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137056-72-5 | Cholest-5-en-3-ol (3β)-, [2-(dimethylamino)ethyl]carbamate
CAS No: 137056-72-5 Catalog No: AG0012SG MDL No:MFCD00467173
Product Description
Catalog Number:
AG0012SG
Chemical Name:
Cholest-5-en-3-ol (3β)-, [2-(dimethylamino)ethyl]carbamate
CAS Number:
137056-72-5
Molecular Formula:
C32H56N2O2
Molecular Weight:
500.7992
MDL Number:
MFCD00467173
IUPAC Name:
[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[2-(dimethylamino)ethyl]carbamate
InChI:
InChI=1S/C32H56N2O2/c1-22(2)9-8-10-23(3)27-13-14-28-26-12-11-24-21-25(36-30(35)33-19-20-34(6)7)15-17-31(24,4)29(26)16-18-32(27,28)5/h11,22-23,25-29H,8-10,12-21H2,1-7H3,(H,33,35)/t23-,25+,26+,27-,28+,29+,31+,32-/m1/s1
InChI Key:
HIHOWBSBBDRPDW-PTHRTHQKSA-N
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)OC(=O)NCCN(C)C)C)C
Properties
Complexity:
791
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
8
Defined Bond Stereocenter Count:
0
Exact Mass:
500.434g/mol
Formal Charge:
0
Heavy Atom Count:
36
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
500.812g/mol
Monoisotopic Mass:
500.434g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
41.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
9
Literature
| Title | Journal |
|---|---|
| Comparative study on preparative methods of DC-Chol/DOPE liposomes and formulation optimization by determining encapsulation efficiency. | International journal of pharmaceutics 20120915 |
| Transfection efficiency boost of cholesterol-containing lipoplexes. | Biochimica et biophysica acta 20120901 |
| Cholesterol-dependent macropinocytosis and endosomal escape control the transfection efficiency of lipoplexes in CHO living cells. | Molecular pharmaceutics 20120206 |
| DNA affects the composition of lipoplex protein corona: a proteomics approach. | Proteomics 20110801 |
| Comparison of the depot effect and immunogenicity of liposomes based on dimethyldioctadecylammonium (DDA), 3β-[N-(N',N'-Dimethylaminoethane)carbomyl] cholesterol (DC-Chol), and 1,2-Dioleoyl-3-trimethylammonium propane (DOTAP): prolonged liposome retention mediates stronger Th1 responses. | Molecular pharmaceutics 20110207 |
| Effect of lipid composition on the structure and theoretical phase diagrams of DC-Chol/DOPE-DNA lipoplexes. | Biomacromolecules 20101213 |
| Analysis of plasma protein adsorption onto DC-Chol-DOPE cationic liposomes by HPLC-CHIP coupled to a Q-TOF mass spectrometer. | Analytical and bioanalytical chemistry 20101201 |
| Uptake and intracellular release kinetics of liposome formulations in glioma cells. | International journal of pharmaceutics 20100816 |
| Characterization of cationic liposome formulations designed to exhibit extended plasma residence times and tumor vasculature targeting properties. | Journal of pharmaceutical sciences 20100601 |
| DC-Chol/DOPE cationic liposomes: a comparative study of the influence factors on plasmid pDNA and siRNA gene delivery. | International journal of pharmaceutics 20100510 |
| Surface adsorption of protein corona controls the cell internalization mechanism of DC-Chol-DOPE/DNA lipoplexes in serum. | Biochimica et biophysica acta 20100301 |
| Lyophilized HER2-specific PEGylated immunoliposomes for active siRNA gene silencing. | Biomaterials 20100301 |
| Lipoplex formation using liposomes prepared by ethanol injection. | Methods in molecular biology (Clifton, N.J.) 20100101 |
| Nonviral vectors with a biosurfactant MEL-A promote gene transfection into solid tumors in the mouse abdominal cavity. | Biological & pharmaceutical bulletin 20090101 |
| Immunostimulatory lipid implants containing Quil-A and DC-cholesterol. | International journal of pharmaceutics 20081103 |
| A physicochemical characterization of the interaction between DC-Chol/DOPE cationic liposomes and DNA. | The journal of physical chemistry. B 20081002 |
| Increase of the pharmacological and pharmacokinetic efficacy of negatively charged polypeptide recombinant hirudin in rats via parenteral route by association with cationic liposomes. | Journal of controlled release : official journal of the Controlled Release Society 20080604 |
| Effect of sugars on storage stability of lyophilized liposome/DNA complexes with high transfection efficiency. | International journal of pharmaceutics 20080522 |
| Phase I study of a candidate vaccine based on recombinant HIV-1 gp160 (MN/LAI) administered by the mucosal route to HIV-seronegative volunteers: the ANRS VAC14 study. | Vaccine 20080519 |
| Cationic amphiphiles and the solubilization of cholesterol crystallites in membrane bilayers. | Biochimica et biophysica acta 20080401 |
| Generation of highly potent nonviral gene vectors by complexation of lipoplexes and transferrin-bearing fusogenic polymer-modified liposomes in aqueous glucose solution. | Biomaterials 20080301 |
| Pulmonary delivery of adenovirus vector formulated with dexamethasone-spermine facilitates homologous vector re-administration. | Gene therapy 20071101 |
| [Cationic liposomes loaded with doxorubicin targeting to the tumor neovasculature in vitro]. | Yao xue xue bao = Acta pharmaceutica Sinica 20070901 |
| Highly efficient cationic hydroxyethylated cholesterol-based nanoparticle-mediated gene transfer in vivo and in vitro in prostate carcinoma PC-3 cells. | Journal of controlled release : official journal of the Controlled Release Society 20070716 |
