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662015

Sigma-Aldrich

U18666A

A cell-permeable, amphiphilic amino-steroid that alters intracellular membrane protein trafficking by impairing intracellular biosynthesis and transport of LDL-derived cholesterol.

Synonym(s):

U18666A, 3β-(2-Diethylaminoethoxy)androst-5-en-17-one, HCl

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About This Item

Empirical Formula (Hill Notation):
C25H41NO2 · xHCl
CAS Number:
3039-71-2
Molecular Weight:
387.60 (free base basis)
MDL number:
MFCD00210908
UNSPSC Code:
12352200

Quality Level

100

assay

≥95% (HPLC)

form

lyophilized solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-9-7-18-8-10-20-21-11-12-23(27)24(21,3)14-13-22(20)25(18,4)17-19;/h8,19-22H,5-7,9-17H2,1-4H3;1H

InChI key

ICPRVJHNLABCSA-UHFFFAOYSA-N

General description

A cell-permeable, amphiphilic amino-steroid that alters intracelluar membrane protein trafficking by impairing intracellular biosynthesis and transport of LDL-derived cholesterol. Reported to exert its effects via the inhibition of 2,3-oxidosqualene-lanosterol cyclase activity. Also reported to inhibit the activity of Δ8-sterol isomerase.
A cell-permeable, amphiphilic amino-steroid that alters intracellular membrane protein trafficking by impairing intracellular biosynthesis and transport of LDL-derived cholesterol, presumably via its inhibitory effect on 2,3-oxidosqualene-lanosterol cyclase activity. Also reported to inhibit the activity of Δ8-sterol isomerase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Activity of δ8-sterol isomerase
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Hall, A.M., et al. 2003. Pigment Cell Res.16, 149.
Kobayashi, T., et al. 1998. Nature392, 193.
Liscum, L. and Faust, J.R., 1989. J. Biol. Chem.264, 11796.
Sexton, R.C., et al. 1983. Biochemistry22, 5687.
Bierkamper, G.G. and Cenedella, R.J., 1978. Brain Res.150, 343.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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