E6510

Ergosterol

≥75%

• Synonym(s): Provitamin D₂, 3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol
• Empirical Formula (Hill Notation): C₂₈H₄₄O
• CAS Number: 57-87-4
• Molecular Weight: 396.65
• Beilstein: 2338604
• EC Number: 200-352-7
• MDL number: MFCD00003623
• PubChem Substance ID: 24894628

Properties

• Quality Level: 100
• biological source: microbial
• assay: ≥75%
• form: powder
• color: white to off-white
• mp: 156-158 °C (lit.)
• storage temp.: 2-8°C
• 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
• 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: DNVPQKQSNYMLRS-APGDWVJJSA-N

Description

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.

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 CYP51^RNAi phenotype of Trypanosoma brucei gambiense, to verify ergosterol biosynthesis

Packaging

5, 10, 25 g in poly bottle

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E6510.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety Information

• Hazard Statements: H413
• Precautionary Statements: P273
• Hazard Classifications: Aquatic Chronic 4
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves