5α-Pregnane-3α,20α-diol - ≥95% , CAS No.566-58-5

CAS: 566-58-5 Cat. No.: P336196 Formula: C₂₁H₃₆O₂ Molecular Weight: 320.51 PubChem CID: 164674

GRADE & PURITY ≥95%

Synonyms

DTXSID40859115 | YWYQTGBBEZQBGO-CGVINKDUSA-N | CHEBI:81470 | Allopregnanediol | 5-alpha-Pregnan-3-alpha, 20-alpha-diol | UNII-97N2Q625GO | Prgnane-3,20-diol, (3alpha,5alpha,20S)- | 5 alpha -Pregnane-3 alpha ,20 alpha -diol | (20S)3alpha,20-Dihydroxy-5alph

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

5α-Pregnane-3α,20α-diol is a progesterone metabolite.

Specifications

Synonyms

DTXSID40859115 | YWYQTGBBEZQBGO-CGVINKDUSA-N | CHEBI:81470 | Allopregnanediol | 5-alpha-Pregnan-3-alpha, 20-alpha-diol | UNII-97N2Q625GO | Prgnane-3,20-diol, (3alpha,5alpha,20S)- | 5 alpha -Pregnane-3 alpha ,20 alpha -diol | (20S)3alpha,20-Dihydroxy-5alph

Specifications & Purity

≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

Canonical Smiles

CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O

IUPAC Name

(3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

InChIKey

YWYQTGBBEZQBGO-CGVINKDUSA-N

INCHI

1S/C21H36O2/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/h13-19,22-23H,4-12H2,1-3H3/t13-,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

Isomeric SMILES

C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@H](C4)O)C)C)O

PubChem CID

164674

Molecular Weight

320.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Pregnane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Pregnane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Gluco/mineralocorticoids, progestogins and derivatives
• Alternative Parents: 3-alpha-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Progestogin-skeleton - 20-hydroxysteroid - 3-alpha-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
• External Descriptors: corticosteroid hormone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Chloroform and Ethanol. Methanol
• Melt Point(°C): 240-242°C (lit.)
• Molecular Weight: 320.500 g/mol
• XLogP3: 5.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 320.272 Da
• Monoisotopic Mass: 320.272 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 463.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 566-58-5, the molecular formula is C21H36O2, and the molecular weight is 320.51 g/mol. InChIKey YWYQTGBBEZQBGO-CGVINKDUSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.