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F5379

Fucosterol

Name: Fucosterol
Brand: SIGMA

≥93%, powder, antioxidant

Synonym(s):

3β-Hydroxy-5,24(28)-stigmastadiene, 5,24(28)-Stigmastadien-3β-ol

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₄₈O

CAS Number:

17605-67-3

Molecular Weight:

412.69

MDL number:

MFCD00037543

UNSPSC Code:

41116107

PubChem Substance ID:

24894886

NACRES:

NA.77

product name

Fucosterol, ≥93%

Assay

≥93%

storage temp.

2-8°C

SMILES string

C\C=C(/CC[C@H](C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C

InChI

1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+

InChI key

OSELKOCHBMDKEJ-QPSGOUHRSA-N

General description

Fucosterol is a phytosterol abundantly present in algae, Ecklonia arborea and Silvetia compressa.

Application

Fucosterol has been used:

as an environmental contaminant to study its effect on morphological development in growing zebrafish embryos and larvae
to study its anxiolytic effects in mice
as an external standard to analyze sterols in seaweed samples

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Acid-catalyzed isomerization of fucosterol and delta5-avenasterol.

A Kamal-Eldin et al.

Lipids, 33(11), 1073-1077 (1998-12-31)

This work shows that fucosterol, delta5-avenasterol, and similar ethylidene-side chain sterols can undergo acid-catalyzed isomerization to give a mixture of five isomers. Four isomers formed from fucosterol were analyzed, using gas chromatography-mass spectrometry, and were characterized as delta5-avenasterol, two delta5,23-stigmastadienols

Cytotoxic activity of the seaweed compound fucosterol, alone and in combination with 5-fluorouracil, in colon cells using 2D and 3D culturing.

Alice A Ramos et al.

Journal of toxicology and environmental health. Part A, 82(9), 537-549 (2019-07-02)

Colorectal cancer (CRC) is one of the most frequently occurring carcinomas which require effective therapies. Fucosterol is a sterol present in marine brown seaweeds with several biological activities. However, the influence of fucosterol in CRC remains to be determined. Thus

Beijing urban particulate matter-induced injury and inflammation in human lung epithelial cells and the protective effects of fucosterol from Sargassum binderi (Sonder ex J. Agardh).

I P Shanura Fernando et al.

Environmental research, 172, 150-158 (2019-02-21)

Particulate matter (PM) air pollution has gradually become a widespread problem in East Asia. PM may cause unfamiliar inflammatory responses, oxidative stress, and pulmonary tissue damage, and a comprehensive understanding of the underlying mechanisms is required in order to develop

Fucosterol decreases angiotensin converting enzyme levels with reduction of glucocorticoid receptors in endothelial cells.

H Hagiwara et al.

Biochemical and biophysical research communications, 139(1), 348-352 (1986-08-29)

The modulation of angiotensin converting enzyme (ACE) levels was studied using fucosterol, one of phytosterols, in cultured bovine carotid endothelial cells. Addition of fucosterol to the culture medium resulted in the decrease of ACE activity of endothelial cells; however, fucosterol

Adverse morphological development in embryonic zebrafish exposed to environmental concentrations of contaminants individually and in mixture.

Cassandra D Kinch et al.

Aquatic toxicology (Amsterdam, Netherlands), 175, 286-298 (2016-04-24)

Exposure to environmental contaminants has been linked to developmental and reproductive abnormalities leading to infertility, spontaneous abortion, reduced number of offspring, and metabolic disorders. In addition, there is evidence linking environmental contaminants and endocrine disruption to abnormal developmental rate, defects

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