16(R)-Hete

HCID 9548884CAS 183509-22-0

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Grundinformationen

Standard-SMILES: CCCC[C@@H](O)/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIKey: JEKNPVYFNMZRJG-STHMYGMFSA-N
Summenformel: C20H32O3
Durchschnittliche Molmasse: 320,5 g/mol
Monoisotopische Masse: 320,23514488

Überblick

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.

Namen und Bezeichner

Bevorzugter Name: 16(R)-Hete
IUPAC: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
Englischer Name: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
Summenformel: C20H32O3
Molmasse: 320.47

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,8
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 14
Schwere Atome: 23
Formalladung: 0
Komplexität: 392

Experimentelle und physikochemische Eigenschaften

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

Physical DescriptionSolid

Physikochemische Eigenschaften

Siedepunkt: 477.3 · 477.3±45.0 °C(Predicted)
Dichte: 0.984 · 0.984±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Store at -20°C
Löslichkeit: 0.1 M · 0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
pka: 4.75 · 4.75±0.10(Predicted)

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Metabolite PathwaysAcetaminophen Action Pathway

Anwendungen · 1 Eintrag

BeschreibungElectrolyte 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.