(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid

• ChemBase ID: 132617
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: CCCCC/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O
• Canonical SMILES: CCCCC/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O
• InChI: InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1
• InChIKey: VNYSSYRCGWBHLG-AMOLWHMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
• IUPAC Traditional name: leukotriene B4
• Synonyms: [5S,12R]-Dihydroxy-[6Z,8E,10E,14Z]-eicosatetraenoic acid; Leukotriene B4

Database IDs

• CAS Number: 71160-24-2
• MDL Number: MFCD00135630
• PubChem SID: 24896256; 162226894
• PubChem CID: 5280492

CALCULATED PROPERTIES

• Acid pKa: 4.646345
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.2158768
• LogD (pH = 7.4): 1.4384097
• Log P: 4.125549
• Molar Refractivity: 102.985 cm^3
• Polarizability: 38.347828 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 14 °C; 57 °F

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... LTB4R(1241)rat ... Ltb4r(59264)

Product Information

• Purity: ≥97%
• Concentration: ~100 μg/mL in ethanol
• Shipped in: dry ice

DETAILS

Sigma Aldrich - L0517

Biochem/physiol Actions
Proinflammatory agent. Stimulates c-Fos and c-Jun proto-oncogene transcription in human monocytes. Stimulates chemotaxis, aggregation, and degranulation of polymorphonuclear leukocytes.
包装
Data sheet which accompanies each product includes special handling instructions. Except where noted, method for hydrolysis of methyl esters is also described.