(3R,8S,9Z)-heptadeca-1,9-dien-4,6-diyne-3,8-diol

• ChemBase ID: 168858
• Molecular Formular: C17H24O2
• Molecular Mass: 260.37126
• Monoisotopic Mass: 260.17763001
• SMILES: [C@H](C#CC#C[C@@H](O)/C=C\CCCCCCC)(C=C)O
• Canonical SMILES: CCCCCCC/C=C\[C@@H](C#CC#C[C@@H](C=C)O)O
• InChI: InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16-,17+/m1/s1
• InChIKey: QWCNQXNAFCBLLV-YWALDVPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,8S,9Z)-heptadeca-1,9-dien-4,6-diyne-3,8-diol
• IUPAC Traditional name: falcalindiol
• Synonyms: (3R,8S,9Z)-1,9-Heptadecadiene-4,6-diyne-3,8-diol; (+)-(3R,8S)-Falcarindiol; (3R),(8S)-Falcarindiol; 3(R),8(S),9(Z)-Falcarindiol; (3R,8S)-Falcarindiol; 1,9-Heptadecadiene-4,6-diyne-3,8-diol; Falcarindiol

Database IDs

• CAS Number: 225110-25-8
• PubChem SID: 162262990
• PubChem CID: 5281148

CALCULATED PROPERTIES

• Acid pKa: 13.025444
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.3750896
• LogD (pH = 7.4): 4.3750887
• Log P: 4.3750896
• Molar Refractivity: 82.6257 cm^3
• Polarizability: 30.612877 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil

Product Information

• Purity: 97.0

DETAILS

Toronto Research Chemicals - F101080

Falcarindiol was isolated as an algicidal principle against the harmful red tide dinoflagellate, Heterocapsa circularisquama, from Notopterygii Rhizoma through bioassay-guided separation.To determine the ambiguous absolute structure of this active princip

REFERENCES

• Nitz, S., et al.: J. Agric. Food Chem., 38, 1445 (1990)
• Alamsjah, M., et al.: J. Appl. Phycol., 20, 713 (1990)