基本情報
- CAS
35418-58-7- 標準SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC- InChIKey
PUDHBQQGURLBGJ-IVFHWKNFSA-N- 分子式
- C44H80NO8P
- 平均分子量
- 782.1 g/mol
- 単同位体質量
- 781.56215551
概要
1-arachidonoyl-2-palmitoyl-sn-glycero-3-phosphocholine is a 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at position 1 and 2 are specified as arachidonoyl and palmitoyl respectively. It is a phosphatidylcholine (20:4/16:0) and a 1,2-diacyl-sn-glycero-3-phosphocholine. It is functionally related to a hexadecanoic acid and an arachidonic acid.
名称と識別子
- 優先名称
- PC(20:4(5Z,8Z,11Z,14Z)/16:0)
- IUPAC
- [(2R)-2-hexadecanoyloxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
- 英語名
- 1-PalMitoyl-2-arachidoyllecithin
- 分子式
- C44H80NO8P
- 分子量
- 782.08
名称と別名
PC(20:4(5Z,8Z,11Z,14Z)/16:0)RefChem:1094372118139-93-8PC(20:4/16:0)Phosphatidylcholine(20:4/16:0)GPCho(20:4/16:0)GPCho(20:4n6/16:0)Phosphatidylcholine(20:4n6/16:0)1-arachidonoyl-2-palmitoyl-sn-glycero-3-phosphocholine2-Arachidonoyl-1-palmitoyl-sn-glycero-3-phosphocholinePC(20:4n6/16:0)1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine
名称をさらに表示
16:0-20:4 PC - IsoPureIIZPXYDJLKNOIY-JXPKJXOSSA-N1-PalMitoyl-2-arachidoyllecithin1-Palmitoyl-2-Arachidonoyl-sn-glycero-3-PC(2-{[(2R)-3-(Hexadecanoyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
orb3138058SCHEMBL19651935CHEBI:77694DTXSID70647289GPCho(20:4omega6/16:0)PC(20:4omega6/16:0)(R)-3-((5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoyloxy)-2-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) PhosphateKBA41858
物性
構造計算による物性
- XLogP
- 12.6
- 極性表面積
- 111 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 8
- 回転可能結合数
- 40
- 重原子数
- 54
- 形式電荷
- 0
- 複雑度
- 1,060
実験および物理化学的性質
Lipids
Lipids -> Ambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphocholines [GP01] -> Diacylglycerophosphocholines [GP0101]
Physical DescriptionSolid
Collision Cross Section295.5 Ų [M+CH3COO]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Ambiguous Lipids]
物理化学的性質
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- Chloroform: Soluble
- 外見
- liquid
- 酸解離定数(Pka)
- 1.161 · 1.161±0.50(predicted)
- 色
- Colorless to light yellow
- 主な用途
- 脂質オミクス
- InChIKey
- PUDHBQQGURLBGJ-IVFHWKNFSA-N
- SMILES
- [P](=O)([O-])(OC[C@H](OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OCC[N+](C)(C)C
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
安全データ
- wgk
- 3
- ridadr
- UN 1888 6.1 / PGIII
- risk_code
- 63-20-22-36/38-40-48/20/22-67
- hazard_code
- Xn
- safety_code
- 26-36/37
- Hazard Classifications
- Acute Tox. 3 InhalationAcute Tox. 4 OralAquatic Chronic 3Carc. 2Eye Irrit. 2Repr. 2Skin Irrit. 2STOT RE 1STOT SE 3
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/16:0)
応用分野
説明1-Palmitoyl-2-arachidonoyl-sn-glycero-3-PC (PAPC) is a phospholipid containing palmitic acid (16:0) and arachidonic acid (20:4) at the sn-1 and sn-2 positions, respectively, that is found in biological membranes. PAPC is oxidized in vivo, and its oxidation products are involved in chronic inflammation and vascular disease. PAPC has been used to study signaling of oxidized phospholipids. Levels of PAPC are decreased in isolated human multiple myeloma cells.
使用1-Palmitoyl-2-arachidoyllecithin, is a phospholipid, that can be used for the studies, and elevation of autoantibodies against oxidized palmitoyl arachidonoyl phosphocholine in patients with hypertension and myocardial infarction.
一般的な説明Phosphatidylcholine (PC) is one of the major glycerophospholipids of the eukaryotic membranes. PC is zwitterionic. PC is synthesized via two pathways in higher eukaryotes like the triple methylation of phosphatidylethanolamine and the cytidine diphosphate (CDP)-choline pathway.
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