16(R)-Hete

HCID 9548884

基本情報

CAS: 183509-22-0
標準SMILES: CCCC[C@@H](O)/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIKey: JEKNPVYFNMZRJG-STHMYGMFSA-N
分子式: C20H32O3
平均分子量: 320.5 g/mol
単同位体質量: 320.23514488

概要

16(R)-HETE is a 16-HETE in which the chiral centre at position 16 has R-configuration. It has a role as a mouse metabolite. It is a conjugate acid of a 16(R)-HETE(1-). It is an enantiomer of a 16(S)-HETE.

名称と識別子

優先名称: 16(R)-Hete
IUPAC: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
英語名: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
分子式: C20H32O3
分子量: 320.47

名称と別名

16(R)-HETE183509-22-0(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acidGKP5KF8RVNCHEBI:34162DTXSID801344130(5Z,8Z,11Z,14Z)-(16R)-16-Hydroxyeicosa-5,8,11,14-tetraenoic acid(5Z,8Z,11Z,14Z)-(16R)-16-Hydroxyicosa-5,8,11,14-tetraenoic acidRefChem:1057548DTXCID30177284516R-HETE16R-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid

名称をさらに表示

16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-ETA16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid

5,8,11,14-Eicosatetraenoic acid, 16-hydroxy-, (5Z,8Z,11Z,14Z,16R)-(R,5Z,8Z,11Z,14Z)-16-Hydroxyicosa-5,8,11,14-tetraenoic acidorb1985098SCHEMBL4348183JEKNPVYFNMZRJG-STHMYGMFSA-NLMFA03060069AKOS040754872PD020723

データベース識別子

CAS: 183509-22-0
PubChem CID: 9548884
DTXSID: DTXSID801344130
ChEBI: CHEBI:34162
UNII: GKP5KF8RVN
Nikkaji: J1.367.106K

物性

構造計算による物性

XLogP: 4.8
極性表面積: 57.5 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 14
重原子数: 23
形式電荷: 0
複雑度: 392

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]

Physical DescriptionSolid

物理化学的性質

沸点: 477.3 · 477.3±45.0 °C(Predicted)
比重(密度): 0.984 · 0.984±0.06 g/cm3(Predicted)
貯蔵温度: -20 °C · Store at -20°C
溶解性: 0.1 M · 0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
酸解離定数(Pka): 4.75 · 4.75±0.10(Predicted)

化学と産業

薬理情報

Cellular LocationsExtracellular

Metabolite PathwaysAcetaminophen Action Pathway

応用分野 · 1 件

説明Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. 16-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. 16-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. 16(R)-HETE inhibits proximal tubule ATPase activity by as much as 60% at a concentration of 2 μM.