Pregnenolone acetate explained

Iupac Name:[(3''S'',8''S'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-Acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1''H''-cyclopenta[''a'']phenanthren-3-yl] acetate
Width:250px
Tradename:Antofin, Previsone, Pregno-Pan
Routes Of Administration:Topical
Cas Number:1778-02-5
Pubchem:2723722
Drugbank:DB14626
Chemspiderid:2005918
Unii:0G0WWV404B
Kegg:C14658
Chebi:34930
Chembl:1892286
Synonyms:Pregn-5-en-3β-ol-20-one 3β-acetate, Antofin, Artivis, Enescorb, Previsone, Sharmone, Pregnenolone-3-acetate, 1778-02-5, 3α-Acetoxy-5-pregnen-20-one, ZINC6304690, NSC 64827, Acetic acid 20-oxopregn-5-en-3alpha-yl ester[1]
C:23
H:34
O:3
Smiles:CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C
Stdinchi:1S/C23H34O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,17-21H,6-13H2,1-4H3/t17-,18-,19+,20-,21-,22-,23+/m0/s1
Stdinchikey:CRRKVZVYZQXICQ-RJJCNJEVSA-N

Pregnenolone acetate (brand names Antofin, Previsone, Pregno-Pan), also known as pregn-5-en-3β-ol-20-one 3β-acetate, is a synthetic pregnane steroid and an ester of pregnenolone which is described as a glucocorticoid and as a skin-conditioning and skin anti-aging agent.[2] [3] It has been reported to reduce wrinkles in elderly women when applied in the form of a 0.5% topical cream, effects which were suggested to be due to improved hydration of the skin. Pregnenolone acetate has been marketed in France in a topical cream containing 1% pregnenolone acetate and 10% "sex hormone" for the treatment of premature skin aging but was withdrawn from the market in 1992. Although the medication has been described by some sources as a glucocorticoid, other authors have stated that systemic pregnenolone acetate has no undesirable metabolic or toxic effects even at high doses.[4]

See also

Notes and References

  1. National Center for Biotechnology Information. PubChem Compound Database; CID=11013784, https://pubchem.ncbi.nlm.nih.gov/compound/11013784 (accessed Mar. 10, 2019).
  2. Book: J. Elks. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 14 November 2014. Springer. 978-1-4757-2085-3. 665–.
  3. Book: Council of Europe. Committee of Experts on Cosmetic Products. Active Ingredients Used in Cosmetics: Safety Survey. 2008. Council of Europe. 978-92-871-6298-4. 325–.
  4. Lamb JH, Kelly FC, Shackelford PO, Rebell G, Koons RC . Pregnenolone acetate in treatment of mycetoma (nocardiosis) . AMA Arch Dermatol Syphilol . 67 . 2 . 141–5 . 1953 . 13029897 . 10.1001/archderm.1953.01540020019004.