E6510

Ergosterol

≥75%

• Synonym(s): 3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol, Provitamin D₂
• Empirical Formula (Hill Notation): C₂₈H₄₄O
• CAS Number: 57-87-4
• Molecular Weight: 396.65
• Beilstein: 2338604
• EC Number: 200-352-7
• MDL number: MFCD00003623
• UNSPSC Code: 12352205
• PubChem Substance ID: 24894628
• NACRES: NA.77

Properties

• biological source: microbial
• Quality Level: 100
• 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

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.

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