1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine

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1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine Basic information
Product Name:1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine
Synonyms:1-O-HEXADECYL-2-O-(5Z,8Z,11Z,14Z,17Z-EICOSAPENTAENOYL)-SN-GLYCERYL-3-PHOSPHORYLCHOLINE;C16-20:5 PC;EICOSAPENTAENOYL PAF C-16;L-A-PHOSPHATIDYLCHOLINE, B-*(CIS-5,8,11,14,17-;1-O-Palmityl-2-(cis-5,8,11,14,17-eicosapentaenoyl)-sn-glycero-3-phosphocholine;L-α-Phosphatidylcholine, β-(cis-5,8,11,14,17-eicosapentaenoyl)-γ-O-hexadecyl;1-O-HEXADECYL-2-(5Z,8Z,11Z,14Z,17Z-EICOSAPENTAENOYL)-SN-GLYCERO-3-PHOSPHOCHOLINE;C16-20:5 PC;1-O-hexadecyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phosphocholine
CAS:132196-28-2
MF:C44H80NO7P
MW:766.08
EINECS:
Product Categories:
Mol File:132196-28-2.mol
1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine Structure
1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine Chemical Properties
storage temp. −20°C
solubility acidic PBS: <50 μg/ml (from Docosahexaenoy; basic PBS: <50 μg/ml (from Docosahexaenoy; DMF: >14.3 mg/ml (from Docosahexaen; DMSO: 1 mg/ml; Ethanol: >1.7 mg/ml (from Docosahexaeno; PBS pH 7.2: <50 μg/ml (from Docosahexaenoy
form Oil.
pka1.172±0.50(predicted)
Sensitive Hygroscopic
InChIKeyYHSSHPWVFALMBA-IARQOZKNSA-N
SMILES[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COCCCCCCCCCCCCCCCC)=O
Safety Information
Hazard Codes F,Xi
Risk Statements 11-36/37/38
Safety Statements 16-26-36
WGK Germany WGK 3
HazardClass 3
Hazard ClassificationsAcute Tox. 3 Inhalation
Acute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Repr. 2
Skin Irrit. 2
STOT RE 1
STOT SE 3
MSDS Information
1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine Usage And Synthesis
Description1-O-hexadecyl-2-Eicosapentaenoyl-sn-glycero-3-PC can be formed by incorporation of eicosapentaenoic acid (EPA) into lyso-PAF C-16, as has been demonstrated using neutrophils from monkeys and humans fed a diet enriched in fish oils. 1-O-hexadecyl-2-Eicosapentaenoyl-sn-glycero-3-PC can serve as a substrate for PAF C-16 formation by the remodeling pathway.
Uses1-O-Hexadecyl-2-eicosapentaenoyl-SN-glycero-3-phosphocholine is a phospholipid present in blood plasma and blood cells[1].
DefinitionChEBI: 1-hexadecyl-2-[(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl]-sn-glycero-3-phosphocholine is a phosphatidylcholine O-36:5 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl respectively. It is a phosphatidylcholine O-36:5 and a 2-acyl-1-alkyl-sn-glycero-3-phosphocholine. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid.
References[1] Triggiani M,et al. Evidence that increasing the cellular content of eicosapentaenoic acid does not reduce the biosynthesis of platelet-activating factor. J Immunol. 1990 Oct 1;145(7):2241-8. PMID:2118931
1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine Preparation Products And Raw materials
Tag:1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine(132196-28-2) Related Product Information
(±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution dendrotoxin K 1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine phosphorylcholine CIS-5,8,11,14,17-EICOSAPENTAENOIC ACID METHYL ESTER EPA eicosapentaenoic acid ethyl ester