E2634
Ergosta-5,7,9(11),22-tetraen-3β-ol
~96% (HPLC)
Synonym(s):
Dehydroergosterol
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About This Item
Empirical Formula (Hill Notation):
C28H42O
CAS Number:
Molecular Weight:
394.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
QSVJYFLQYMVBDR-CMNOFMQQSA-N
SMILES string
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C
InChI
1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1
assay
~96% (HPLC)
storage temp.
−20°C
Quality Level
General description
Ergosta-5,7,9(11),22-tetraen-3β-ol is an analogue of ergosterol. It comprises of three conjugated double bonds in a steroid ring system. Ergosta-5,7,9(11),22-tetraen-3β-ol possesses anti-inflammatory property. It is used as a cholesterol reporter.
Application
A fluorescent cholesterol analog useful as a probe in membrane research.
Ergosta-5,7,9(11),22-tetraen-3β-ol has been used to examine the acyltransferase activity of lecithin:cholesterol acyltransferase (LCAT). It has also been used for liposome preparation.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Carc. 2 - STOT RE 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
易制毒化学品（2类）
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Alexander G Georgiev et al.
Traffic (Copenhagen, Denmark), 12(10), 1341-1355 (2011-06-22)
Sterol transport between the endoplasmic reticulum (ER) and plasma membrane (PM) occurs by an ATP-dependent, non-vesicular mechanism that is presumed to require sterol transport proteins (STPs). In Saccharomyces cerevisiae, homologs of the mammalian oxysterol-binding protein (Osh1-7) have been proposed to
Tim P Levine
The Journal of cell biology, 195(6), 927-929 (2011-12-14)
A new study in this issue (De Saint-Jean et al. 2011. J. Cell Biol. http://dx.doi.org/jcb.201104062) reveals that the sterol transfer protein Osh4p can also transport the signaling phospholipid phosphatidylinositol 4-phosphate (PI(4)P), which binds to the same site in Osh4p as
Daniel Wüstner et al.
Histochemistry and cell biology, 130(5), 891-908 (2008-09-13)
Distribution and dynamics of cholesterol in the plasma membrane as well as internalization pathways for sterol from the cell surface are of great cell biological interest. Here, UV-sensitive wide field microscopy of the intrinsically fluorescent sterols, dehydroergosterol (DHE) and cholestatrienol
Laura J Ayling et al.
Journal of cell science, 125(Pt 4), 869-886 (2012-03-09)
The central and pervasive influence of cAMP on cellular functions underscores the value of stringent control of the organization of adenylyl cyclases (ACs) in the plasma membrane. Biochemical data suggest that ACs reside in membrane rafts and could compartmentalize intermediary
Fischer, R.T., et al.
J. Biol. Physics, 13, 13-13 (1985)
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