Basic information
- CAS
65492-82-2- Standard SMILES
CCCCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC- InChIKey
MHFRGQHAERHWKZ-UHFFFAOYSA-N- Molecular formula
- C27H58NO6P
- Average molar mass
- 523.7 g/mol
- Monoisotopic mass
- 523.40017557
Overview
1-octadecyl-2-methylglycero-3-phosphocholine is a glycerophosphocholine that is glycero-3-phosphocholine substituted at positions 1 and 2 by octadecyl and methyl groups respectively.
Names & identifiers
- Preferred name
- Edelfosine
- IUPAC
- (2-methoxy-3-octadecoxypropyl) 2-(trimethylazaniumyl)ethyl phosphate
- English name
- 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
- Molecular formula
- C27H58NO6P
- Molecular weight
- 523.73
Names & synonyms
EDELFOSINE70641-51-9ET-18-OMe1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholineEdelfosinaEdelfosinumET 18-OCH3DTXSID90457661-Octadecyl-2-methylglycero-3-phosphocholine1Y6SNA8L5SRacemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine1-Octadecyl-2-methylglycero-3-phosphorylcholine
Show more names
ET-18-OCH3ET-18-OCH?Ro 14-5243NSC 343649NSC 324368SN-ET-18-OCH318:0-1:0 DIETHER PC2-O-METHYL PAF C-18ET-18-OCH3
NSC-324368NSC-343649rac-1-Octadecyl-2-methoxyglycero-3-phosphocholine1-O-Octadecyl-2-O-methyl-rac-glyceryl-3-phosphorylcholineNSC324368CHEBI:78652DTXCID401300168ET-18-O-Methyl
Database identifiers
- CAS
65492-82-2、70641-51-9- PubChem CID
- 1392
Properties
Computed structural properties
- XLogP
- 7.6
- Topological polar surface area
- 77.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 27
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 492
Physicochemical properties
- storage temp.
- -20 °C · -20°C
- solubility
- 15 mg/mL · ethanol: 15 mg/mL at 45 °C, soluble
- pka
- 1.2 · 1.200±0.50(predicted)
- form
- waxy solid
- color
- white
- Water Solubility
- 20 mM · Soluble to 20 mM in water
- InChI
- 1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3
- InChIKey
- MHFRGQHAERHWKZ-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC
- FDA UNII
- 1 Y6SNA8L5S · 1Y6SNA8L5S
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- RTECS
- 718000 · YK0718000
- Storage Class
- 11 · 11 - Combustible Solids
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
- wgk
- 3
- rtecs
- YK0718000
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.
Applications
UsesEdelfosine has been used to treat human lung carcinoma A549 cells and study its effects on tuftelin 1 (TUFT1) expression. It is also used to evaluate the cell growth of MCF-7/M cells.
General DescriptionEdelfosine has anti-inflammatory, anti-autoimmune, antiparasitic and anti-viral properties. It stimulates eryptosis by cell shrinkage and cell membrane scrambling.
Suppliers10 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Creative Peptides[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Nextpeptide Inc+86-0571-81612335 +8613336028439 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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