(5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5-hydroxyicosa-7,9,11,14-tetraenoic acid

• ChemBase ID: 128053
• Molecular Formular: C23H37NO5S
• Molecular Mass: 439.60858
• Monoisotopic Mass: 439.23924429
• SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SCC(C(=O)O)N
• Canonical SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SCC(C(=O)O)N
• InChI: InChI=1S/C23H37NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b7-6-,10-9-,12-11+,16-13+/t19?,20-,21+/m0/s1
• InChIKey: OTZRAYGBFWZKMX-MPWKMEBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6R,7E,9E,11Z,14Z)-6-[(2-amino-2-carboxyethyl)sulfanyl]-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• IUPAC Systematic name: (5S,6R,7E,9E,11Z,14Z)-6-(2-amino-2-carboxyethyl)sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• IUPAC Traditional name: leukotriene E4
• Synonyms: Leukotriene E4

Database IDs

• CAS Number: 75715-89-8
• PubChem SID: 162222369
• PubChem CID: 5280749
• CHEBI ID: 15650
• Chemspider ID: 4444402
• KEGG ID: C05952
• MeSH Name: Leukotriene+E4
• Wikipedia Title: Leukotriene_E4

CALCULATED PROPERTIES

• Acid pKa: 2.38513
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.0298574
• LogD (pH = 7.4): -0.7417159
• Log P: 2.0210793
• Molar Refractivity: 127.6197 cm^3
• Polarizability: 48.359455 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: true