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Stellasterol

$960

  • Brand : BIOFRON

  • Catalogue Number : BN-O1612

  • Specification : 98%(HPLC)

  • CAS number : 2465-11-4

  • Formula : C28H46O

  • Molecular Weight : 398.7

  • PUBCHEM ID : 5283628

  • Volume : 5mg

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Catalogue Number

BN-O1612

Analysis Method

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

398.7

Appearance

Powder

Botanical Source

This product is isolated and purified from the fruit body of Ganoderma lucidum

Structure Type

Category

SMILES

CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C

Synonyms

5alpha-ergosta-7,22-dien-3beta-ol/Ergosta-7,22-dien-3-ol, (3β,5α,22E)-/(3β,5α,22E)-Ergosta-7,22-dien-3-ol/5α-Ergosta-7,22-dien-3β-ol/Stellasterol

IUPAC Name

Density

1.0±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

213.0±20.7 °C

Boiling Point

487.5±44.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

QOXPZVASXWSKKU-UEIWAABPSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:2465-11-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27198920

Abstract

From the fruiting body of ectomycorrhizal fungi Cortinarius xiphidipus, sterols were identified from the crude extract and the cytotoxic effect of ergosta-4, 6, 8(14), 22-tetraen-3-one (ergone) was evaluated. Ten sterols including ergosta-3,5,7,9(11),22-pentaene, (22E)-ergosta-5,7,9(11),22-tetraen-3b-ol, (3β,22E)-ergosta-5,7,22-trien-3-ol, (22E)-ergosta-7,22-dien-3-ol, neoergosterol, (3β)-ergosta-5,8-dien-3-ol, (3β)-ergosta-7-en-3-ol, stigmasterol, stigmasterol 22,23-dihydro and (22E)-ergosta-4,6,8(14),22-tetraen-3-one were identified from the crude extract. The cytotoxic activity of the sterol fraction containing ergosta-4, 6, 8(14), 22-tetraen-3-one was assessed on four tumour cell lines (Neuro-2a, Saos-2, MCF7 and LNCaP-C42). The cytotoxic activity against the four tumour cell lines tested, being Neuro-2a and Saos-2 the most sensitive, with a half-maximal inhibitory concentration (IC50) of 20.8 ± 2.2 and 27.8 ± 1.0 μg/mL, respectively. This is the first report of this Antarctic fungi collected in the Magallanes and Chilean Antarctica Region. This work represents a potential source for the development of anticancer drugs.

KEYWORDS

Cortinarius xiphidipus; cytotoxicity; ergosterols; fruiting body; mycorrhizal fungus.

Title

Steroidal Composition and Cytotoxic Activity From Fruiting Body of Cortinarius Xiphidipus

Author

Solange Torres 1, Daniel Cajas 1, Goetz Palfner 2, Allisson Astuya 3, Ambbar Aballay 3, Claudia Perez 1, Victor Hernandez 1, Jose Becerra 1

Publish date

2017 Feb

PMID

24551093

Abstract

There has been increasing awareness to the potential interest of drug discovery from marine natural products to treat several pathological conditions, including inflammation. In this work we describe the anti-inflammatory activity of several compounds present in the echinoderm Marthasterias glacialis (spiny sea-star), using the inflammatory model RAW 264.7 cells challenged with LPS. Lipidomic profiling of the organism revealed two major classes of compounds: fatty acids and sterols. Among these, the predominant compounds cis 11-eicosenoic and cis 11,14 eicosadienoic acids and the unsaturated sterol ergosta-7,22-dien-3-ol were evaluated. The mechanism of action of the compounds was distinct as they modulated different levels of the inflammation pathway. Classical inflammatory markers, such as COX-2, iNOS, IL-6 and NF-κB, were evaluated. We also studied the contribution of the CHOP pathway-mediated ER-stress to the inflammatory process. Overall, the sterol ergosta-7,22-dien-3-ol was the most active compound, however maximum activity was obtained when all compounds were tested in combination, thus suggesting a potentially synergistic activity of both classes of metabolites. This work establishes the echinoderm M. glacialis as an interesting source of anti-inflammatory molecules.

Title

Anti-inflammatory Effect of Unsaturated Fatty Acids and Ergosta-7,22-dien-3-ol From Marthasterias Glacialis: Prevention of CHOP-mediated ER-stress and NF-κB Activation

Author

David M Pereira 1, Georgina Correia-da-Silva 2, Patricia Valentão 1, Natercia Teixeira 2, Paula B Andrade 1

Publish date

2014 Feb 13

PMID

15522437

Abstract

Aspergillus fumigatus CY018 was recognized as an endophytic fungus for the first time in the leaf of Cynodon dactylon. By bioassay-guided fractionation, the EtOAc extract of a solid-matrix steady culture of this fungus afforded two new metabolites, named asperfumoid (1) and asperfumin (2), together with six known bioactive compounds including monomethylsulochrin, fumigaclavine C, fumitremorgin C, physcion, helvolic acid and 5alpha,8alpha-epidioxy-ergosta-6,22-diene-3beta-ol as well as other four known compounds ergosta-4,22-diene-3beta-ol, ergosterol, cyclo(Ala-Leu) and cyclo(Ala-Ile). Through detailed spectroscopic analyses including HRESI-MS, homo- and hetero-nuclear correlation NMR experiments (HMQC, COSY, NOESY and HMBC), the structures of asperfumoid and asperfumin were established to be spiro-(3-hydroxyl-2,6-dimethoxyl-2,5-diene-4-cyclohexone-(1,3′)-5′-methoxyl-7′-methyl-(1’H, 2’H, 4’H)-quinoline-2′,4′-dione) and 5-hydroxyl-2-(6-hydroxyl-2-methoxyl-4-methylbenzoyl)-3,6-dimethoxyl-benzoic methyl ester, respectively. All of the 12 isolates were subjected to in vitro bioactive assays against three human pathogenic fungi Candida albicans, Tricophyton rubrum and Aspergillus niger. As a result, asperfumoid, fumigaclavine C, fumitremorgin C, physcion and helvolic acid were shown to inhibit C. albicans with MICs of 75.0, 31.5, 62.5, 125.0 and 31.5 microg/mL, respectively.

Title

Aspergillus Fumigatus CY018, an Endophytic Fungus in Cynodon Dactylon as a Versatile Producer of New and Bioactive Metabolites

Author

J Y Liu 1, Y C Song, Z Zhang, L Wang, Z J Guo, W X Zou, R X Tan

Publish date

2004 Nov 9


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