Dotap chloride
Basic information
- CAS
132172-61-3- Standard SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC.[Cl-]- InChIKey
KSXTUUUQYQYKCR-LQDDAWAPSA-M- Molecular formula
- C42H80ClNO4
- Average molar mass
- 698.5 g/mol
- Monoisotopic mass
- 697.5775877
Names & identifiers
- Preferred name
- Dotap chloride
- IUPAC
- 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl-trimethylazanium chloride
- English name
- N-[1-(2,3-Dioleyloxy)propyl]-N,N,N-trimethylammonium chloride
- Molecular formula
- C42H80ClNO4
- Molecular weight
- 698.56
Names & synonyms
Dotap chloride132172-61-3UNII-3R78UC794ZN-(1-(2,3-Dioleoyloxy)propyl)-N,N,N-trimethylammonium chloride3R78UC794Z1-Propanaminium, N,N,N-trimethyl-2,3-bis(((9Z)-1-oxo-9-octadecenyl)oxy)-, chloride (1:1))RefChem:200732(+-)-DOTAP CHLORIDEDOTAP CHLORIDE, (+-)-1,2-Dioleoyl-3-trimethylammonium-propane, ChlorideDOTAP (chloride)(+/-)-Dotap chloride
Show more names
DOTAPDOTMADOTAP-ClNSC8484NSC 8484NSC-8484Lipofectin18:1 TAP (DOTAP)
Dotap chloride, (+/-)-N,N,N-Trimethyl-2,3-bis(oleoyloxy)propan-1-aminium chlorideMFCD01310872DOTAP (chloride) (Excipient)N-(2,3-Dioleoyloxy)propyl-N,N,N-trimethylammonium Chloride1,2-dioleoyl-3-trimethylammonium-propane (chloride salt)1-Propanaminium, N,N,N-trimethyl-2,3-bis[[(9Z)-1-oxo-9-octadecenyl]oxy]-, chloride (1:1)2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl-trimethylazanium chloride
Database identifiers
- CAS
132172-61-3- PubChem CID
- 11636182
- ChEMBL
CHEMBL133173- UNII
- 3R78UC794Z
Properties
Computed structural properties
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 37
- Heavy atoms
- 48
- Formal charge
- 0
- Complexity
- 754
Physicochemical properties
- Melting point
- 35 · 35-38°C
- storage temp.
- -20 °C · -20°C
- solubility
- Chloroform (Slightly)
- form
- lyophilized powder
- color
- White to Pale Yellow
- Stability
- Store in Freezer, Hygroscopic
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChIKey
- KSXTUUUQYQYKCR-LQDDAWAPSA-M
- SMILES
- C(C[N+](C)(C)C)(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC.[Cl-]
- FDA UNII
- 3 R78UC794Z · 3R78UC794Z
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 32 · NA.32
- Symbol(GHS)
- 6 · GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H315-H319-H331-H336-H351-H361d-H372-H412
- Precautionary statements
- 201 · P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H331-H336-H351-H361d-H372-H412
- Precautionary statements
- P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
Chemistry & industry
Applications
DescriptionDOTAP chloride (1,2-Dioleoyl-3-trimethylammonium-propane chloride) is a potent cationic lipid widely used as a liposomal transfection reagent. DOTAP is also a strong activator of the innate immune system in animal cells and could serve as a potential candidate for the study of elicitors of plant immunity.
DescriptionDOTAP, 1,2-Dioleoyl-3-trimethylammonium propane is a di-chain, or gemini, cationic surfactant. DOTAP has been used for in vitro and in vivo nucleic acid and protein delivery.
UsesSmall unilamellar liposomes containing DOTMA interact spontaneously with DNA to form lipid-DNA complexes with 100% entrapment of DNA. Facilitates fusion of the complex with the plasma membrane of tissue culture cells, resulting in both uptake and
Uses1,2-dioleoyloxy-3-(trimethylammonium)propane (DOTAP) chloride has been used for the preparation of cationic liposome and liposome-DNA complex. It has also been used to assess tumor necrosis factor α (TNF- α) production.
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