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34506-67-7

34506-67-7 Structure

34506-67-7 Structure
IdentificationBack Directory
[Name]

1,2-DIHEXANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
[CAS]

34506-67-7
[Synonyms]

DHPC
06:0 PC
PC(6:0/6:0)
Dihexanoyllecithin
L-α-Dihexanoyllecithin
Dicaproyl-L-α-lecithin
1,2-Dihexanoyl-sn-glycero-3-PC
l-α-phosphatidylcholine, dicaproyl
L-A-PHOSPHATIDYLCHOLINE, DICAPROYL
dihexanoyl-l-a-phosphatidylcholine
Dihexanoyl-L-ALPHA-phosphatidylcholine
DL-α-Phosphatidylcholine, Dihexanoyl-D40
1,2-DICAPROYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1,2-DIHEXANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
DL-alpha-Phosphatidylcholine, Dihexanoyl-D40
L-ALPHA-PHOSPHATIDYLCHOLINE, DICAPROYL (C6:0)
1,2-DIHEXANOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE
(7R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexyl)oxy]-3,5,9-trioxa-4-phosphapentadecan-1-aminium 4-oxide, inner salt
[Molecular Formula]

C20H40NO8P
[MDL Number]

MFCD00050431
[MOL File]

34506-67-7.mol
[Molecular Weight]

453.51
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

DMF: > 20 mg/ml; DMSO: > 7 mg/ml; Ethanol: > 30 mg/ml; PBS (pH 7.2): > 250 μg/ml
[form ]

solution
[color ]

White to off-white
[InChI]

1S/C20H41NO8P/c1-6-8-10-12-19(22)26-16-18(29-20(23)13-11-9-7-2)17-28-30(24,25)27-15-14-21(3,4)5/h18H,6-17H2,1-5H3,(H,24,25)
[InChIKey]

KGWWHBYICAIILE-UHFFFAOYSA-N
[SMILES]

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCC)=O)COC(CCCCC)=O)=O
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
[Hazard Codes ]

Xn
[Risk Statements ]

22-38-40-48/20/22-36/38-20/22-63
[Safety Statements ]

36/37-26
[RIDADR ]

UN 1888 6.1/PG 3
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Chronic 3
Carc. 2
Eye Irrit. 2
Repr. 2
Skin Irrit. 2
STOT RE 1
STOT SE 3
Hazard InformationBack Directory
[Description]

1,2-Dihexanoyl-sn-glycero-3-PC (DHPC-C6) is a synthetic phospholipid containing the short-chain (6:0) caproic acid inserted at the sn-1 and sn-2 positions. It is a substrate for phospholipase C isolated from B. cereus as well as phospholipase A2 isolated from A. halys blomhoffi and N. naja atra snake venom. DHPC is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.
[Uses]

L-α-Dihexanoyllecithin is used in the targeted delivery of adamantylated peptidoglycan immunomodulators in lipid nanocarriers.
[Definition]

ChEBI: 1,2-dihexanoyl-sn-glycero-3-phosphocholine is a phosphatidylcholine 12:0 in which both acyl groups are specified as hexanoyl. It has a role as a surfactant. It is functionally related to a hexanoic acid.
[References]

[1] LITTLE C. Phospholipase C from Bacillus cereus. Action on some artificial lecithins.[J]. Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1977, 31 4: 267-272. DOI: 10.3891/acta.chem.scand.31b-0267
[2] K TESHIMA. Role of Ca2+ in the substrate binding and catalytic functions of snake venom phospholipases A2.[J]. Journal of biochemistry, 1989, 106 3: 518-527. DOI: 10.1093/oxfordjournals.jbchem.a122885
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