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 hydrate

• ChemBase ID: 295327
• Molecular Formular: C42H72O36
• Molecular Mass: 1152.99948
• Monoisotopic Mass: 1152.38032862
• SMILES: C(C1C2C(C(C(O1)OC1C(OC(C(C1O)O)OC1C(OC(C(C1O)O)OC1C(OC(C(C1O)O)OC1C(OC(C(C1O)O)OC1C(OC(C(C1O)O)OC1C(OC(O2)C(C1O)O)CO)CO)CO)CO)CO)CO)O)O)O.O
• Canonical SMILES: OCC1OC2OC3C(CO)OC(C(C3O)O)OC3C(CO)OC(C(C3O)O)OC3C(CO)OC(C(C3O)O)OC3C(OC(OC4C(OC(OC5C(OC(OC1C(C2O)O)C(O)C5O)CO)C(O)C4O)CO)C(O)C3O)CO.O
• InChI: InChI=1S/C42H70O35.H2O/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;1H2
• InChIKey: JNSAKCOAFBFODP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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 hydrate
• IUPAC Traditional name: cyclo-hepta-amylose hydrate
• Synonyms: Schardinger beta-dextrin; Cycloheptaamylose; beta-Cyclodextrin hydrate; β-环糊精,水合物

Database IDs

• CAS Number: 68168-23-0
• EC Number: 231-493-2
• MDL Number: MFCD00150811
• Beilstein Number: 5915513
• Merck Index: 142718
• PubChem SID: 180680858
• PubChem CID: 18176098

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

PROPERTIES

Physical Property

• Melting Point: 288°C dec.
• Optical Rotation: +142 (c=1.5 in water)

Safety Information

• RTECS: GU2293000
• TSCA Listed: 是

REFERENCES

• Has been used to influence regioselectivity in Diels-Alder reactions: J. Chem. Soc., Chem. Commun., 971 (1995); for reaction scheme, see 2,6-Dimethyl-p-benzoquinone, A11342. Encapsulation of aniline and N-substituted anilines allows regioselective bromination: Tetrahedron, 52, 3487 (1996). Catalyzes the Boc protection of amines with Di-tert-butyl dicarbonate, A14708 under neutral, aqueous conditions: Synlett, 1110 (2006).
• For a brief of uses as a supramolecular catayst in organic synthesis, see: Synlett, 175 (2007).