The testing on the blood-brain barrier permeability of this product has not been conducted. However, according to the following article, this compound is expected to be capable of crossing the blood-brain barrier: J Lipid Res. 2004 Oct;45(10):1952-7. The publication is titled "Enzyme blockade: a nonradioactive method to determine the absolute rate of cholesterol synthesis in the brain" and can be found under the PMID: 15258193
190080
AY 9944
A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification.
Sinónimos:
AY 9944, trans-1,4- bis(2-Chlorobenzylaminomethyl)cyclohexane, 2HCl, Shh Signaling Antagonist IV, trans-1,4-bis(2-Chlorobenzylaminomethyl)cyclohexane, 2HCl, Shh Signaling Antagonist IV
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Fórmula empírica (notación de Hill):
C22H28Cl2N2 · 2HCl
Número CAS:
Peso molecular:
464.30
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
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description
RTECS - GU7025000
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated (hygroscopic)
color
white
solubility
DMSO: 20 mg/mL, water: 20 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
[Cl-].[Cl-].Clc1c(cccc1)CNCC2CCC(CC2)CNCc3c(cccc3)Cl.[H+].[H+]
InChI
1S/C22H28Cl2N2.2ClH/c23-21-7-3-1-5-19(21)15-25-13-17-9-11-18(12-10-17)14-26-16-20-6-2-4-8-22(20)24;;/h1-8,17-18,25-26H,9-16H2;2*1H
InChI key
NRVIEWRSGDDWHP-UHFFFAOYSA-N
General description
A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification. Specifically blocks 7-dehydrocholesterol reductase (Δ7-sterol reductase) activity with IC50= 13 nM. Important tool in Sonic Hedgehog signaling and teratogenicity studies. Also reported to induce a rapid and irreversible reduction in Acidic-Sphingomyelinase activity in fibroblasts.
A cell-permeable, amphiphilic diamine that acts as a potent inhibitor of cholesterol biosynthesis and esterification and exhibits teratogenic properties. Specifically blocks 7-dehydro-cholesterol reductase (Δ7-sterol reductase; DHC) activity with IC50= 13 nM. Reported to disrupt Sonic Hedgehog (Shh) signaling during embryogenesis in rats. Also reported to induce a rapid and irreversible reduction in acidic-sphingomyelinase activity in fibroblasts.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
7-dehydrocholesterol reductase (δ7-sterol reductase)
7-dehydrocholesterol reductase (δ7-sterol reductase)
Product does not compete with ATP.
Reversible: no
Target IC50: 13 nM in blocking 7-dehydrocholesterol reductase (δ7-sterol reductase) activity
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Gofflot, F., et al. 2001. Dev. Dyn.220, 99.
Cooper, M.K., et al. 1998. Science280, 1603.
Incardona, J.P., et al. 1998. Development125, 3553.
Moebius, F.F., et al. 1998. Proc. Natl. Acad. Sci. USA95, 1899.
Yoshida, Y. 1985. J. Biochem.98, 1669.
Kraml, M., et al. 1964. Biochem. Biophys. Res. Commun.15, 455.
Cooper, M.K., et al. 1998. Science280, 1603.
Incardona, J.P., et al. 1998. Development125, 3553.
Moebius, F.F., et al. 1998. Proc. Natl. Acad. Sci. USA95, 1899.
Yoshida, Y. 1985. J. Biochem.98, 1669.
Kraml, M., et al. 1964. Biochem. Biophys. Res. Commun.15, 455.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful & Carcinogenic / Teratogenic (E)
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Este artículo | |||
|---|---|---|---|
| form solid | form solid | form liquid | form solid |
| assay ≥95% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| manufacturer/tradename Calbiochem® | manufacturer/tradename Calbiochem® | manufacturer/tradename Calbiochem® | manufacturer/tradename Calbiochem® |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. −70°C | storage temp. 2-8°C |
| storage condition OK to freeze, desiccated (hygroscopic) | storage condition OK to freeze, desiccated (hygroscopic), protect from light | storage condition OK to freeze, avoid repeated freeze/thaw cycles, protect from light | storage condition OK to freeze, desiccated (hygroscopic), protect from light |
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Clase de almacenamiento
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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