Ergosterol

• CAT Number: R051254
• CAS Number: 57-87-4
• Molecular Formula: C28H44O
• Molecular Weight: 396.659
• Purity: ≥95%
• Synonyms: (3β,22E)-Ergosta-5,7,22-trien-3β-ol; (24R)-Ergosta-5,7,22-trien-3β-ol; 24-Methylcholesta-5,7,22-trien-3β-ol; 24R-Methylcholesta-5,7,22E-trien-3β-ol; 24α-Methyl-22E-dehydrocholesterol; 3β-Hydroxyergosta-5,7,22-triene; Ergosterin; Provitamin D; Provita
• Target: Endogenous Metabolite
• Storage: 3 years -20C powder
• IUPAC Name: (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChI: InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
• InChIKey: DNVPQKQSNYMLRS-APGDWVJJSA-N
• SMILES: CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C

Ergosterol is a sterol found in the cell membranes of fungi, including yeasts and molds. It is structurally similar to cholesterol, which plays a similar role in animal cells. Ergosterol is crucial for maintaining the integrity, fluidity, and function of fungal cell membranes. It also serves as a precursor for the synthesis of vitamin D2 (ergocalciferol) when exposed to ultraviolet light. Ergosterol is a target for antifungal medications, such as azoles and polyenes, which disrupt its synthesis or function, leading to fungal cell death. Its presence is also used to detect fungal contamination in various food and pharmaceutical products.