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144189-73-1 molecular structure
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{2,3-bis[(9Z)-octadec-9-enoyloxy]propyl}trimethylazanium methyl sulfate

ChemBase ID: 132531
Molecular Formular: C43H83NO8S
Molecular Mass: 774.18602
Monoisotopic Mass: 773.58393962
SMILES and InChIs

SMILES:
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC.COS(=O)(=O)[O-]
Canonical SMILES:
COS(=O)(=O)[O-].CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)C[N+](C)(C)C
InChI:
InChI=1S/C42H80NO4.CH4O4S/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-41(44)46-39-40(38-43(3,4)5)47-42(45)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2;1-5-6(2,3)4/h20-23,40H,6-19,24-39H2,1-5H3;1H3,(H,2,3,4)/q+1;/p-1/b22-20-,23-21-;
InChIKey:
RSMRWWHFJMENJH-LQDDAWAPSA-M

Cite this record

CBID:132531 http://www.chembase.cn/molecule-132531.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
{2,3-bis[(9Z)-octadec-9-enoyloxy]propyl}trimethylazanium methyl sulfate
IUPAC Traditional name
{2,3-bis[(9Z)-octadec-9-enoyloxy]propyl}trimethylazanium methyl sulfate(1-)
Synonyms
N-(2,3-Dioleoyloxy-1-propyl)trimethylammonium methyl sulfate
Transfection reagent
DOTAP methosulfate
CAS Number
144189-73-1
MDL Number
MFCD00274414
PubChem SID
162226808
24893370
PubChem CID
16218742

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
D1163 external link Add to cart Please log in.
Data Source Data ID
PubChem 16218742 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 9.603935  LogD (pH = 7.4) 9.603935 
Log P 9.603935  Molar Refractivity 215.9765 cm3
Polarizability 80.64132 Å3 Polar Surface Area 52.6 Å2
Rotatable Bonds 38  Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
clear to hazy colorless to faint yellow buffered aqueous suspension expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Concentration
1 mg/mL expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - D1163 external link
Application
Cationic liposome-forming compound for transfection of DNA, RNA and other negatively charged molecules into eukaryotic cells. Mixing DOTAP with DNA results in spontaneously formed stable complexes that can be directly added to cell culture medium. These complexes fuse with the cell membrane and release DNA into the cytoplasm. The cells are transfected efficiently without cytotoxic effects. Use approximately 5-10 μg DOTAP per μg DNA and approximately 10-20 μg DOTAP per mL cell culture medium. The optimal working concentration and transfection time depends in part on the cell line used, and the type of material (RNA, DNA, protein) loaded.
Features and Benefits

• Compatible with both serum and serum-free transfection protocols
• 5-100 times more efficient than calcium phosphate- or DEAE-dextran-based transfection
• Low cytotoxicity results in increased transformation efficiency.
• Compatible for use with in vivo transfection applications
• Packaged to prevent oxidation and peroxide formation, eliminating damage to transfection molecules and cells
Physical form
Suspension in MES-buffered saline, pH 6.2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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