L-Dilinoleoyllecithin
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Basic information
- CAS
998-06-1- Standard SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC- InChIKey
FVXDQWZBHIXIEJ-LNDKUQBDSA-N- Molecular formula
- C44H80NO8P
- Average molar mass
- 782.1 g/mol
- Monoisotopic mass
- 781.56215551
Overview
1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine is a 1,2-di-octadecadienoyl-sn-glycero-3-phosphocholine in which the double bonds in each fatty acyl group are at positions 9 and 12 and have Z configuration. It is a 1-linoleoyl-2-acyl-sn-glycero-3-phosphocholine and a 1,2-di-octadecadienoyl-sn-glycero-3-phosphocholine. It is functionally related to a linoleic acid.
Names & identifiers
- Preferred name
- L-Dilinoleoyllecithin
- IUPAC
- [(2R)-2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
- English name
- 1,2-DILINOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
- Molecular formula
- C44H80NO8P
- Molecular weight
- 782.08
Names & synonyms
1,2-DILINOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINEL-Dilinoleoyllecithin998-06-17L874P1M1OEINECS 213-647-0DLOPC, L-DLOPC, R-DTXSID201260902[(2R)-2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate1,2-DILINOLEOYL-PHOSPHATIDYLCHOLINE, R-3,5,9-TRIOXA-4-PHOSPHAHEPTACOSA-18,21-DIEN-1-AMINIUM, 4-HYDROXY-N,N,N-TRIMETHYL-10-OXO-7-(((9Z,12Z)-1-OXO-9,12-OCTADECADIEN-1-YL)OXY)-, INNER SALT, 4-OXIDE, (7R,18Z,21Z)-((2R)-2,3-bis(((9Z,12Z)-octadeca-9,12-dienoyl)oxy)propyl) 2-(trimethylazaniumyl)ethyl phosphate
Show more names
18:2 PC (CIS)18:2 (Cis) PC (DLPC)DILINOLEOYL LECITHINL-α-Dilinoleoyl phosphatidyDLinPC1,2-DioleoylphosphatidylcholineL-ALPHA-Dilinoleoylphosphatidyl cholineL-ALPHA-PHOSPHATIDYLCHOLINE, DILINOLEOYL1，2-Linoleoyl-sn-Glycero-3-phosphocholineLDilinoleoyllecithin,L Dilinoleoyllecithin
RefChem:795180DTXCID901691605DL-PCUNII-7L874P1M1ODLNPCPC(18:2(9Z,12Z)/18:2(9Z,12Z))DI-LINOLEOYL-3-SN-PHOSPHATIDYLCHOLINEAKOS027307786
Properties
Computed structural propertiesFilling in
- XLogP
- 12.4
- Topological polar surface area
- 111 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 40
- Heavy atoms
- 54
- Formal charge
- 0
- Complexity
- 1,060
Experimental & physicochemical properties
Lipids
Lipids -> Unambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphocholines [GP01] -> Diacylglycerophosphocholines [GP0101]
Physical DescriptionSolid
Collision Cross Section286.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Unambiguous Lipids]
Physicochemical properties
- storage temp.
- -20 °C · -20°C
- solubility
- 25 mg/ml · Ethanol: 25 mg/ml
- form
- lyophilized powder
- color
- White to off-white
- biological source
- synthetic (organic)
- BRN
- 5212188 · 5212188
- InChIKey
- FVXDQWZBHIXIEJ-UUPASWAYNA-N
- SMILES
- [C@H](OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC |&1:0,r|
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
- F
- 1-8-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 1
- hs_code
- 2923200000
- 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
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/18:2(9Z,12Z))
Applications
Uses18:2 (Cis) PC (DLPC) has been used for liposome preparation.
General Description18:2 (Cis) PC (DLPC) is a synthetic phosphatidylcholine.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as linoleoyl [(9Z,12Z)-octadeca-9,12-dienoyl].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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