Ergosterol

Names

[ CAS No. ]:
57-87-4

[ Name ]:
Ergosterol

[Synonym ]:
Ergosterol
EINECS 200-352-7
(24R)-Ergosta-5,7,22-trien-3b-ol
(3S,9S,10R,13R,14R,17R)-17-[(2R,3E,5R)-5,6-Dimethyl-3-hepten-2-yl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
PROVITAMIN D2
ERGOSTERINE
(22E)-Ergosta-5,7,22-trien-3β-ol
ERGOSTERIN
Ergosta-5,7,22-trien-3β-ol
PROVITAMINE D2
MFCD00003623
(3β)-Ergosta-5,7,22-trien-3-ol
(3b,22E)-Ergosta-5,7,22-trien-3-ol
Ergosta-5,7,22-trien-3-ol, (3β,22E)-
(3β,2E)-Ergosta-5,7,22-trien-3-ol
provitamind
(3β,22E)-Ergosta-5,7,22-trien-3-ol
Ergosta-5:6,7:8,22:23-trien-3-ol

Biological Activity

[Description]:

Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.

[Related Catalog]:

Natural Products >> Steroids

Research Areas >> Inflammation/Immunology

[Target]

Human Endogenous Metabolite

[In Vitro]

Ergosterol is a sterol isolated from Grifola frondosa, which can be used in the research of mast cell-dependent allergic diseases. Ergosterol (10, 20, 50 μM) inhibits the antigen-induced release of β-hexosaminidase and histamine in antigen-stimulated RBL-2H3 cells. Ergosterol (20 and 50 μM) significantly reduces the mRNA levels of of IL-4 and TNF-α. Ergosterol (50 μM) inhibits the antigen-induced aggregation of FcεRI[1].

[In Vivo]

Ergosterol (25, 50 mg/kg, p.o.) significantly mitigates the reduced cardiac performance in rats induced by LPS, increases SOD activity and decreases the formation of MDA, CK-MB, and LDH in LPS-induced sepsis rats[2].

[Cell Assay]

RBL-2H3 cells are seeded into 24-well plates containing gelatin-coated cover glasses at 0.75 × 105 cells/well and sensitized with anti-DNP IgE. After culture for 24 hours, the cells cultured on cover glasses are pretreated with or without 50 μM Ergosterol or 1 mM methyl beta cyclodextrin (MβCD) in PIPES buffer for 20 minutes. The cells are then challenged with DNP-HSA (50 ng/mL) for 20 minutes. After washing with ice-cold PBS immediately, the cells are fixed with 3.7% formaldehyde in PBS for 20 minutes and blocked with 1% BSA in PBS. The IgE/α-chain of FcεRI complexes on cell surfaces are detected using goat anti-mouse IgE antiserum, and Alexa Fluor 488-conjugated anti-goat IgG. Fluorescence images are acquired using a laser scanning confocal microscope with Zen software. The data are quantified by counting the aggregation number of FcεRI positive cells and presented as aggregation positive cells/total cells. The cells are counted in six independent micrographs for each sample[1].

[Animal admin]

Rats[2] Experimental myocardial injury in rats is performed by LPS injection (15 mg/kg). Dexmedetomidine (Dex) is used as a positive control. The experimental animals are randomly divided into five groups (n = 10) as follows: Control group, rats receive 2% gum acacia suspension orally at a dose of 2 mL/kg for 5 days, followed by normal saline injected intraperitoneally on day 5; LPS group, rats receive 2% gum acacia suspension at dose of 2 mL/kg for 5 days with LPS simultaneously injected intraperitoneally day 5; LPS+ Dex group, rats are treated with 2 mg/kg Dex suspension followed by LPS injection on day 5; LPS + Ergosterol (25 mg/kg, 50 mg/kg) groups, 25 or 50 mg/kg Ergosterol are given to rats orally for 5 consecutive days, and LPS is injected on day 5. Twelve hours after LPS treatment, blood samples are collected through the retro-orbital plexus. The serum specimens are centrifugated at 4, 000 × g for 15 min and stored at −80°C until needed. Thereafter, rats are anesthetized and sacrificed. Heart tissues are removed and homogenized in ice-cold phosphate buffered saline (50 mM, pH 7.4). Heart tissue homogenates from different groups are centrifuged at 12, 000 × g for 45 min at 4°C and the supernatants retained for further biochemical evaluations[2].

[References]

[1]. Kawai J, et al. Ergosterol and its derivatives from Grifola frondosa inhibit antigen-induced degranulation of RBL-2H3 cells by suppressing the aggregation of high affinity IgE receptors. Biosci Biotechnol Biochem. 2018 Jul 2:1-9.

[2]. Xu J, et al. Ergosterol Attenuates LPS-Induced Myocardial Injury by Modulating Oxidative Stress and Apoptosis in Rats. Cell Physiol Biochem. 2018;48(2):583-592.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
501.5±39.0 °C at 760 mmHg

[ Melting Point ]:
156-158 °C(lit.)

[ Molecular Formula ]:
C₂₈H₄₄O

[ Molecular Weight ]:
396.648

[ Flash Point ]:
216.3±19.3 °C

[ Exact Mass ]:
396.339203

[ PSA ]:
20.23000

[ LogP ]:
9.30

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.543

[ Water Solubility ]:
PRACTICALLY INSOLUBLE

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H319-H331-H336-H351-H361d-H372

[ Precautionary Statements ]:
P261-P281-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
T+:Verytoxic;

[ Risk Phrases ]:
R28

[ Safety Phrases ]:
S28-S36/37-S45

[ RIDADR ]:
UN 2811 6.1/PG 2

[ WGK Germany ]:
3

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1

Precursor & DownStream

Precursor

DownStream

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