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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 is a complex organic compound with a unique molecular structure. It is characterized by its stereochemistry, with specific configurations at multiple chiral centers, and the presence of functional groups such as an acetyl group, methyl groups, and a sulfooxy group. (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 belongs to the class of dodecahydro-1H-cyclopenta[a]phenanthrenes, which are known for their diverse biological activities and potential applications in various fields.

1247-64-9

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1247-64-9 Usage

Uses

Used in Pharmaceutical Industry:
(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 is used as a pharmaceutical agent for its potential therapeutic effects. (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's unique structure and functional groups may allow it to interact with specific biological targets, such as receptors or enzymes, modulating their activity and contributing to the treatment of various diseases.
Used in Chemical Research:
In the field of chemical research, (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 serves as a valuable subject for studying the synthesis, properties, and potential applications of complex organic molecules. Its unique stereochemistry and functional groups make it an interesting candidate for exploring new synthetic routes, understanding its reactivity, and discovering novel reactions or transformations.
Used in Material Science:
(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 may also find applications in material science, where its unique structure and properties could be harnessed to develop new materials with specific characteristics. For example, its potential interactions with other molecules or its ability to self-assemble into organized structures could lead to the development of advanced materials with applications in areas such as drug delivery, sensors, or nanotechnology.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 1247-64-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,4 and 7 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1247-64:
(6*1)+(5*2)+(4*4)+(3*7)+(2*6)+(1*4)=69
69 % 10 = 9
So 1247-64-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/t15-,16-,17+,18-,19-,20-,21+/m0/s1

1247-64-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name pregnenolone sulfate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:1247-64-9 SDS

1247-64-9Upstream product

1247-64-9Downstream Products

1247-64-9Relevant academic research and scientific papers

Testosterone sulfotransferase: Evidence in the guinea pig that this reaction is carried out by 3α-hydroxysteroid sulfotransferase

Park, Byoung C.,Lee, Young C.,Strott, Charles A.

, p. 510 - 517 (2007/10/03)

During the course of isolating, characterizing, and cloning estrogen and 3-hydroxysteroid sulfotransferases from the guinea pig adrenal gland, it was noted that cytosolic preparations from this tissue would also sulfonate testosterone. Therefore, we set out to isolate and clone the enzyme that performs this reaction. Testosterone sulfotransferase (TST) was isolated from the guinea pig adrenal by using the standard procedures of ion exchange, affinity, and high-performance liquid chromatography. When purified, TST was examined by liquid-phase nondenaturing isoelectric focusing, it was found that the TST activity profile completely overlapped with the activity profile of the 3α-hydroxysteroid sulfotransferase (3αHST) isoform, but not the 3β-hydroxysteroid sulfotransferase (3βHST) isoform. This finding was further investigated by overexpressing the cDNAs for 3αHST and 3βHST in Escherichia coli and examining the expressed proteins for TST activity. This experiment confirmed that 3αHST does indeed function as a TST. In addition, 3αHST was also found to sulfonate estradiol but not estrone, a finding that further suggested that 3αHST may function as a general 17β-hydroxysteroid sulfotransferase. Copyright (C) 1999.

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