2479-91-6

Basic information

• Product Name: estriol 3-glucuronide
• Synonyms: estriol 3-glucuronide;estriol 3-O-(beta-D-glucuronide)
• CAS NO: 2479-91-6
• Molecular Formula: C₂₄H₃₂O₉
• Molecular Weight: 464.51
• Mol File: 2479-91-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 722.3°C at 760 mmHg
• Flash Point: 247.7°C
• Appearance: /
• Density: 1.489g/cm³
• Vapor Pressure: 6.79E-22mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: estriol 3-glucuronide(CAS DataBase Reference)
• NIST Chemistry Reference: estriol 3-glucuronide(2479-91-6)
• EPA Substance Registry System: estriol 3-glucuronide(2479-91-6)

Safety Data

• Hazardous Substances Data: 2479-91-6(Hazardous Substances Data)

Usage

Description

Estriol 3-glucuronide, also known as the 3-beta-D-glucuronide of estriol, is a steroid hormone ligand that is specifically recognized by the monoclonal antibody 4155. It is derived from estriol, a natural estrogen hormone, and plays a significant role in various physiological processes.

Uses

Used in Pharmaceutical Industry:
Estriol 3-glucuronide is used as a pharmaceutical agent for its hormone-regulating properties. It is particularly valuable in the development of treatments for hormone-related conditions and disorders, as it can help modulate hormone levels in the body.
Used in Diagnostic Applications:
In the field of diagnostics, estriol 3-glucuronide is used as a biomarker for various conditions, including pregnancy and certain types of cancer. Its detection and measurement can provide valuable information about a patient's health status and help guide appropriate medical interventions.
Used in Research and Development:
Estriol 3-glucuronide is also utilized in research and development, particularly in the study of steroid hormone action and the development of new drugs targeting hormone-related pathways. Its unique recognition by the monoclonal antibody 4155 makes it a useful tool for investigating the mechanisms of hormone action and developing targeted therapies.

InChI:InChI=1/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13?,14?,15?,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1

Upstream product

• 63700-19-6 Uridine diphospho-D-glucuronic acid triammonium salt 
• 50-27-1 Estriol 

Downstream Products

• 6556-12-3 D-glucuronic acid 
• 50-27-1 Estriol 

Relevant articles and documents

Regiospecificity and stereospecificity of human udpglucuronosyltransferases in the glucuronidation of estriol, 16-epiestriol, 17-epiestriol, and 13-epiestradiols

The glucuronidation of estriol, 16-epiestriol, and 17-epiestriol by the human UDP-glucuronosyltransferases (UGTs) of subfamilies 1A, 2A, and 2B was examined. UGT1A10 is highly active in the conjugation of the 3-OH in all these estriols, whereas UGT2B7 is the most active UGT toward one of the ring D hydroxyls, the 16-OH in estriol and 16-epiestriol, but the 17-OH in 17-epiestriol. Kinetic analyses indicated that the 17-OH configuration plays a major role in the affinity of UGT2B7 for estrogens. The glucuronidation of the different estriols by the human liver and intestine microsomes reflects the activity of UGT1A10 and UGT2B7 in combination with the tissues' difference in UGT1A10 expression. The UGT1A10 mutant 1A10-F93G exhibited much higher Vmax values than UGT1A10 in estriol and 17-epiestriol glucuronidation, but a significantly lower value in 16-epiestriol glucuronidation. To this study on estriol glucuronidation we have added experiments with 13-epiestradiol, a synthetic estradiol in which the spatial arrangement of the methyl on C18 and the hydroxyl on C17 is significantly different than in other estrogens. In comparison with estradiol glucuronidation, the C13 configuration change decreases the turnover of UGTs that conjugate the 3-OH, but increases it in UGTs that primarily conjugate the 17-OH. Unexpectedly, UGT2B17 exhibited similar conjugation rates of both the 17-OH and 3-OH of 13-espiestradiol. The combined results reveal the strong preference of UGT1A10 for the 3-OH of physiologic estrogens and the equivalently strong preference of UGT2B7 and UGT2B17 for the hydroxyls on ring D of such steroid hormones. Copyright

Syntheses of estriol monoglucuronides.

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