Leukotriene B4

HCID 5280492CAS 71160-24-2

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Grundinformationen

Standard-SMILES: CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)O
InChIKey: VNYSSYRCGWBHLG-AMOLWHMGSA-N
Summenformel: C20H32O4
Durchschnittliche Molmasse: 336,5 g/mol
Monoisotopische Masse: 336,2300595

Überblick

Leukotriene B4 is a leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents. It is a lipid mediator of inflammation that is generated from arachidonic acid via the 5-lipoxygenase pathway. It has a role as a vasoconstrictor agent, a mouse metabolite, a plant metabolite and a human metabolite. It is a hydroxy polyunsaturated fatty acid, a long-chain fatty acid, a leukotriene and a dihydroxy monocarboxylic acid. It is functionally related to an icosa-6,8,10,14-tetraenoic acid. It is a conjugate acid of a leukotriene B4(1-).

Namen und Bezeichner

Bevorzugter Name: Leukotriene B4
IUPAC: (5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
Englischer Name: Leukotriene B4
Summenformel: C20H32O4
Molmasse: 336.47

Namen und Synonyme

LEUKOTRIENE B4LTB471160-24-25,12-Hete(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acidLEUKOTRIENE_B41HGW4DR56D5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid5S,12R-diHETEDTXSID4037162CHEBI:15647(6z,8e,10e,14z)-(5s,12r)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate

Weitere Namen anzeigen

Leukotriene B?LTB4 (Leukotriene B4)VNYSSYRCGWBHLG-AMOLWHMGSA-NLeukotriene B4 MaxSpecStandardleukotriene B4 ethanol solutionLeukotriene B4 Lipid Maps MS StandardLeukotriene B - CAS 71160-24-2 - Calbiochem

Leukotriene B5,12 diHETELeukotriene B 4Leukotriene B-4B-4, LeukotrieneRefChem:1531495,12 HETEDTXCID401765891

Datenbank-Bezeichner

CAS: 71160-24-2
PubChem CID: 5280492
DTXSID: DTXSID4037162
ChEMBL: CHEMBL65061
ChEBI: CHEBI:15647
UNII: 1HGW4DR56D
Nikkaji: J240.041C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,1
Polarare Oberfläche (TPSA): 77,8 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 14
Schwere Atome: 24
Formalladung: 0
Komplexität: 421

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Biochemical Research

DrugsPharmaceuticals -> Listed in ZINC15

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Leukotrienes [FA0302]

Physical Description · 2 Einträge

Colorless liquid; [Fisher Scientific MSDS]

Solid

Collision Cross Section · 3 Einträge

185.3 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

187.44 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

186.8 Å² [M-H]-

Physikochemische Eigenschaften

Siedepunkt: 536.4 · 536.4±50.0 °C(Predicted)
Dichte: 1.04 · 1.040±0.06 g/cm3(Predicted)
Flammpunkt: 14 °C · 14 °C
storage temp.: -20 °C · -20°C
Löslichkeit: Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 50μg/ml)
Aggregatzustand: Clear oil
pka: 4.66 · 4.66±0.10(Predicted)
Farbe: Colorless to light yellow
InChIKey: VNYSSYRCGWBHLG-AMOLWHMGSA-N
SMILES: CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O
CAS Datenbank: 71160 · 71160-24-2(CAS DataBase Reference)

Sicherheit und Regulatorisches

Gefahrenhinweise

Hazards SummaryAn irritant; Inhalation of high concentrations may cause bronchospasm and delayed pulmonary edema; [Fisher Scientific MSDS]

Toxikologische Informationen

Adverse EffectsToxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Sicherheitsdaten

wgk: 1
ridadr: UN 1170 3/PG 2
risk_code: 11
hazard_code: F
safety_code: 7-16
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Eye Irrit. 2Flam. Liq. 2

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsEpidermis

Cellular LocationsCytoplasm

Metabolite PathwaysAcetaminophen Action Pathway

Verwendung und Herstellung

Uses · 1 Eintrag

Leukotrienes are metabolites of arachidonic acid that are chemically related to prostaglandins and thromboxanes; They are potent bronchoconstrictors that serve an important role in immediate hypersensitivity reactions; [Merck Index] The major metabolite in neutrophil polymorphonuclear leukocytes. It stimulates polymorphonuclear cell function (degranulation, formation of oxygen-centered free radicals, arachidonic acid release, and metabolism). (From Dictionary of Prostaglandins and Related Compounds, 1990) [ChemIDplus]