PE(18:0/20:4(5Z,8Z,11Z,14Z))
基本情報
- CAS
61216-62-4- 標準SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN- InChIKey
ANRKEHNWXKCXDB-BHFWLYLHSA-N- 分子式
- C43H78NO8P
- 平均分子量
- 768.1 g/mol
- 単同位体質量
- 767.54650544
概要
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine is a 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituents at positions 1 and 2 are specified as stearoyl and arachidonoyl respectively. It has a role as a mouse metabolite and a human metabolite. It is functionally related to an arachidonic acid and an octadecanoic acid. It is a tautomer of a 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine zwitterion.
名称と識別子
- 優先名称
- PE(18:0/20:4(5Z,8Z,11Z,14Z))
- IUPAC
- [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
- 英語名
- 1-Stearoyl-2-Arachidonoyl-sn-glycero-3-PE
- 分子式
- C43H78NO8P
- 分子量
- 768.07
名称と別名
PE(18:0/20:4(5Z,8Z,11Z,14Z))[(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate((2R)-1-(2-aminoethoxy(hydroxy)phosphoryl)oxy-3-octadecanoyloxypropan-2-yl) (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoateRefChem:10485502-azaniumylethyl ((2R)-2-((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl)oxy-3-octadecanoyloxypropyl) phosphateSAPEGPEtn(38:4)1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamineGPEtn(18:0/20:4)GPEtn(18:0/20:4n6)GPEtn(18:0/20:4w6)PE 38:4
名称をさらに表示
1-Stearoyl-2-Arachidonoyl-sn-glycero-3-PE2-Ammonioethyl ((R)-2-(((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl)oxy)-3-(stearoyloxy)propyl) phosphate5Z,8Z,11Z,14Z-eicosatetraenoicacid,(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-2-[(1-oxooctadecyl)oxy]ethylester5,8,11,14-Eicosatetraenoic acid, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-2-[(1-oxooctadecyl)oxy]ethyl ester, (5Z,8Z,11Z,14Z)-
61216-62-4PE(18:0/20:4n6)PE(18:0/20:4w6)1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine(1S)-2-{[(2-AMINOETHOXY)(HYDROXY)PHOSPHORYL]OXY}-1-[(STEAROYLOXY)METHYL]ETHYL (5E,8E,11E,14E)-ICOSA-5,8,11,14-TETRAENOATE1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineSCHEMBL235691C43H78NO8P
物性
構造計算による物性
- XLogP
- 10.5
- 極性表面積
- 134 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 9
- 回転可能結合数
- 41
- 重原子数
- 53
- 形式電荷
- 0
- 複雑度
- 1,010
実験および物理化学的性質
Lipids
Lipids -> Ambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> Diacylglycerophosphoethanolamines [GP0201]
Physical DescriptionSolid
Collision Cross Section275.2 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Ambiguous Lipids]
物理化学的性質
- 沸点
- 776.1 · 776.1±70.0 °C(Predicted)
- 比重(密度)
- 1.013 · 1.013±0.06 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- Ethanol:PBS (pH 7.2)(1:2): 1 mg/ml; Methanol: 10 mg/ml
- 酸解離定数(Pka)
- 1.17 · 1.17±0.50(Predicted)
- 外見
- Liquid
- 色
- Colorless to light yellow
- InChIKey
- ANRKEHNWXKCXDB-BHFWLYLHSA-N
- SMILES
- [H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O
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
- WGK 3
- 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
- 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
化学と産業
薬理情報
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(18:0/20:4(5Z,8Z,11Z,14Z))
応用分野
説明1-Stearoyl-2-arachidonoyl-sn-glycero-3-PE is a naturally-occurring phospholipid that is formed via the phosphatidylserine decarboxylation pathway in mammalian cells. It has been used in the generation of giant unilamellar vesicles for use in the study of biological membranes.
使用SAPE is used in the mRNA combination therapy for treatment of cancer.
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…