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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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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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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.
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
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
I Ikeda et al.
Journal of lipid research, 29(12), 1573-1582 (1988-12-01)
The extent and site(s) of inhibition of cholesterol absorption by plant sterols, sitosterol and fucosterol, were studied in rats. The intragastric administration of a single emulsified lipid meal containing 25 mg [3H]cholesterol and 25 mg of either sitosterol or fucosterol
Christian Galasso et al.
Nutrients, 11(6) (2019-05-31)
Epidemiological studies are providing strong evidence on beneficial health effects from dietary measures, leading scientists to actively investigate which foods and which specific agents in the diet can prevent diseases. Public health officers and medical experts should collaborate toward the
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