ChemicalBook--->CAS DataBase List--->816-94-4

816-94-4

816-94-4 Structure

816-94-4 Structure
IdentificationBack Directory
[Name]

L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL
[CAS]

816-94-4
[Synonyms]

DSPC
18:0 PC
DSPC L-1118
PC(18:0/18:0)
DISTEAROYL LECITHIN
-2,3-Bis(stearoyloxy)
Distearoyl-L-a-Lecithin
L-β,γ-Distearoyl-α-lecithin
propyl (2-(trimethylammonio)
1,2-Distearoyl-sn-glycero-3-PC
L-b,g-Distearoyl-a-lecithin, DSPC
L-á-Phosphatidylcholine distearoyl
L-A-PHOSPHATIDYLCHOLINE, DISTEAROYL
L-α-Phosphatidylcholine, distearoyl
β,γ-Distearoyl-L-α-phosphatidylcholine
L-BETA,GAMMA-DISTEAROYL-ALPHA-LECITHIN
L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL
Distearoyl-L-ALPHA-phosphatidyl choline
3-sn-phosphatidylcholine, 1,2-distearoyl
1,2-Dioleoyl-sn-Glycero-3-Phsophocholine
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Dioctadecanoyl-L-α-glycerophosphorylcholine
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
1,2-DIOCTADECANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE
L-A-PHOSPHATIDYLCHOLINE DISTEAROYL*CRYST SYNTHETIC
[O-(1-O,2-O-Distearoyl-L-glycero-3-phospho)choline]anion
[(2R)-2,3-distearoyloxypropyl] 2-(trimethylammonio)ethyl phosphate
(R)-2,3-Bis(stearoyloxy)propyl (2-(triMethylaMMonio)ethyl) phosphate
[(2R)-2,3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
(R)-(7-lauroyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacosyl)trimethylammonium 4-oxide
3-sn-Phosphatidylcholine, 1,2-distearoyl, L-α-Phosphatidylcholine, distearoyl, L-β,γ-Distearoyl-α-lecithin
1,2-Distearoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-distearoyl, L-α-Phosphatidylcholine, distearoyl, L-β,γ-Distearoyl-α-lecithin
[EINECS(EC#)]

212-440-2
[Molecular Formula]

C44H88NO8P
[MDL Number]

MFCD00036905
[MOL File]

816-94-4.mol
[Molecular Weight]

790.15
Chemical PropertiesBack Directory
[Appearance]

solid
[Melting point ]

236°C(lit.)
[storage temp. ]

−20°C
[solubility ]

slightly sol. in Chloroform
[form ]

powder to crystal
[color ]

White to Almost white
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[biological source]

semisynthetic
[BRN ]

3923978
[Cosmetics Ingredients Functions]

SKIN CONDITIONING
[InChIKey]

NRJAVPSFFCBXDT-HUESYALOSA-N
[SMILES]

[C@H](OC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCCCC |&1:0,r|
Hazard InformationBack Directory
[Chemical Properties]

solid
[Definition]

ChEBI: A phosphatidylcholine 36:0 in which both phosphatidyl acyl groups are specified as stearoyl (octadecanoyl).
[Description]

1,2-Distearoyl-sn-glycero-3-PC (DSPC) is a phospholipid containing the saturated long-chain (18:0) stearic acid inserted at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.
[Uses]

18:0 PC (DSPC) has been used:
  • in the microbubble monolayer preparation for biomolecule delivery studies into protoplasts
  • in the preparation of liposomes for immobilization studies
  • in the generation of porphyrin-phospholipid (PoP) liposomes for irinotecan (IRT) and doxorubicin delivery

[General Description]

1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC,816-94-4) is a phospholtidylcholine with alkyl chain comprising 18 carbons. It has phophatidylcholine head group and its structure is similar to 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC).
[Biochem/physiol Actions]

1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC,816-94-4) is used in combination with other members of phosphatidylcholine for the generation of mixed bilayer system. It is majorly used in conventional and stealth liposome preparation for drug delivery studies.
[References]

[1] PERNILLE H?YRUP  Kent J  Ole G Mouritsen. Phospholipase A2 activity towards vesicles of DPPC and DMPC–DSPC containing small amounts of SMPC[J]. Biochimica et biophysica acta. Biomembranes, 2001, 1515 2: Pages 133-143. DOI: 10.1016/s0005-2736(01)00407-2
[2] FREDERICK A HEBERLE  Gerald W F. Phase separation in lipid membranes.[J]. Cold Spring Harbor perspectives in biology, 2011, 3 4. DOI: 10.1101/cshperspect.a004630
[3] S MABREY  J M S. Investigation of phase transitions of lipids and lipid mixtures by sensitivity differential scanning calorimetry.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1976, 73 11: 3862-3866. DOI: 10.1073/pnas.73.11.3862
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[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
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

10-21
[HS Code ]

29232000
[Storage Class]

13 - Non Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

1,2-Distearoyl-sn-glycero-3-phosphocholine(816-94-4)1HNMR
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