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F5379

Sigma-Aldrich

Fucosterol

≥93%, powder, antioxidant

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C29H48O
Numéro CAS:
17605-67-3
Poids moléculaire :
412.69
Numéro MDL:
MFCD00037543
Code UNSPSC :
41116107
ID de substance PubChem :
24894886
Nomenclature NACRES :
NA.77

product name

Fucosterol, ≥93%

Niveau de qualité

100

Pureté

≥93%

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

OSELKOCHBMDKEJ-QPSGOUHRSA-N

Description générale

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
Nicolas Panayotis et al.
Cell reports. Medicine, 2(5), 100281-100281 (2021-06-08)
Anxiety and stress-related conditions represent a significant health burden in modern society. Unfortunately, most anxiolytic drugs are prone to side effects, limiting their long-term usage. Here, we employ a bioinformatics screen to identify drugs for repurposing as anxiolytics. Comparison of
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
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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