Pregnanediol 3α-O-β-D-Glucuronide

For research use only. Not for therapeutic Use.

  • CAT Number: R054970
  • CAS Number: 1852-49-9
  • Molecular Formula: C₂₇H₄₄O₈
  • Molecular Weight: 496.63
  • Purity: ≥95%
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Pregnanediol 3α-O-β-D-glucuronide(CAT: R054970) is a glucuronidated metabolite of pregnanediol, itself a major breakdown product of the hormone progesterone. This compound features a steroidal core with a glucuronic acid moiety conjugated at the 3α-hydroxyl position, enhancing its water solubility for renal excretion. It serves as a critical biomarker in endocrinology for monitoring progesterone metabolism, reproductive status, and luteal function, especially in urine-based assays. Used in clinical research and diagnostic development, it enables non-invasive hormonal analysis.


CAS Number 1852-49-9
Synonyms

(3α,5β,20S)-20-Hydroxypregnan-3-yl β-D-Glucopyranosiduronic Acid; 20α-Hydroxy-5β-pregnan-3α-yl β-D-Glucopyranosiduronic Acid; 5β-Pregnane-3α,20α-diol Glucuronide; Pregnanediol 3-Glucuronide; Pregnanediol 3α-Monoglucuronide; Pregnanediol-3α-Glucuronid

Molecular Formula C₂₇H₄₄O₈
Purity ≥95%
Target Endogenous Metabolite
Storage Store at RT
IUPAC Name (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
InChI InChI=1S/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
InChIKey ZFFFJLDTCLJDHL-JQYCEVDMSA-N
SMILES C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C)C)O
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