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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:
Molecular Weight:
396.65
UNSPSC Code:
12352205
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-352-7
Beilstein/REAXYS Number:
2338604
MDL number:

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Product Name

Ergosterol, ≥75%

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

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1 of 4

This Item
E1100000PHR15121241007
assay

≥75%

assay

-

assay

-

assay

-

biological source

microbial

biological source

plant

biological source

-

biological source

-

form

powder

form

solid

form

solid

form

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

-

Quality Level

300

Quality Level

-

mp

156-158 °C (lit.)

mp

156-158 °C (lit.)

mp

156-158 °C (lit.)

mp

156-158 °C (lit.)

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[1]
  • as a standard sample, to isolate and identify a fungal metabolite fraction containing ergosterol[2]
  • as a component of the culture medium to isolate the CYP51RNAi phenotype of Trypanosoma brucei gambiense, to verify ergosterol biosynthesis[3]

Biochem/physiol Actions

Ergosterol has a role in maintaining the integrity of the cell membrane[4] and its fluidity.[5] The sterol has anti-tumor and anti-inflammatory properties.[6]

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.[7]

hcodes

pcodes

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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Major antifungal drugs
Bell AS
Medicinal Chemistry (2007)
Ameeta K Agarwal et al.
Eukaryotic cell, 7(2), 387-400 (2007-12-25)
Sampangine, a plant-derived alkaloid found in the Annonaceae family, exhibits strong inhibitory activity against the opportunistic fungal pathogens Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus. In the present study, transcriptional profiling experiments coupled with analyses of mutants were performed in
Combination treatment of ergosterol followed by amphotericin B induces necrotic cell death in human hepatocellular carcinoma cells
Lin Yu-Chun, et al.
Testing (2017)
Marek CL
Pediatric Dentistry (2019)
Insect deterrent and nematicidal screening of microfungi from Mexico and anti-aphid compounds from Gliomastix masseei
Ruiz-Jimenez
Revista Brasileira de Zootecnia (2017)

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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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