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P3635

Sigma-Aldrich

5β-Pregnane-3α,20α-diol glucuronide

≥98.00% (TLC), powder, progesterone metabolite

Synonym(s):

P3G, PDG, Pn3-G, Pregnanediol-3a-glucuronide, Pregnanediol-glucuronide, 3α,20α-Dihydroxy-5β-pregnane 3-glucuronide

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About This Item

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

product name

5β-Pregnane-3α,20α-diol glucuronide,

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hormonal Smartphone Diagnostics
Matias-Garcia PR, et al.
Methods in Molecular Biology (2018)
Characterization of the ovarian cycle in the two-toed sloths (Choloepus didactylus): an innovative, reliable, and noninvasive method using fecal hormone analyses
Troll S, et al.
Theriogenology (2013)
Susanna J Park et al.
Fertility and sterility, 88(3), 684-690 (2007-04-17)
To define characteristics of the luteinizing hormone (LH) surge in urine. Observational study. Academic center. 46 women aged 20 to 35 years with regular menstrual cycles. Collected first morning urine daily, throughout one menstrual cycle. Urinary LH, follicle-stimulating hormone (FSH)
Jennifer E Mersereau et al.
Menopause (New York, N.Y.), 15(3), 482-486 (2008-01-19)
To compare daily reproductive hormone secretion in regularly menstruating older versus younger women. This was a prospective cohort study. Daily morning urine samples were obtained from 106 women, 28 of whom were aged between 20 and 34 years (mean: 27.8+/-3.7
Endocrine pregnancy monitoring in the two-toed sloth (Choloepus didactylus):?Pregnant or not pregnant?
Troll S, et al.
Theriogenology, 84(1), 137-144 (2015)
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