| DOTAP/DOPE and DC-Chol/DOPE lipoplexes for gene delivery studied by circular dichroism and other biophysical techniques. | Biophysical chemistry 20070501 |
| Topical non-invasive gene delivery using gemini nanoparticles in interferon-gamma-deficient mice. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20070301 |
| The analysis of serum effects on structure, size and toxicity of DDAB-DOPE and DC-Chol-DOPE lipoplexes contributes to explain their different transfection efficiency. | Colloids and surfaces. B, Biointerfaces 20061201 |
| Dynamic light scattering as a screening tool to monitor the maturation time of cationic liposome-DNA complexes. | Journal of controlled release : official journal of the Controlled Release Society 20061128 |
| Female genital tract immunization: evaluation of candidate immunoadjuvants on epithelial cell secretion of CCL20 and dendritic/Langerhans cell maturation. | Vaccine 20060717 |
| Physico-chemical characterization and transfection efficacy of cationic liposomes containing the pEGFP plasmid. | Biophysical chemistry 20060420 |
| Cationic cage-like complexes formed by DC-cholesterol, Quil-A, and phospholipid. | Journal of pharmaceutical sciences 20050801 |
| Lipid-mediated gene transfer of acidic fibroblast growth factor into human corneal endothelial cells. | Experimental eye research 20050101 |
| KLN-5: a safe monocationic lipophosphoramide to transfect efficiently haematopoietic cell lines and human CD34+ cells. | Biochimica et biophysica acta 20041011 |
| DOTAP/DOPE and DC-Chol/DOPE lipoplexes for gene delivery: zeta potential measurements and electron spin resonance spectra. | Biochimica et biophysica acta 20040701 |
| Correlation between structure and transfection efficiency: a study of DC-Chol--DOPE/DNA complexes. | Colloids and surfaces. B, Biointerfaces 20040701 |
| [Biodistribution and hepatocytes targeting of cationic liposomes surface-modified with sterylglucoside and golyethylene glycol]. | Yao xue xue bao = Acta pharmaceutica Sinica 20040701 |
| Transfection efficiency and cytotoxicity of nonviral gene transfer reagents in human smooth muscle and endothelial cells. | Pharmaceutical research 20040601 |
| [Preparation of cationic liposomes and its role in enhancing cellular uptake of antisense oligonucleotides]. | Yao xue xue bao = Acta pharmaceutica Sinica 20040101 |
| [Cationic lipid and polyethylene glycol enhance liposomes-mediated cell transfection and increase the fluidity of liposomes membranes]. | Yao xue xue bao = Acta pharmaceutica Sinica 20030901 |
| Thermodynamic aspects and biological profile of CDAN/DOPE and DC-Chol/DOPE lipoplexes. | Biochemistry 20030527 |
| Nuclear localisation sequence templated nonviral gene delivery vectors: investigation of intracellular trafficking events of LMD and LD vector systems. | Chembiochem : a European journal of chemical biology 20030404 |
| Liposome-mediated DNA immunisation via the subcutaneous route. | Journal of drug targeting 20030101 |
| Enhanced uptake of antisense oligonucleotides using cationic liposomes and the apoptotic effect of idarubicin in K-562 cell line. | Leukemia research 20020701 |
| A multicenter phase II study of tgDCC-E1A for the intratumoral treatment of patients with recurrent head and neck squamous cell carcinoma. | Head & neck 20020701 |
| Cationic cholesterol promotes gene transfection using the nuclear localization signal in protamine. | Pharmaceutical research 20020701 |
| Activation of receptor tyrosine kinases promotes gene transfection in rat neuronal PC12 cells by cationic liposomes. | Neuroscience letters 20020531 |
| Biosurfactants of MEL-A increase gene transfection mediated by cationic liposomes. | Biochemical and biophysical research communications 20011123 |
| Hepatitis C virus-like particles induce virus-specific humoral and cellular immune responses in mice. | Hepatology (Baltimore, Md.) 20010801 |
| Liver-targeted gene transfer into a human hepatoblastoma cell line and in vivo by sterylglucoside-containing cationic liposomes. | Gene therapy 20010801 |
| Cationic liposome-mediated E1A gene transfer to human breast and ovarian cancer cells and its biologic effects: a phase I clinical trial. | Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20010715 |
| Formulations of single or multiple H. pylori antigens with DC Chol adjuvant induce protection by the systemic route in mice. Optimal prophylactic combinations are different from therapeutic ones. | FEMS immunology and medical microbiology 20010301 |
| Enhanced cationic liposome-mediated transfection using the DNA-binding peptide mu (mu) from the adenovirus core. | Gene therapy 20010301 |
| Design, characterization and preclinical efficacy of a cationic lipid adjuvant for influenza split vaccine. | Vaccine 20010208 |
| Efficient gene transfer of VSV-G pseudotyped retroviral vector to human brain tumor. | Gene therapy 20010201 |
| Enhanced firefly bioluminescent assay of adenosine 5'-triphosphate using liposomes containing cationic cholesterols. | Luminescence : the journal of biological and chemical luminescence 20010101 |
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