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CAS 566-65-4

5alpha-Pregnane-3,20-dione TCI P2423

5alpha-Pregnane-3,20-dione TCI P2423

Chemical Identity

CAS No.
566-65-4
PubChem
CID 92810·SID 468592596
Formula
C21H32O2
Molecular weight
316.5 g/mol
Purity
>98.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
SMILES
CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C
InChIKey
XMRPGKVKISIQBV-BJMCWZGWSA-N
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5alpha-Pregnane-3,20-dione from TCI, also known as 5α-dihydroprogesterone (5α-DHP), is a pregnane-class steroid formed when the enzyme 5α-reductase reduces progesterone. In biochemistry and pharmacology laboratories it serves as a reference standard, a material for studying steroid metabolism, and a precursor in the neurosteroid biosynthesis pathway that leads to allopregnanolone. Researchers who need to understand how tissues convert progesterone into compounds with different biological activities rely on this compound as a well-defined starting point for their investigations.

Laboratories choose this compound for its distinct role in the steroid metabolic pathway. Its pregnane skeleton carries two ketone groups, at positions 3 and 20, and the 5α configuration at the A/B ring junction makes it stereochemically different from the 5β isomer. This difference matters in chromatographic analysis and in studies of enzyme interactions. Because it is a pure compound supplied to the manufacturer's standard, it can be used for peak identification, for calibrating analytical methods, and as a defined substrate in enzymatic assays, for example when studying 3α-hydroxysteroid dehydrogenase activity.

In Indonesia, this material is relevant to pharmaceutical laboratories, university biochemistry and pharmacology departments, and research institutes working on steroid hormones and neuroendocrinology. Teams developing analytical methods for steroid profiling can use it to confirm retention times and separate 5α from 5β isomers. Academic groups studying progesterone metabolism or neurosteroid pathways can use it as a reliable reference material, which supports reproducible results across research projects and quality-focused laboratory work.

TCI brochures (PDF)

  • Steroid metabolism studies: as the 5α-reduced metabolite of progesterone, it helps researchers trace how progesterone is converted inside tissues and how downstream products form.
  • Neurosteroid biosynthesis research: as a precursor in the pathway toward allopregnanolone, it gives researchers a defined intermediate for studying how neuroactive steroids are produced.
  • Chromatographic peak identification: its specific 5α stereochemistry lets analysts tell it apart from the 5β isomer and confirm peak assignments in steroid separation methods.
  • Analytical method calibration: as a pure compound supplied to the manufacturer's standard, it suits building calibration references for steroid analysis in pharmaceutical and research laboratories.
  • Enzymatic assays: as a defined substrate it suits studies of enzyme activity such as 3α-hydroxysteroid dehydrogenase, where a characterized starting material keeps the kinetic data consistent.

Brand TCI (product code P2423)
CAS number 566-65-4
Molecular formula —
Purity —
Category Life Science > Biochemicals and Reagents > Steroids
Pack sizes available as listed in the TCI catalogue; please confirm current options with our team
Physical form see the manufacturer's label and Safety Data Sheet
Storage —
  • Synonyms: 5α-Dihydroprogesterone (5α-DHP)

Keep 5alpha-Pregnane-3,20-dione in its original, tightly closed manufacturer's container, in a cool, dry, well-ventilated place away from direct light, heat, and incompatible substances such as strong oxidizing agents. Follow the storage conditions on the TCI label and Safety Data Sheet. Because it is a biologically active steroid, handle it with suitable personal protective equipment, including gloves, a laboratory coat, and safety glasses, and avoid creating or breathing in dust. Weigh it in a fume hood or ventilated enclosure, label all working solutions clearly, and dispose of waste according to local regulations and your institution's chemical safety procedures.

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