Ergosterol structure, CAS 57-87-4

Ergosterol

CAS Number57-87-4

SynonymsErgosterol; EINECS 200-352-7; (24R)-Ergosta-5,7,22-trien-3b-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; (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

Molecular FormulaC28H44O

Molecular Weight396.65

Purity≥75%

Density1.0±0.1 g/cm3

Boiling Point501.5±39.0 °C at 760 mmHg

Melting Point156-158 °C (lit.)

Flash Point

Appearancepowder

EINECS200-352-7

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-9016758 Purity: ≥75%
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Quality Control of [ 57-87-4 ] Purity: ≥75% SDS Specification MoL

Chemical & Physical Properties
CAS Number57-87-4
Catalog No.2A-9016758
Chinese Name麦角固醇; 麦角甾醇
SynonymsErgosterol; EINECS 200-352-7; (24R)-Ergosta-5,7,22-trien-3b-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; (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
Molecular FormulaC28H44O
Molecular Weight396.65
Purity≥75
Density1.0±0.1 g/cm3
Boiling Point501.5±39.0 °C at 760 mmHg
Melting Point156-158 °C (lit.)
Appearancepowder
Water SolubilityPRACTICALLY INSOLUBLE
Storage ConditionThis product should be sealed and stored in a cool
PackagingII
ApplicationErgosterol is the major sterol in fungi and has antioxidant, antiproliferative and anti-inflammatory effects.
EINECS200-352-7
UN(IATA)UN 2811
PubChem ID24894628
MDL NumberMFCD00003623
SMILES[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
InChI1S/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 KeyDNVPQKQSNYMLRS-APGDWVJJSA-N
Beilstein/REAXYS2338604
NACRES CodeNA.77
UNSPSC12352205
Hazard Symbols6.1
Risk CodesR28
Safety DescriptionS28;S36/37;S45
MSDSmsds/16758_1_57_87_4.pdf
BioactivityErgosterol 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. 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 InChIKey DNVPQKQSNYMLRS-APGDWVJJSA-N SMILES CC(C)C(C)C=CC(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC21C Water Solubility PRACTICALLY INSOLUBLE
Use ofErgosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Properties Articles132 Name ergosterol Synonym More Synonyms Ergosterol 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 Human Endogenous Metabolite References [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. Chemical & Physical Properties Molecular Formula C28H44O Exact Mass 396.339203 PSA 20.23000 Index of Refraction 1.543 InChIKey DNVPQKQSNYMLRS-APGDWVJJSA-N Water Solubility PRACTICALLY INSOLUBLE
Transport InfoProduct name: Purity: 96.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip.
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