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1247-64-9

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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

    Cas No: 1247-64-9

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1247-64-9 Usage

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.

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 articles and documents

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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