heptakis(pyridin-1-ium) [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36R,37R,39R,40S,41R,43R,44R,45R,46R,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecakis(acetyloxy)-10,15,20,25,30,35-hexakis[(sulfonatooxy)methyl]-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl sulfate

• ChemBase ID: 169866
• Molecular Formular: C105H133N7O70S7
• Molecular Mass: 2837.63942
• Monoisotopic Mass: 2835.51076769
• SMILES: [C@H]12O[C@H]3[C@@H]([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]3[C@H]([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]3C([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]3[C@@H]([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]3C([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]3[C@H]([C@H]([C@H](O[C@@H]3COS(=O)(=O)[O-])O[C@H]([C@H](O1)COS(=O)(=O)[O-])[C@H]([C@H]2OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C.c1c[nH+]ccc1.c1c[nH+]ccc1.c1c[nH+]ccc1.c1c[nH+]ccc1.c1c[nH+]ccc1.c1c[nH+]ccc1.c1c[nH+]ccc1
• Canonical SMILES: c1ccc[nH+]c1.c1ccc[nH+]c1.c1ccc[nH+]c1.c1ccc[nH+]c1.c1ccc[nH+]c1.c1ccc[nH+]c1.c1ccc[nH+]c1.CC(=O)OC1[C@@H]2O[C@H]3O[C@H](COS(=O)(=O)[O-])[C@H]([C@@H]([C@H]3OC(=O)C)OC(=O)C)O[C@H]3O[C@H](COS(=O)(=O)[O-])[C@H](C([C@H]3OC(=O)C)OC(=O)C)O[C@H]3O[C@H](COS(=O)(=O)[O-])[C@H]([C@H]([C@H]3OC(=O)C)OC(=O)C)O[C@H]3O[C@@H]([C@@H](O[C@H]4O[C@@H]([C@@H](O[C@H]5O[C@@H]([C@@H](O[C@H]([C@@H]1OC(=O)C)O[C@@H]2COS(=O)(=O)[O-])[C@@H](OC(=O)C)[C@H]5OC(=O)C)COS(=O)(=O)[O-])[C@@H](OC(=O)C)[C@H]4OC(=O)C)COS(=O)(=O)[O-])[C@H](OC(=O)C)[C@H]3OC(=O)C)COS(=O)(=O)[O-]
• InChI: InChI=1S/C70H98O70S7.7C5H5N/c1-22(71)113-50-43-36(15-106-141(85,86)87)127-64(57(50)120-29(8)78)135-44-37(16-107-142(88,89)90)129-66(59(122-31(10)80)51(44)114-23(2)72)137-46-39(18-109-144(94,95)96)131-68(61(124-33(12)82)53(46)116-25(4)74)139-48-41(20-111-146(100,101)102)133-70(63(126-35(14)84)55(48)118-27(6)76)140-49-42(21-112-147(103,104)105)132-69(62(125-34(13)83)56(49)119-28(7)77)138-47-40(19-110-145(97,98)99)130-67(60(123-32(11)81)54(47)117-26(5)75)136-45-38(17-108-143(91,92)93)128-65(134-43)58(121-30(9)79)52(45)115-24(3)73;7*1-2-4-6-5-3-1/h36-70H,15-21H2,1-14H3,(H,85,86,87)(H,88,89,90)(H,91,92,93)(H,94,95,96)(H,97,98,99)(H,100,101,102)(H,103,104,105);7*1-5H/t36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52?,53+,54+,55-,56?,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-;;;;;;;/m1......./s1
• InChIKey: IVDCRVFUMNZWDV-UPKJRIBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: heptakis(pyridin-1-ium) [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36R,37R,39R,40S,41R,43R,44R,45R,46R,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecakis(acetyloxy)-10,15,20,25,30,35-hexakis[(sulfonatooxy)methyl]-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2^3,^6.2^8,^1^1.2^1^3,^1^6.2^1^8,^2^1.2^2^3,^2^6.2^2^8,^3^1]nonatetracontan-5-yl]methyl sulfate
• IUPAC Traditional name: heptakis(pyridium) [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36R,37R,39R,40S,41R,43R,44R,45R,46R,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecakis(acetyloxy)-10,15,20,25,30,35-hexakis[(sulfonatooxy)methyl]-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2^3,^6.2^8,^1^1.2^1^3,^1^6.2^1^8,^2^1.2^2^3,^2^6.2^2^8,^3^1]nonatetracontan-5-yl]methyl sulfate
• Synonyms: 2A,2B,2C,2D,2E,2F,2G,3A,3B,3C,3D,3E,3F,3G-Tetradecaacetate 6A,6B,6C,6D,6E,6F,6G-Heptakis(hydrogen sulfate) β-Cyclodextrin Pyridium Salt; 6-O-Sulfo-β-cyclodextrin Tetradecaacetate Pyridium Salt; Heptakis(6-O-sulfo)-β-cyclodextrin Tetradecaacetate Heptapyridium Salt

Database IDs

• CAS Number: 196398-65-9
• PubChem SID: 162263998
• PubChem CID: 71317203

CALCULATED PROPERTIES

• Acid pKa: -2.8533418
• H Acceptors: 49
• H Donor: 0
• LogD (pH = 5.5): -22.469963
• LogD (pH = 7.4): -22.469984
• Log P: -5.8351936
• Molar Refractivity: 417.1048 cm^3
• Polarizability: 184.76012 Å^3
• Polar Surface Area: 962.43 Å^2
• Rotatable Bonds: 49
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - H281135

A β-Cyclodextrin derivative

REFERENCES

• Karginov, V., et al.: Bioorg. Med. Chem., 14, 33 (2006)