Ergosterol peroxide

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title: "Ergosterol peroxide" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["sterols", "organic-peroxides"] topic_path: "general/sterols" source: "https://en.wikipedia.org/wiki/Ergosterol_peroxide" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| ImageFile = Ergosterol-5,8-peroxide.svg | ImageSize = 220 | ImageFile1 = Ergosterol peroxide molecule ball.png | ImageSize1 = 250 | ImageAlt1 = Ball-and-stick model of ergosterol peroxide | IUPACName = (3S,5S,8S,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(1R,2E,4R)-1,4,5-trimethylhex-2-en-1-yl]-1,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol | OtherNames = |Section1={{Chembox Identifiers | CASNo = 2061-64-5 | CASNo_Ref = | UNII_Ref = | UNII = UG9TN81TGH | PubChem = 5351516 | ChemSpiderID = 4508532 | ChEMBL = 434750 | ChEBI_Ref = | ChEBI = 65858 | SMILES = O[C@@H]2C[C@]\13OO[C@]4(/C=C/1)C@@HCC[C@]5(C)C@@HCC[C@@H]45 | InChI = 1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1 |Section2={{Chembox Properties | Formula = C28H44O3 | MolarMass = 428.647 | Appearance = | Density = 1.08g/cm3 | MeltingPt = | BoilingPtC = 499.7 | BoilingPt_notes = at 760mmHg | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPtC = 256 | AutoignitionPtC =

Ergosterol peroxide (5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol) is a steroid derivative. It has been isolated from a variety of fungi, yeast, lichens and sponges, and has been reported to exhibit immunosuppressive, anti-inflammatory, antiviral, trypanocidal and antitumor activities in vitro.

References

References

  1. (1988). "Triterpenoids of the fungus ''Pisolithus tinctorius''". Phytochemistry.
  2. (1989). "The dietary origin of epidioxy steroids in ''Actinia equina''. A carbon14 incorporation experiment". Journal of Natural Products.
  3. (1989). "Ergosterol peroxide, an active compound from ''Inonotus radiatus''". Planta Medica.
  4. (1992). "An ergostane derivative from the bark of ''Entandrophragma utile''". Phytochemistry.
  5. (1994). "Isolation and characterization of immunosuppressive components of three mushrooms, ''Pisolithus tinctorius'', ''Microporus flabelliformis'' and ''Lenzites betulina''". Chem. Pharm. Bull..
  6. (1996). "Inhibitory effects of sterols isolated from ''Chlorella vulgaris'' on 12-O-tetradecanoylphorbol-13-acetate-induced inflammation and tumor promotion in mouse skin". Biological and Pharmaceutical Bulletin.
  7. (1989). "Antiviral activity of ergosterol peroxide". Pharmazie.
  8. (1998). "Screening of anti-HIV-1 activity of North American plants. Anti-HIV-1 activities of plant extracts, and active components of ''Lethalia vulpina'' (L.) Hue". Journal of Natural Medicines.
  9. (2012-06-01). "Trypanocidal Activity of Ergosterol Peroxide from Pleurotus ostreatus". Phytotherapy Research.
  10. (1999). "Antitumor sterols from the mycelia of ''Cordyceps sinensis''". Phytochemistry.
  11. (2001). "Cytotoxic activities of acetoxyscirpenediol and ergosterol peroxide from ''Paecilomyces tenuipes''". Life Sciences.

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sterolsorganic-peroxides