1852-49-9

Basic information

• Product Name: 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE
• Synonyms: 5-BETA-PREGNAN-3-ALPHA, 20-ALPHA-DIOL 3-GLUCOSIDURONATE;3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE;5B-pregnane-3A-20A-diol glucuronide*crystalline;3α,20α-Dihydroxy-5β-pregnane 3-glucuronide;5β-Pregnane-3α,20α-diol glucuronide;(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid;(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylic acid;(3α,5β,20S)-20-Hydroxypregnan-3-yl β-D-Glucopyranosiduronic Acid
• CAS NO: 1852-49-9
• Molecular Formula: C₂₇H₄₄O₈
• Molecular Weight: 496.63
• Mol File: 1852-49-9.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 666.4°Cat760mmHg
• Flash Point: 217.2°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 1.34E-20mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: −20°C
• Solubility: Methanol (Slightly)
• CAS DataBase Reference: 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE(1852-49-9)
• EPA Substance Registry System: 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE(1852-49-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1852-49-9(Hazardous Substances Data)

Usage

Description

3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE, also known as Pregnanediol 3α-O-β-D-Glucuronide, is a glucuronide conjugate of Pregnanediol (P705130). It is a progesterone metabolite predominantly found in urine during pregnancy. The presence of this compound in urine can indicate pregnancy or pseudopregnancy, making it a useful biomarker for predicting the delivery time or the end of pseudopregnancy.

Uses

Used in Dairy Industry:
3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE is used as a biomarker for monitoring the reproductive status of dairy cows. By measuring the levels of this compound, farmers and veterinarians can assess the fertility and reproductive health of the cows, which is crucial for the productivity and management of the dairy herd.
Used in Human Reproductive Health:
3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE is used as a reference to adjust other hormonal markers in the study of urinary hormonal profiles in the human menstrual cycle. It serves as an alternative to creatine and helps researchers better understand the hormonal changes that occur during the menstrual cycle, which can be valuable for diagnosing and treating various reproductive health issues.
Used in Pregnancy Detection:
3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE is used as a biomarker for detecting pregnancy. Its presence in urine indicates pregnancy, but it might also account for pseudopregnancy. This information can be used to predict the delivery time or the end of pseudopregnancy, providing valuable insights for expectant mothers and healthcare providers.

InChI:InChI=1/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)/t13-,14+,15+,16-,17+,18-,19-,20-,21-,22+,23-,25+,26-,27+/m0/s1

Upstream product

• 21085-72-3 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester 

Downstream Products

• 80-92-2 pregnanediol 
• 18000-94-7 3α-formyloxy-5β-pregnan-20-one 
• 4469-03-8 3α-hydroxy-5β-pregnan-20-one