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E1100000

Ergosterol

European Pharmacopoeia (EP) Reference Standard

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:
Molecular Weight:
396.65
Beilstein:
2338604
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

biological source

plant

grade

pharmaceutical primary standard

Agency

EP

API family

ergosterol

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

mp

156-158 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°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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General description

Ergosterol is a biological precursor of vitamin D2 found in cell membranes of fungi and some protists such as trypanosomes.
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Ergosterol may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

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Description
Pricing

Hazard Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Analysis of ergosterol in single kernel and ground grain by gas chromatography- mass spectrometry
Dong Y, et al.
Journal of Agricultural and Food Chemistry, 54(12), 4121-4125 (2006)
M E da Silva Ferreira et al.
Medical mycology, 43 Suppl 1, S313-S319 (2005-08-23)
The continuous use of triazoles can result in the development of drug resistance. Azole-resistant clinical isolates, spontaneous and induced mutants of Aspergillus fumigatus have been documented. The azoles block the ergosterol biosynthesis pathway by inhibiting the enzyme 14-alpha-demethylase, product of
Mario Ruiz et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(4), 1555-1567 (2013-12-24)
Lipocalins are small extracellular proteins mostly described as lipid carriers. The Drosophila lipocalin NLaz (neural Lazarillo) modulates the IIS pathway and regulates longevity, stress resistance, and behavior. Here, we test whether a native hydrophobic pocket structure is required for NLaz
Yong-Qiang Zhang et al.
Virulence, 1(6), 551-554 (2010-12-24)
Many antifungal drugs including the highly successful azoles target the fungal-specific sterol, ergosterol, yet the molecular identity of cellular pathways mediating antifungal activity remained obscure. A recent study on the requirement of ergosterol in vacuolar H+-ATPase (V-ATPase) function uncovered a

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