(5Z,8R,9R,10E,12S)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

• ChemBase ID: 128060
• Molecular Formular: C20H32O5
• Molecular Mass: 352.46508
• Monoisotopic Mass: 352.22497412
• SMILES: CCCCC[C@@H](/C=C/[C@H]([C@@H](C/C=C\CCCC(=O)O)C=O)C(=O)C)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]([C@@H](C/C=C\CCCC(=O)O)C=O)C(=O)C)O
• InChI: InChI=1S/C20H32O5/c1-3-4-7-11-18(23)13-14-19(16(2)22)17(15-21)10-8-5-6-9-12-20(24)25/h5,8,13-15,17-19,23H,3-4,6-7,9-12H2,1-2H3,(H,24,25)/b8-5-,14-13+/t17-,18-,19-/m0/s1
• InChIKey: MLLWPVVMXGUOHD-QNUMDXCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,8R,9R,10E,12S)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid
• IUPAC Traditional name: levuglandin D2
• Synonyms: Levuglandin

Database IDs

• CAS Number: 91712-44-6
• PubChem SID: 162222376
• PubChem CID: 9548876
• KEGG ID: C13808
• Wikipedia Title: Levuglandin

CALCULATED PROPERTIES

• Acid pKa: 4.5060806
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3283904
• LogD (pH = 7.4): 0.5589373
• Log P: 3.3629954
• Molar Refractivity: 100.5388 cm^3
• Polarizability: 38.366905 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true