All Photos(1)
Synonym(s):
3β-Hydroxy-5,24(28)-stigmastadiene, 5,24(28)-Stigmastadien-3β-ol
Empirical Formula (Hill Notation):
C29H48O
CAS Number:
Molecular Weight:
412.69
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
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
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)
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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
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
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