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P3635

Sigma-Aldrich

5β-Pregnane-3α,20α-diol glucuronide

≥98.00% (TLC), powder, progesterone metabolite

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Synonym(s):
P3G, PDG, Pn3-G, Pregnanediol-3a-glucuronide, Pregnanediol-glucuronide, 3α,20α-Dihydroxy-5β-pregnane 3-glucuronide
Empirical Formula (Hill Notation):
C27H44O8
CAS Number:
1852-49-9
Molecular Weight:
496.63
MDL number:
MFCD00056522
UNSPSC Code:
51111800
PubChem Substance ID:
24898430
NACRES:
NA.77

sterility

non-sterile

assay

≥98.00% (TLC)

form

powder

technique(s)

enzyme immunoassay: suitable

solubility

ethanol: 20 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

SMILES string

CC(O)C1CCC2C3CCC4CC(CCC4(C)C3CCC12C)OC5OC(C(O)C(O)C5O)C(O)=O

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)

InChI key

ZFFFJLDTCLJDHL-UHFFFAOYSA-N

General description

5β-Pregnane-3α,20α-diol glucuronide is a progesterone metabolite predominant in urine, during pregnancy. Presence of 5β-Pregnane-3α,20α-diol glucuronide in the urine indicates pregnancy, but it might also account for pseudopregnancy. It is useful in predicting the delivery time/end of pseudopregnancy.
Urinary pregnanediol glucuronide (PdG) seems to serve as an effective clinical marker for monitoring progesterone supplementation. PdG, along with other urinary metabolites such as luteinizing hormone (LH), follicle stimulating hormone (FSH), and estrone glucuronide (ElG), exhibit a strong association with ovarian excretion rates and demonstrate a high correlation with serum reproductive hormones. As a result, they can be used interchangeably to effectively monitor ovarian steroidogenesis.

Application

5β-Pregnane-3α,20α-diol glucuronide has been used in a cross-sectional analysis of hormone levels. It has also been used as a standard to measure estradiol-17β, pregnanediol-glucuronide (PdG) by a double-antibody enzyme immunoassay.
5β-Pregnane-3α,20α-diol glucuronide has been used in steroid enzyme immunoassay.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Meena P Desai et al.
Journal of clinical laboratory analysis, 21(2), 55-60 (2007-03-28)
This study characterizes age-related changes in bone turnover markers in relation to ovarian hormones. The data (N = 236) were divided into 5-year age bands and three groups: premenopausal (Group I, N = 139), perimenopausal (Group II, N = 30)
Dana Rochester et al.
Fertility and sterility, 92(4), 1410-1415 (2008-10-03)
To determine whether obesity-related reproductive endocrine abnormalities in ovulatory women are reversible with weight loss. Observational cohort study. Healthy volunteers in an academic research environment. Women aged 18-48 years with regular menstrual cycles 21-40 days and a body mass index
Robert W Shumaker et al.
Interdisciplinary topics in gerontology, 36, 147-161 (2008-06-05)
Data from wild populations demonstrate that orangutans have the slowest life history of all the great apes. In this chapter, we provide an overview of reproduction and life history traits of female orangutans in the wild and captivity. This comparison
Longitudinal fecal hormone analysis for monitoring reproductive activity in the female polar bear (Ursus maritimus)
Stoops MA, et al.
Theriogenology, 78(9), 1977-1986 (2012)
N Santoro et al.
The Journal of clinical endocrinology and metabolism, 93(5), 1711-1721 (2008-02-21)
Reproductive hormones are incompletely characterized during the menopause transition (MT). Increased anovulation and decreased progesterone accompany progress through the MT. The Daily Hormone Study (DHS) of the Study of Women's Health Across the Nation (SWAN) included 848 women aged 43-53
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