8-hydroxy-10-[3-(oct-2-en-1-yl)oxiran-2-yl]deca-5,9-dienoic acid

• ChemBase ID: 127659
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: CCCCC/C=C/CC1C(O1)/C=C/C(C/C=C/CCCC(=O)O)O
• Canonical SMILES: CCCCC/C=C/CC1OC1/C=C/C(C/C=C/CCCC(=O)O)O
• InChI: InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)
• InChIKey: SGTUOBURCVMACZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-10-[3-(oct-2-en-1-yl)oxiran-2-yl]deca-5,9-dienoic acid
• IUPAC Traditional name: hepoxilin
• Synonyms: HXA3; Hepoxilin

Database IDs

• CAS Number: 94161-11-2
• PubChem SID: 162221977
• PubChem CID: 5353666
• Wikipedia Title: Hepoxilin

CALCULATED PROPERTIES

• Acid pKa: 4.6769004
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6912203
• LogD (pH = 7.4): 1.9133762
• Log P: 4.5742702
• Molar Refractivity: 99.7198 cm^3
• Polarizability: 37.93261 Å^3
• Polar Surface Area: 70.06 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true