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Merck

E6510

Ergosterol

≥75%

Synonym(s):

3β-Hydroxy-5,7,22-ergostatriene, 5,7,22-Ergostatrien-3β-ol, Provitamin D2

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About This Item

Empirical Formula (Hill Notation):
C28H44O
CAS Number:
57-87-4
Molecular Weight:
396.65
UNSPSC Code:
12352205
NACRES:
NA.77
PubChem Substance ID:
24894628
EC Number:
200-352-7
Beilstein/REAXYS Number:
2338604
MDL number:
MFCD00003623

Key Documents

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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

100

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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 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.

hcodes

H413

pcodes

P273

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM7027
MKCK7063
MKBZ4521V
MKBS6742V
SLBF3828V

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Trypanosoma brucei CYP51: essentiality and targeting therapy in an experimental model
PLoS Neglected Tropical Diseases (2016)
Insect deterrent and nematicidal screening of microfungi from Mexico and anti-aphid compounds from Gliomastix masseei
Ruiz-Jimenez
Revista Brasileira de Zootecnia (2017)
Cheuk Hei Ho et al.
Nature biotechnology, 27(4), 369-377 (2009-04-08)
We present a yeast chemical-genomics approach designed to identify genes that when mutated confer drug resistance, thereby providing insight about the modes of action of compounds. We developed a molecular barcoded yeast open reading frame (MoBY-ORF) library in which each
Marek CL
Pediatric Dentistry (2019)
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)
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