(8E,10E,12E,14R)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol

• ChemBase ID: 126593
• Molecular Formular: C17H22O2
• Molecular Mass: 258.35538
• Monoisotopic Mass: 258.16197994
• SMILES: CCC[C@@H](O)/C=C/C=C/C=C/C#CC#CCCCO
• Canonical SMILES: CCC[C@H](/C=C/C=C/C=C/C#CC#CCCCO)O
• InChI: InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,17-19H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+/t17-/m1/s1
• InChIKey: FQVNSJQTSOVRKZ-JNRDBWBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8E,10E,12E,14R)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol
• IUPAC Traditional name: cicutoxin
• Synonyms: Cicutoxin; Cicutoxin

Database IDs

• CAS Number: 505-75-9
• PubChem SID: 162220923
• PubChem CID: 25265910
• CHEMBL: 140367
• Chemspider ID: 23215724
• Wikipedia Title: Cicutoxin

CALCULATED PROPERTIES

• Acid pKa: 16.452408
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.4375517
• LogD (pH = 7.4): 3.437552
• Log P: 3.437552
• Molar Refractivity: 85.536 cm^3
• Polarizability: 30.37575 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 54 °C (prisms from ether & petroleum ether)67 °C (crystals from ether & petroleum ether)
• Boiling Point: Decomposes above 35 °C
• Density: 1.025 g/mL