16(R)-Hete

HCID 9548884

기본 정보

CAS: 183509-22-0
표준 SMILES: CCCC[C@@H](O)/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIKey: JEKNPVYFNMZRJG-STHMYGMFSA-N
분자식: C20H32O3
평균 분자량: 320.5 g/mol
단동위원소 질량: 320.23514488

개요

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.

이름 및 식별자

우선 이름: 16(R)-Hete
IUPAC: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
영어명: (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
분자식: C20H32O3
분자량: 320.47

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 4.8
극성 표면적: 57.5 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 3
회전 가능 결합 수: 14
무거운 원자 수: 23
형식 전하: 0
복잡도: 392

실험 및 물리화학적 성질

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

Physical DescriptionSolid

물리화학적 성질

끓는 점: 477.3 · 477.3±45.0 °C(Predicted)
밀도: 0.984 · 0.984±0.06 g/cm3(Predicted)
저장 조건: -20 °C · Store at -20°C
용해도: 0.1 M · 0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
산도 계수 (pKa): 4.75 · 4.75±0.10(Predicted)

화학 및 산업

약리 정보

Cellular LocationsExtracellular

Metabolite PathwaysAcetaminophen Action Pathway

응용 분야 · 1건

개요Electrolyte 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.