1852-44-4 Usage
Description
1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT, also known as Estriol 16alpha-(beta-D-glucuronide) Sodium Salt, is a naturally occurring steroid hormone derived from the estrane skeleton. It is a metabolite of estriol, which is one of the three main estrogens produced in significant amounts by the human body. 1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT has a unique chemical structure characterized by its estratriene core, with three hydroxyl groups at positions 3, 16alpha, and 17beta, and a glucuronide moiety attached at the 16th position. The sodium salt form of this compound enhances its solubility and stability in aqueous environments.
Uses
1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT is used as an analytical tool for the differentiation of isomeric biological compounds. The compound is particularly useful in the study of collision-induced dissociation (CID) of ions generated by fast atom bombardment (FAB). This technique is employed to analyze complex mixtures of biological molecules, such as proteins, peptides, and other biomolecules, by breaking them down into smaller fragments that can be more easily identified and characterized.
Used in Analytical Chemistry:
1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT is used as a reference compound for the differentiation of isomeric biological compounds in the field of analytical chemistry. Its unique structure and properties make it an ideal candidate for studying the fragmentation patterns and ionization behavior of similar steroidal compounds, which can be crucial for the development of new analytical methods and the identification of novel biomarkers.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT may be used as a starting material or intermediate in the synthesis of various estrogenic drugs and hormone replacement therapies. Its structural similarity to naturally occurring estrogens makes it a valuable compound for understanding the mechanisms of action and potential side effects of these medications.
Used in Endocrinology Research:
1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIOL 16-GLUCURONIDE SODIUM SALT is also used in endocrinology research to study the role of estrogens in various physiological processes, such as bone metabolism, reproductive health, and cardiovascular function. Understanding the actions of this compound can help researchers develop new treatments for conditions related to hormonal imbalances, such as menopause, osteoporosis, and polycystic ovary syndrome (PCOS).
Check Digit Verification of cas no
The CAS Registry Mumber 1852-44-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,5 and 2 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1852-44:
(6*1)+(5*8)+(4*5)+(3*2)+(2*4)+(1*4)=84
84 % 10 = 4
So 1852-44-4 is a valid CAS Registry Number.
InChI:InChI=1/C24H32O9.Na/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(21(24)29)32-23-19(28)17(26)18(27)20(33-23)22(30)31;/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31);
1852-44-4Relevant articles and documents
Novel and Efficient Synthesis of Estriol and its 16-Glucuronide via 2,4,16α-Tribromoestrone
Numazawa, Mitsuteru,Nagaoka, Masao,Tsuji, Masachika,Osawa, Yoshio
, p. 121 - 125 (2007/10/02)
A novel synthesis of estra-1,3,5(10)-triene-3,16α,17β-triol (5), sodium 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-β-D-glucopyranosuronate (12b) aand sodium 3-hydroxyestra-1,3,5(10)-trien-17β-yl-β-D-glucopyranosuronate (10b) is described. 2,4,16α-Tribromo-3-hydroxyestra-1,3,5(10)-trien-17-one (2a) was efficiently synthesized in one step with quantitative yield by bromination of 3-hydroxyestra-1,3,5(10)-trien-17-one (1) with cupric bromide.Treatment of (2a) with NaOH in aqueous pyridine under the controlled conditions gave the 16α-hydroxy-17-ketone (4a) without ketol rearrangement.The ketol (4a) was converted in quantitative yield into the triol (5) via a sodium borohydride reduction in the presence of palladium chloride.Reaction of (4a) with methyl 1-bromo-1-deoxy-2,3,4-tri-O-acetyl-α-D-glucopyranosuronate using silver carbonate as a catalyst yielded the 16-monoglucuronide acetate methyl ester (11).The reductive removal of the bromines of (11) with sodium borohydride followed by NaOH hydrolysis gave the glucuronide (12b).A direct glucuronidation of 2,4-dibromoestra-1,3,5(10)-triene-3,17β-diol (8) and a subsequent hydrolysis of the 17-glucuronide (9) gave the glucuronide (10b).
