(1S,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R,31S,33S,36R,38R,40R,42R,44R,46R,48R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-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]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol

• ChemBase ID: 165171
• Molecular Formular: C42H70O35
• Molecular Mass: 1134.9842
• Monoisotopic Mass: 1134.36976394
• SMILES: [C@H]12O[C@H]3[C@@H](C([C@H](OC3CO)O[C@H]3[C@@H](C([C@H](OC3CO)O[C@H]3[C@@H](C([C@H](OC3CO)O[C@H]3[C@@H](C([C@H](OC3CO)O[C@H]3[C@@H](C([C@H](OC3CO)O[C@H]3[C@@H](C([C@@H](OC3CO)O[C@H](C(O1)CO)[C@@H](C2O)O)O)O)O)O)O)O)O)O)O)O)O)O
• Canonical SMILES: OCC1O[C@@H]2O[C@@H]3C(CO)O[C@@H](C([C@H]3O)O)O[C@@H]3C(CO)O[C@@H](C([C@H]3O)O)O[C@@H]3C(CO)O[C@@H](C([C@H]3O)O)O[C@@H]3C(O[C@H](O[C@@H]4C(O[C@H](O[C@@H]5C(O[C@@H](O[C@H]1[C@@H](C2O)O)C(O)[C@H]5O)CO)C(O)[C@H]4O)CO)C(O)[C@H]3O)CO
• InChI: InChI=1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8?,9?,10?,11?,12?,13?,14?,15-,16-,17-,18-,19-,20-,21-,22?,23?,24?,25?,26?,27?,28?,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42+/m1/s1
• InChIKey: WHGYBXFWUBPSRW-HFZRAKFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R,31S,33S,36R,38R,40R,42R,44R,46R,48R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-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]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• IUPAC Traditional name: (1S,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R,31S,33S,36R,38R,40R,42R,44R,46R,48R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-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]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• Synonyms: Dextrin, β-cyclo; Dexy Pearl 100; Kleptose; Kleptose B; NSC 269471; NSC 314334; Rhodocap N; Rindex B; Ringdex B; Ringdex BL; Schardinger β-dextrin; β-Cycloamylose; β-Cycloheptaamylose; β-Dextrin; β-Cyclodextrin; BW 7; Betadex; CAVAMAX W7 Pharma; Cavamax W 7; Celdex B 100; Celdex B 100H; Celdex B 100z; Celdex N; Cibatex OC-CLD; Cyclodextrin Beta W 7M1.8; Cycloheptaglucan; Cycloheptaglucosan; Cyclomaltoheptaose

Database IDs

• CAS Number: 7585-39-9
• PubChem SID: 162259304
• PubChem CID: 71315066

CALCULATED PROPERTIES

• Acid pKa: 11.5122795
• H Acceptors: 35
• H Donor: 21
• LogD (pH = 5.5): -12.39585
• LogD (pH = 7.4): -12.395883
• Log P: -12.395849
• Molar Refractivity: 226.8931 cm^3
• Polarizability: 96.70118 Å^3
• Polar Surface Area: 554.05 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C987830

β-Cyclodextrin is a cyclic oligosaccharide produced from starch via enzymatic conversion. β-Cyclodextrin is commonly used to produce HPLC columns allowing chiral enantiomers separation.

REFERENCES

• Motoyama, A. et al.: J. Pharmac. Biomed. Anal., 28, 97 (2002)
• Nakamura, N. et al. Biotechnol. Bioeng., 19, 87 (2002)
• Riddle, L. A. et al.: J. Chrom. Sci., 45, 330 (2002)