Synonym
U-18666A; U 18666A; U18666A; U 18666 A; U-18666-A; NSC-70801; NSC 70801; NSC70801;
IUPAC/Chemical Name
(3S,8R,9S,10R,13S,14S)-3-[2-(diethylamino)ethoxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one hydrochloride
InChi Key
GZFYZYBWLCYBMI-MYZJJQSMSA-N
InChi Code
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
SMILES Code
O=C1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OCCN(CC)CC)CC[C@]4(C)[C@@]3([H])CC[C@]12C.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in water
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
|
Solvent |
mg/mL |
mM |
| Solubility |
| Water |
30.0 |
70.75 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
424.06
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Ohgami N, Ko DC, Thomas M, Scott MP, Chang CC, Chang TY. Binding between the Niemann-Pick C1 protein and a photoactivatable cholesterol analog requires a functional sterol-sensing domain. Proc Natl Acad Sci U S A. 2004 Aug 24;101(34):12473-8. doi: 10.1073/pnas.0405255101. Epub 2004 Aug 16. PMID: 15314240; PMCID: PMC514655.
2: Patel SC, Suresh S, Kumar U, Hu CY, Cooney A, Blanchette-Mackie EJ, Neufeld EB, Patel RC, Brady RO, Patel YC, Pentchev PG, Ong WY. Localization of Niemann- Pick C1 protein in astrocytes: implications for neuronal degeneration in Niemann- Pick type C disease. Proc Natl Acad Sci U S A. 1999 Feb 16;96(4):1657-62. doi: 10.1073/pnas.96.4.1657. PMID: 9990080; PMCID: PMC15549.
3: Sparrow SM, Carter JM, Ridgway ND, Cook HW, Byers DM. U18666A inhibits intracellular cholesterol transport and neurotransmitter release in human neuroblastoma cells. Neurochem Res. 1999 Jan;24(1):69-77. doi: 10.1023/a:1020932130753. PMID: 9973239.
4: Tangirala RK, Mahlberg FH, Glick JM, Jerome WG, Rothblat GH. Lysosomal accumulation of unesterified cholesterol in model macrophage foam cells. J Biol Chem. 1993 May 5;268(13):9653-60. PMID: 8486653.
5: Phillips WA, Ratchford JM, Schulta JR. Nonisotopic method for estimating cholesterogenesis in the rat. Adv Exp Med Biol. 1976;67(00):251-265. doi: 10.1007/978-1-4614-4618-7_15. PMID: 179297.
