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P8629

Sigma-Aldrich

5β-Pregnane-3α,17α,20α-triol

Synonym(s):

3α,17α,20α-Trihydroxy-5β-pregnane, Pregnanetriol

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About This Item

Empirical Formula (Hill Notation):
C21H36O3
CAS Number:
1098-45-9
Molecular Weight:
336.51
Beilstein/REAXYS Number:
2619975
EC Number:
214-148-0
MDL number:
MFCD00003678
UNSPSC Code:
12352200
PubChem Substance ID:
24898959
NACRES:
NA.77

assay

≥98.00% (TLC)

Quality Level

200

form

powder

solubility

chloroform: methanol (1:1): 19.60-20.40 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4(O)[C@H](C)O)[C@@]1(C)CC[C@@H](O)C2

InChI

1S/C21H36O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h13-18,22-24H,4-12H2,1-3H3/t13-,14+,15+,16+,17-,18-,19-,20-,21-/m0/s1

InChI key

SCPADBBISMMJAW-UHHUKTEYSA-N

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General description

5β-Pregnane-3α,17α,20α-triol (pregnanetriol) is a urinary steroid metabolite of 17α-hydroxyprogesterone.

Biochem/physiol Actions

5β-Pregnane-3α,17α,20α-triol (pregnanetriol) plays a role in the synthesis of adrenal corticoids. Levels of pregnanetriol are elevated in the urine of 21-hydroxylase deficiency and congenital adrenal hyperplasia (CAH) patients.

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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A V Canario et al.
General and comparative endocrinology, 76(1), 147-158 (1989-10-01)
Dab (Limanda limanda) ovarian fragments were incubated in vitro with either [4,7-3H]pregnenolone or 17 alpha-hydroxy[1,2,6,7-3H]progesterone to investigate the pattern of steroidogenesis. A major enzyme found in the dab ovary was 20 alpha-hydroxysteroid dehydrogenase. Among the steroids that were tentatively identified
A V Canario et al.
General and comparative endocrinology, 83(2), 258-264 (1991-08-01)
In a previous study, plasma sex steroid levels were measured in female dab (Limanda limanda) induced to ovulate by injections of human chorionic gonadotrophin (HCG). In the present study, a similar experiment was carried out on male dabs. In common

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