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About This Item
Empirical Formula (Hill Notation):
C28H44O
CAS Number:
Molecular Weight:
396.65
UNSPSC Code:
12352205
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-352-7
Beilstein/REAXYS Number:
2338604
MDL number:
InChI key
DNVPQKQSNYMLRS-APGDWVJJSA-N
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
SMILES string
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C
biological source
microbial
assay
≥75%
form
powder
color
white to off-white
mp
156-158 °C (lit.)
storage temp.
2-8°C
Quality Level
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Application
Ergosterol has been used:
- as a component of yeast cell monolayer models, to study the effects of steroidal and triterpenoid saponins on the monolayers
- as a standard sample, to isolate and identify a fungal metabolite fraction containing ergosterol
- as a component of the culture medium to isolate the CYP51RNAi phenotype of Trypanosoma brucei gambiense, to verify ergosterol biosynthesis
Biochem/physiol Actions
Ergosterol has a role in maintaining the integrity of the cell membrane and its fluidity. The sterol has anti-tumor and anti-inflammatory properties.
General description
Ergosterol or provitamin D2 is a biological precursor of Vitamin D2. It is found predominantly in cell membranes of fungi and protists such as trypanosomes.
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Combination treatment of ergosterol followed by amphotericin B induces necrotic cell death in human hepatocellular carcinoma cells
Lin Yu-Chun, et al.
Testing (2017)
Frédéric-Antoine Dauchy et al.
PLoS neglected tropical diseases, 10(11), e0005125-e0005125 (2016-11-18)
Trypanosoma brucei gambiense is the main causative agent of Human African Trypanosomiasis (HAT), also known as sleeping sickness. Because of limited alternatives and treatment toxicities, new therapeutic options are urgently needed for patients with HAT. Sterol 14alpha-demethylase (CYP51) is a
Insect deterrent and nematicidal screening of microfungi from Mexico and anti-aphid compounds from Gliomastix masseei
Ruiz-Jimenez
Revista Brasileira de Zootecnia (2017)
The influence of steroidal and triterpenoid saponins on monolayer models of the outer leaflets of human erythrocytes, E. coli and S. cerevisiae cell membranes
Orczyk M, et al.
Journal of Colloid and Interface Science (2020)
Marek CL
Pediatric Dentistry (2019)
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