(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-amino-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid

• ChemBase ID: 128052
• Molecular Formular: C25H40N2O6S
• Molecular Mass: 496.6599
• Monoisotopic Mass: 496.26070801
• SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O
• Canonical SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=O)NCC(=O)O)N
• InChI: InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1
• InChIKey: YEESKJGWJFYOOK-IJHYULJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-amino-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• IUPAC Traditional name: leukotriene D4
• Synonyms: Leukotriene D4

Database IDs

• CAS Number: 73836-78-9
• PubChem SID: 162222368
• PubChem CID: 5280878
• CHEMBL: 288943
• MeSH Name: Leukotriene+D4
• Wikipedia Title: Leukotriene_D4

CALCULATED PROPERTIES

• Acid pKa: 3.2901797
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.29961765
• LogD (pH = 7.4): -2.1007082
• Log P: 0.76293856
• Molar Refractivity: 140.4232 cm^3
• Polarizability: 53.268963 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: true