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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:
2619975
EC Number:
214-148-0
MDL number:
MFCD00003678
UNSPSC Code:
12352202
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Toshihiko Takada et al.
Gut microbes, 11(6), 1662-1676 (2020-06-20)
Probiotic products have been shown to have beneficial effects on human hosts, but what happens in the gastrointestinal tract after its ingestion remains unclear. Our aim was to investigate the changes within the small intestines after a single intake of
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
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

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