(5S,14R,15S)-5,14,15-trihydroxyicosa-6,8,10,12-tetraenoic acid

• ChemBase ID: 128071
• Molecular Formular: C20H32O5
• Molecular Mass: 352.46508
• Monoisotopic Mass: 352.22497412
• SMILES: O=C(O)CCC[C@H](O)/C=C/C=C/C=C/C=C[C@@H](O)[C@@H](O)CCCCC
• Canonical SMILES: CCCCC[C@@H]([C@@H](C=C/C=C/C=C/C=C/[C@H](CCCC(=O)O)O)O)O
• InChI: InChI=1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/t17-,18+,19-/m1/s1
• InChIKey: UXVRTOKOJOMENI-CEXWTWQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,14R,15S)-5,14,15-trihydroxyicosa-6,8,10,12-tetraenoic acid
• IUPAC Traditional name: (5S,14R,15S)-5,14,15-trihydroxyicosa-6,8,10,12-tetraenoic acid
• Synonyms: LXB4; Lipoxin

Database IDs

• CAS Number: 92950-25-9
• PubChem SID: 162222387
• PubChem CID: 5280915; 71308230
• CHEBI ID: 6499
• Chemspider ID: 4444430
• Wikipedia Title: Lipoxin

CALCULATED PROPERTIES

• Acid pKa: 4.6463447
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.140973
• LogD (pH = 7.4): 0.36350584
• Log P: 3.050645
• Molar Refractivity: 104.3465 cm^3
• Polarizability: 38.97005 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true