potassium (5Z)-7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoate

• ChemBase ID: 178595
• Molecular Formular: C20H31KO5
• Molecular Mass: 390.55544
• Monoisotopic Mass: 390.18085577
• SMILES: [C@@H]1(C/C=C\CCCC(=O)[O-])[C@@H](/C=C/[C@H](CCCCC)O)O[C@@H]2O[C@H]1C2.[K+]
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1O[C@H]2C[C@@H]([C@@H]1C/C=C\CCCC(=O)[O-])O2)O.[K+]
• InChI: InChI=1S/C20H32O5.K/c1-2-3-6-9-15(21)12-13-17-16(18-14-20(24-17)25-18)10-7-4-5-8-11-19(22)23;/h4,7,12-13,15-18,20-21H,2-3,5-6,8-11,14H2,1H3,(H,22,23);/q;+1/p-1/b7-4-,13-12+;/t15-,16+,17+,18-,20+;/m0./s1
• InChIKey: FLQDUCSUDZWQQM-SFFQMIBFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (5Z)-7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoate
• IUPAC Traditional name: potassium thromboxane A2(1-)
• Synonyms: (5Z,9α,11α,13E,15S)-9,11-epoxy-15-Hydroxythromboxa-5,13-dien-1-oic Acid Monopotassium Salt; TXA2 Potassium Salt; (5Z)-7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2,6-dioxabicyclo[3.1.1]hept-4-yl]-5-heptenoic Acid Potassium Salt; Thromboxane A2 Potassium Salt

Database IDs

• CAS Number: 98509-73-0
• PubChem SID: 164234505
• PubChem CID: 71752547

CALCULATED PROPERTIES

• Acid pKa: 4.273003
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.834834
• LogD (pH = 7.4): 1.1022056
• Log P: 4.084688
• Molar Refractivity: 108.5114 cm^3
• Polarizability: 38.041138 Å^3
• Polar Surface Area: 78.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T405590

A thromboxane derivative that acts as a potent proaggregatory and vasoconstrictor substance. It stimulates activation of new platelets as well as increases platelet aggregation. TXA2 biosynthesis is persistently enhanced in association with several cardio

REFERENCES

• Patrono, C. et al.: Lipid. Mediat. Health Dis., 111 (1994)
• Niccoli, G. et al.: Eur. Heart J., 29, 1843 (1994)
• Vanhoutte, P.M. et al.: Clin. Pharmacol. Therap., 86, 212 (1994)