CAS 57-87-4: Ergosterol
Description:Ergosterol is a sterol compound primarily found in fungi, yeast, and some plants, playing a crucial role in maintaining cell membrane integrity and fluidity. Its chemical formula is C28H44O, and it features a structure that includes a hydroxyl group, which contributes to its amphipathic nature. Ergosterol is a precursor to vitamin D2 (ergocalciferol) when exposed to ultraviolet light, making it significant in both nutrition and biochemistry. It is insoluble in water but soluble in organic solvents such as ethanol and chloroform. Ergosterol is often used as a biomarker for fungal contamination in food and as a target for antifungal drugs, as many antifungal agents inhibit its synthesis or function. Additionally, it has applications in research, particularly in studies related to membrane dynamics and the effects of sterols on cellular processes. Overall, ergosterol is an essential compound in various biological systems, with implications in health, nutrition, and pharmacology.
Formula:C28H44O
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
InChI key:InChIKey=DNVPQKQSNYMLRS-APGDWVJJSA-N
SMILES:OC1CC2=CC=C3C(CCC4(C)C3CCC4C(C=CC(C)C(C)C)C)C2(C)CC1
- Synonyms:
- (22E)-Ergosta-5,7,22-trien-3beta-ol
- (22E)-ergosta-5,7,22-trien-3-ol
- (22E,24R)-Ergosta-5,7,22-trien-3β-ol
- (24R)-Ergosta-5,7,22-trien-3β-ol
- (3S,9S,10R,13R,17R)-10,13-dimethyl-17-[(E)-1,4,5-trimethylhex-2-enyl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
- (3beta,22E)-ergosta-5,7,22-trien-3-ol
- (3β,22E)-Ergosta-5,7,22-trien-3-ol
- 24-Methylcholesta-5,7,22-trien-3β-ol
- 24R-Methylcholesta-5,7,22E-trien-3β-ol
- 24α-Methyl-22E-dehydrocholesterol
- See more synonyms
- 3β-Hydroxyergosta-5,7,22-triene
- Ergosta-5,7,22-Trien-3-Ol
- Ergosta-5,7,22-trien-3-ol, (3β,22E)-
- Ergosterin
- Provitamin D
- Provitamin D2
- Provitamin D<sub>2</sub>
