Name: U 18666A
Brand: SIGMA

Sign Into View Organizational & Contract Pricing

About This Item

Empirical Formula (Hill Notation):

C₂₅H₄₁NO₂·HCl

CAS Number:

3039-71-2

Molecular Weight:

424.06

MDL number:

MFCD00210908

UNSPSC Code:

12352200

PubChem Substance ID:

24724638

NACRES:

NA.77

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

U 18666A, powder

Assay

≥98% (HPLC)

Quality Level

200

form

powder

color

white to off-white

mp

195-196.5 °C (lit.)

solubility

H₂O: 10 mg/mL≥

storage temp.

2-8°C

SMILES string

Cl[H].[H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=O)CC[C@@]24[H])OCCN(CC)CC

InChI

1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24;/h7,19-22H,5-6,8-17H2,1-4H3;1H/t19-,20-,21-,22-,24-,25-;/m0./s1

InChI key

GZFYZYBWLCYBMI-MYZJJQSMSA-N

General description

U18666A, a cationic amphiphile/sterol, has a diethylaminoethyl chain linked to the 3-hydroxyl. It is an androstenolone derivative.

Application

U 18666A has been used in fibroblast controls to study the mechanism of increase in autophagy in Niemann-Pick Disease Type C (NPC) cells.

U 18666A has been used:

as a competitive inhibitor of the Niemann-Pick disease, type C (NPC2) binding partner Niemann-Pick C1 (NPC1) to treat symbiotic and aposymbiotic adult Aiptasia to study the effect of global sterol transport inhibition
in treating seminiferous tubules to study its effects on the localization pattern of VPS35-positive vesicles
to study the U18666A treatment effects on early endosomes and late endosomes/multivesicular bodies (MVBs)
as an NPC1 inhibitor to test its in vivo efficacy and study its effects on filovirus entry and infection

Biochem/physiol Actions

Inhibitor of cholesterol synthesis (inhibits desmosterol Δ24-reductase). Weak inhibitor of hedgehog (hh) signaling.

U18666A, a Niemann-Pick phenotype inducer, can inhibit the lysosomal cholesterol export and Ebola infection.

Preparation Note

U 18666A is soluble in water at 10 mg/ml.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000465404

0000419530

0000409931

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service