3,8,15,20-tetraoxatricyclo[20.2.2.210,13]octacosa-1(24),10,12,22,25,27-hexaene-2,9,14,21-tetrone

• ChemBase ID: 176432
• Molecular Formular: C24H24O8
• Molecular Mass: 440.44256
• Monoisotopic Mass: 440.14711773
• SMILES: C1(=O)OCCCCOC(=O)c2ccc(cc2)C(=O)OCCCCOC(=O)c2ccc1cc2
• Canonical SMILES: O=C1OCCCCOC(=O)c2ccc(cc2)C(=O)OCCCCOC(=O)c2ccc1cc2
• InChI: InChI=1S/C24H24O8/c25-21-17-5-7-19(8-6-17)23(27)31-15-3-4-16-32-24(28)20-11-9-18(10-12-20)22(26)30-14-2-1-13-29-21/h5-12H,1-4,13-16H2
• InChIKey: SFNCDJVWOAZMFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,8,15,20-tetraoxatricyclo[20.2.2.2^1^0,^1^3]octacosa-1(24),10,12,22,25,27-hexaene-2,9,14,21-tetrone
• IUPAC Traditional name: 3,8,15,20-tetraoxatricyclo[20.2.2.2^1^0,^1^3]octacosa-1(24),10,12,22,25,27-hexaene-2,9,14,21-tetrone
• Synonyms: 3,8,15,20-Tetraoxatricyclo[20.2.2.210,13]octacosa-10,12,22,24,25,27-hexaene-2,9,14,21-tetrone; 1,4-Butanediol-terephthaloyl Chloride Cyclic Dimer; Pharacin; PBT Cyclic Dimer; Cyclobis(1,4-butylene terephthalate); Pharacine

Database IDs

• CAS Number: 63440-93-7
• PubChem SID: 164232342
• PubChem CID: 10455912

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.7719946
• LogD (pH = 7.4): 4.7719946
• Log P: 4.7719946
• Molar Refractivity: 115.2992 cm^3
• Polarizability: 44.30813 Å^3
• Polar Surface Area: 105.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P294550

Pharacine is a natural p-cyclophane from the bacterial strain Cytophaga sp. AM13.1. Pharacine is a poly(butylene terephthalate) dimer.

REFERENCES

• Shaaban, M. et al.: J. Nat. Prod., 65, 1660 (2002)
• East, G.C. et al.: Polymer, 23, 323 (2002)