(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38R,39R,41R,42S,43R,45R,46R,47R,48R,49R)-37,38,39,40,41,42,43,44,45,46,47,48,49-tridecakis(acetyloxy)-5,10,15,20,25,30,35-heptakis({[(tert-butyldimethylsilyl)oxy]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-36-yl acetate

• ChemBase ID: 169860
• Molecular Formular: C112H196O49Si7
• Molecular Mass: 2523.32374
• Monoisotopic Mass: 2521.12300838
• SMILES: [C@H]12O[C@H]3[C@@H]([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]3C([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]3[C@@H]([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]3C([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]3[C@H]([C@@H]([C@H](O[C@H]3CO[Si](C)(C)C(C)(C)C)O[C@H]([C@@H](O1)CO[Si](C)(C)C(C)(C)C)[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
• Canonical SMILES: CC(=O)OC1[C@@H]2O[C@H]3O[C@@H](CO[Si](C(C)(C)C)(C)C)[C@H]([C@@H]([C@@H]3OC(=O)C)OC(=O)C)O[C@H]3O[C@@H](CO[Si](C(C)(C)C)(C)C)[C@H](C([C@@H]3OC(=O)C)OC(=O)C)O[C@H]3O[C@@H](CO[Si](C(C)(C)C)(C)C)[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]2CO[Si](C(C)(C)C)(C)C)[C@@H](OC(=O)C)[C@@H]5OC(=O)C)CO[Si](C(C)(C)C)(C)C)[C@@H](OC(=O)C)[C@@H]4OC(=O)C)CO[Si](C(C)(C)C)(C)C)[C@H](OC(=O)C)[C@@H]3OC(=O)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C112H196O49Si7/c1-57(113)134-85-78-71(50-127-162(36,37)106(15,16)17)148-99(92(85)141-64(8)120)156-79-72(51-128-163(38,39)107(18,19)20)150-101(94(143-66(10)122)86(79)135-58(2)114)158-81-74(53-130-165(42,43)109(24,25)26)152-103(96(145-68(12)124)88(81)137-60(4)116)160-83-76(55-132-167(46,47)111(30,31)32)154-105(98(147-70(14)126)90(83)139-62(6)118)161-84-77(56-133-168(48,49)112(33,34)35)153-104(97(146-69(13)125)91(84)140-63(7)119)159-82-75(54-131-166(44,45)110(27,28)29)151-102(95(144-67(11)123)89(82)138-61(5)117)157-80-73(52-129-164(40,41)108(21,22)23)149-100(155-78)93(142-65(9)121)87(80)136-59(3)115/h71-105H,50-56H2,1-49H3/t71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87?,88+,89+,90-,91?,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-/m1/s1
• InChIKey: BDKOXGFFUPKZPF-HGFIUETFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38R,39R,41R,42S,43R,45R,46R,47R,48R,49R)-37,38,39,40,41,42,43,44,45,46,47,48,49-tridecakis(acetyloxy)-5,10,15,20,25,30,35-heptakis({[(tert-butyldimethylsilyl)oxy]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-36-yl acetate
• IUPAC Traditional name: (1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38R,39R,41R,42S,43R,45R,46R,47R,48R,49R)-37,38,39,40,41,42,43,44,45,46,47,48,49-tridecakis(acetyloxy)-5,10,15,20,25,30,35-heptakis({[(tert-butyldimethylsilyl)oxy]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-36-yl acetate
• Synonyms: 6A,6B,6C,6D,6E,6F,6G-Heptakis-O-[(1,1-dimethylethyl)dimethylsilyl]-β-cyclodextrin 2A,2B,2C,2D,2E,2F,2G,3A,3B,3C,3D,3E,3F,3G-Tetradecaacetate; Heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-acetyl)-β-cyclodextrin; Hydrodex β-TBDAc; Heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin Tetradecaacetate

Database IDs

• CAS Number: 123172-94-1
• PubChem SID: 162263992
• PubChem CID: 71317195

CALCULATED PROPERTIES

• H Acceptors: 35
• H Donor: 0
• LogD (pH = 5.5): 11.235
• LogD (pH = 7.4): 11.235
• Log P: 11.235
• Molar Refractivity: 563.9508 cm^3
• Polarizability: 247.96399 Å^3
• Polar Surface Area: 562.03 Å^2
• Rotatable Bonds: 56
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol

DETAILS

Toronto Research Chemicals - H281090

Compound used as stationary phase in HPLC columns to separate E and Z isomers

REFERENCES

• Kasai, H., et al.: Chem. Pharm. Bull., 52, 311 (2004)