0% 1247-64-9 50mg $250 2021-12-16 Buy
Product number Packaging Price Buy
CS-0013751 5mg $60 Buy
CS-0013751 10mg $100 Buy
CS-0013751 50mg $250 Buy

(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,Uses,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

(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

Global( 15)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
ShangHai Caerulum Pharma Discovery Co., Ltd. 18149758185 sales-cpd@caerulumpharma.com China 3420 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 18892239720 psaitong@jm-bio.com China 12308 58
Jinan Yaoyan Pharmaceutical Co., Ltd. jnyaoyan@163.com China 3069 58
Fan De(Beijing) Biotechnology Co., Ltd. 15911056312 liming@bio-fount.com China 9730 58
Nanjing Meihao Pharmaceutical Technology Co., Ltd. meitaochem@126.com meitaochem@126.com China 19105 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
ChengDu SinoStandards Bio-Tech Co.,Ltd. , 028-83243028 19136088901 sinostandards@163.com China 5044 58
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 15801484223 psaitong@jm-bio.com China 29834 58
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)- 3β-Hydroxy-5-pregnen-20-one monosulfate 1247-64-9 C21H32O5S