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F5379

Sigma-Aldrich

Fucosterol

≥93%, powder, antioxidant

Synonym(s):

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

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5 MG
$373.00

$373.00

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5 MG
$373.00

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

$373.00

In StockDetails

Product Name

Fucosterol, ≥93%

Quality Level

100

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[1] abundantly present in algae, Ecklonia arborea and Silvetia compressa.[2]

Application

Fucosterol has been used:
  • as an environmental contaminant to study its effect on morphological development in growing zebrafish embryos and larvae[3]
  • to study its anxiolytic effects in mice[1]
  • as an external standard to analyze sterols in seaweed samples[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1480
BCCL8194
BCCJ3939
BCCG6505
BCCF6025

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β-Sitosterol β-D-glucoside analytical standard

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β-Sitosterol ≥70%

Sigma-Aldrich

85451

β-Sitosterol

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
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
M Shimonaka et al.
Thrombosis research, 36(3), 217-222 (1984-11-01)
In a previous study(1), it was demonstrated that one of phytosterols, sitosterol, has an ability to increase the intracellular and extracellular activities of plasminogen activator in cultured endothelial cells and that other steroids including cholesterol, 5-androsten-3 beta-ol, stigmasterol, 20(R)-propyl-5-pregnen-3 beta-ol
G V Vahouny et al.
The American journal of clinical nutrition, 37(5), 805-809 (1983-05-01)
Studies have been conducted on the lymphatic absorption of sitosterol (24 alpha-ethyl cholesterol), stigmasterol (delta 22, 24 alpha-ethyl cholesterol), and fucosterol (24-ethylidine cholesterol) when administered intragastrically to rats. In addition, the effect of each sterol on absorption of endogenous cholesterol
J H Sheu et al.
Journal of natural products, 62(2), 224-227 (1999-03-17)
Fucosterol (1), 24xi-hydroperoxy-24-vinylcholesterol (2), 29-hydroperoxystigmasta-5,24(28)-dien-3beta-ol (3), 24-ethylcholesta-4,24(28)-dien-3-one (4), 24xi-hydroperoxy-24-ethylcholesta-4,28(29)-dien-3-one (5), 24-ethylcholesta-4,24(28)-dien-3,6-dione (6), 24xi-hydroperoxy-24-ethylcholesta-4,28(29)-dien-3,6-di one (7), 6beta-hydroxy-24-ethylcholesta-4,24(28)-dien-3-one (8), and 24xi-hydroperoxy-6beta-hydroxy-24-ethylcholesta-4,28(2 9)-dien-3-one (9) were isolated from the marine brown alga Turbinaria conoides. The structures of these compounds were established by spectral analysis.
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