F5379
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:
Molecular Weight:
412.69
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Fucosterol, ≥93%
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
assay
≥93%
storage temp.
2-8°C
Quality Level
Related Categories
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
General description
Fucosterol is a phytosterol abundantly present in algae, Ecklonia arborea and Silvetia compressa.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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.
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
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