DMHAPC-Chol | CAS# 794494-38-5 | Cationic Cholesterol

MedKoo Cat#: 574278 | Name: DMHAPC-Chol

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

DMHAPC-Chol is a cationic cholesterol. Liposomes containing DMHAPC-chol have been used for DNA plasmid delivery in vitro and in vivo in a B16-F10 mouse xenograft model. Liposomes containing DMHAPC-chol are cytotoxic to B16-F10 cells. DMHAPC-Chol, as part of a lipoplex with DOPE, has also been used to deliver DNA into mouse lung via intratracheal injection, resulting in a heterogeneous distribution in the bronchi and bronchioles, and to deliver VEGF siRNA into A431 and MDA-MB-231 cells, which secrete VEGF.

Chemical Structure

DMHAPC-Chol

CAS#794494-38-5

Theoretical Analysis

MedKoo Cat#: 574278

Name: DMHAPC-Chol

CAS#: 794494-38-5

Chemical Formula: C35H63N2O3

Exact Mass: 559.4833

Molecular Weight: 559.90

Elemental Analysis: C, 75.08; H, 11.34; N, 5.00; O, 8.57

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks
25mg	USD 1,250.00	2 Weeks

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Related CAS #

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Synonym

DMHAPC-Chol; Dimethyl Hydroxyethyl Aminopropane Carbamoyl Cholesterol Iodide

IUPAC/Chemical Name

3-(((((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)carbonyl)amino)-N-(2-hydroxyethyl)-N,N-dimethylpropan-1-aminium

InChi Key

ZTGXTDBNSSOEDB-SJTWHRLHSA-O

InChi Code

InChI=1S/C35H62N2O3/c1-25(2)10-8-11-26(3)30-14-15-31-29-13-12-27-24-28(16-18-34(27,4)32(29)17-19-35(30,31)5)40-33(39)36-20-9-21-37(6,7)22-23-38/h12,25-26,28-32,38H,8-11,13-24H2,1-7H3/p+1/t26-,28+,29+,30-,31+,32+,34+,35-/m1/s1

SMILES Code

C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(NCCC[N+](C)(C)CCO)=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C

Appearance

Solid powder

Purity

>95% (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 DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot# C21M06C25

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

A cationic cholesterol.

In vitro activity:

Results showed that 50 nM of VEGF siRNA carried by DMHAPC-Chol/DOPE liposomes already silenced more than 90% of VEGF in these cells. A comparative study with two commercial carriers indicated that the inhibition induced by VEGF siRNA transported by cationic DMHAPC-Chol/DOPE liposomes was comparable to that induced by INTERFERin and better than lipofectamine 2000. Reference: J Drug Target. 2012 May;20(4):347-54. https://pubmed.ncbi.nlm.nih.gov/22475204/

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	17.86
	Ethanol	10.0	17.86
	Ethanol:PBS (pH 7.2) (1:6)	0.1	0.25

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 559.90 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

Formulation protocol:

1. Briane D, Slimani H, Tagounits A, Naejus R, Haddad O, Coudert R, Charnaux N, Cao A. Inhibition of VEGF expression in A431 and MDA-MB-231 tumour cells by cationic lipid-mediated siRNA delivery. J Drug Target. 2012 May;20(4):347-54. doi: 10.3109/1061186X.2012.656645. PMID: 22475204. 2. Percot A, Briane D, Coudert R, Reynier P, Bouchemal N, Lièvre N, Hantz E, Salzmann JL, Cao A. A hydroxyethylated cholesterol-based cationic lipid for DNA delivery: effect of conditioning. Int J Pharm. 2004 Jun 18;278(1):143-63. doi: 10.1016/j.ijpharm.2004.03.003. PMID: 15158957.

In vitro protocol:

In vivo protocol:

TBD

1. Percot, A., Briane, D., Coudert, R., et al. A hydroxyethylated cholesterol-based cationic lipid for DNA delivery: Effect of conditioning. Int. J. Pharm. 278(1), 143-163 (2004). 2. Ding, W., Hattori, Y., Higashiyama, K., et al. Hydroxyethylated cationic cholesterol derivatives in liposome vectors promote gene expression in the lung. Int. J. Pharm. 354(1-2), 196-203 (2008). 3. Briane, D., Slimani, H., Tagounits, A., et al. Inhibition of VEGF expression in A431 and MDA-MB-231 tumour cells by cationic lipid-mediated siRNA delivery. J. Drug Target. 20(4), 347-354 (2012).