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Sigma-Aldrich

Ergosterol

≥95.0% (HPLC)

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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:
12352211
PubChem Substance ID:
329756772
NACRES:
NA.79

biological source

plant

Quality Level

100

Assay

≥95.0% (HPLC)

form

powder or crystals

optical activity

[α]20/D −120±10°, c = 1% in chloroform

impurities

~3% water

color

white to faint yellow

mp

156-158 °C (lit.)
160-163 °C

functional group

hydroxyl

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

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Biochem/physiol Actions

Ergosterol is a biological precursor of Vitamin D2 found in cell membranes of fungi and some protists such as trypanosomes. Ergosterol may be used to study the function of anti-fungal drugs such as Amphotericin B and its analogues and to study the ergosterol biosynthesis pathway within various fungi.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Diego Morales et al.
Biotechnology progress, 34(3), 746-755 (2018-02-02)
Three extraction methods were sequentially combined to obtain fractions from Lentinula edodes (shiitake mushrooms) containing bioactive compounds against cardiovascular diseases (CVDs). Fruiting bodies were first extracted with plain water, obtained residue was then submitted to supercritical fluid extraction (SFE) and
Ying-Yong Zhao et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(21), 1945-1953 (2011-06-15)
Rapid resolution liquid chromatography/tandem multi-stage mass spectrometry (RRLC-MS(n)) and rapid resolution liquid chromatography/tandem mass spectrometry (RRLC/MS/MS) methods were developed for the identification and quantification of ergosterol and its metabolites from rat plasma, urine and faeces. Two metabolites (ERG1 and ERG2)
Daniel S Palacios et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(17), 6733-6738 (2011-03-04)
Amphotericin B is the archetype for small molecules that form transmembrane ion channels. However, despite extensive study for more than five decades, even the most basic features of this channel structure and its contributions to the antifungal activities of this
Tamires A Bitencourt et al.
Frontiers in microbiology, 11, 193-193 (2020-03-11)
The ability of fungi to sense environmental stressors and appropriately respond is linked to secretory system functions. The dermatophyte infection process depends on an orchestrated signaling regulation that triggers the transcription of genes responsible for adherence and penetration of the
Nuo Sun et al.
Antimicrobial agents and chemotherapy, 57(1), 532-542 (2012-11-14)
Mitochondrial dysfunction in pathogenic fungi or model yeast causes altered susceptibilities to antifungal drugs. Here we have characterized the role of mitochondrial complex I (CI) of Candida albicans in antifungal susceptibility. Inhibitors of CI to CV, except for CII, increased
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