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Pregnenolone acetate

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Chemical compound Pharmaceutical compound
Pregnenolone acetate
Clinical data
Trade namesAntofin, Previsone, Pregno-Pan
Other namesPregn-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
Routes of
administration
Topical
Identifiers
IUPAC name
  • phenanthren-3-yl] acetate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.015.648 Edit this at Wikidata
Chemical and physical data
FormulaC23H34O3
Molar mass358.522 g·mol
3D model (JSmol)
SMILES
  • CC(=O)1CC21(CC32CC=C43(CC(C4)OC(=O)C)C)C
InChI
  • InChI=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
  • Key: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. 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cream containing 1% pregnenolone acetate and 10% "sex hormone" for the treatment of premature skin aging but was withdrawn from the market in 1992.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.

See also

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. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 665–. ISBN 978-1-4757-2085-3.
  3. ^ Council of Europe. Committee of Experts on Cosmetic Products (2008). Active Ingredients Used in Cosmetics: Safety Survey. Council of Europe. pp. 325–. ISBN 978-92-871-6298-4.
  4. Lamb JH, Kelly FC, Shackelford PO, Rebell G, Koons RC (1953). "Pregnenolone acetate in treatment of mycetoma (nocardiosis)". AMA Arch Dermatol Syphilol. 67 (2): 141–5. doi:10.1001/archderm.1953.01540020019004. PMID 13029897.
Other dermatological preparations (D11)
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Glucocorticoids and antiglucocorticoids (D07, H02)
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Glucocorticoid receptor modulators
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Glucocorticoid receptor modulators
GRTooltip Glucocorticoid receptor
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(SEGRMsTooltip Selective glucocorticoid receptor agonists)
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See also
Receptor/signaling modulators
Glucocorticoids and antiglucocorticoids
Mineralocorticoid receptor modulators
List of corticosteroids


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