Merck
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P9129

Sigma-Aldrich

5-Pregnen-3β-ol-20-one

≥98%

Synonym(s):
3β-Hydroxy-5-pregnen-20-one, Pregnenolone
Empirical Formula (Hill Notation):
C21H32O2
CAS Number:
Molecular Weight:
316.48
Beilstein:
2059026
Numer EC:
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.77

pochodzenie biologiczne

synthetic (organic)

Poziom jakości

200

próba

≥98%

forma

powder

rozpuszczalność

ethanol: soluble 10 mg/mL, clear, colorless to faintly yellow

grupa funkcyjna

ketone

transport

ambient

temp. przechowywania

room temp

SMILES string

[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])C(C)=O

InChI

1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1

InChI key

ORNBQBCIOKFOEO-QGVNFLHTSA-N

Gene Information

human ... SERPINA6(866)
rat ... Ar(24208)

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Zastosowanie

5-Pregnen-3β-ol-20-one is suitable for use:
  • as a substrate for 3β-HSD at a concentration of 1 μg/mL to study the time-dependent effect of reduced oxygen tension on 3β-hydroxysteroid dehydrogenase (3β-HSD) activity
  • as a progestin precursor to study the effects of splenic macrophages on progestin secretion of luteal cells
  • in the testicular interstitial cell culture medium at a concentration of 15mg/mL

Opakowanie

1, 5, 25, 100 g in poly bottle

Działania biochem./fizjol.

One of a small number of "neurosteroids," steroids synthesized in the brain rather than peripheral sources. Decreased levels of these neurosteroids has been implicated in rodent cognitive decline with age, but studies in humans have been contradictory.
Testosterone production in rats occurs in Leydig cells of the testis via the Δ4 pathway. Cholesterol is first converted to pregnenolone, then to progesterone, and finally to testosterone. Pregnenolone is the key neurosteroid synthesized in steroidogenic glands. It is also present as a sulfate ester that serves as an antagonist of GABAergic neurons by interacting with γ-aminobutyric acid (GABA) receptor.

Inne uwagi

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P9129.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Kod klasy składowania

13 - Non Combustible Solids

WGK

WGK 3

Temperatura zapłonu °F

Not applicable

Temperatura zapłonu °C

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certificate of Analysis

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Certificate of Origin

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