(1R,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol

• ChemBase ID: 295477
• Molecular Formular: C36H60O30
• Molecular Mass: 972.8436
• Monoisotopic Mass: 972.31694052
• SMILES: C(C1[C@@H]2C(C([C@H](O1)O[C@@H]1C(O[C@@H](C(C1O)O)O[C@@H]1C(O[C@@H](C(C1O)O)O[C@H]1C(O[C@@H](C(C1O)O)O[C@@H]1C(O[C@@H](C(C1O)O)O[C@@H]1C(O[C@H](O2)C(C1O)O)CO)CO)CO)CO)CO)O)O)O
• Canonical SMILES: OCC1O[C@@H]2O[C@@H]3C(CO)O[C@@H](C(C3O)O)O[C@@H]3C(CO)O[C@@H](C(C3O)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]1C(C2O)O)C(O)C5O)CO)C(O)C4O)CO)C(C3O)O)CO
• InChI: InChI=1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7?,8?,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-/m1/s1
• InChIKey: HFHDHCJBZVLPGP-JCIXYECLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.2^3,^6.2^8,^1^1.2^1^3,^1^6.2^1^8,^2^1.2^2^3,^2^6]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• IUPAC Traditional name: (1R,3R,6S,8R,11S,13R,16S,18R,21S,23R,26S,28R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.2^3,^6.2^8,^1^1.2^1^3,^1^6.2^1^8,^2^1.2^2^3,^2^6]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• Synonyms: Schardinger alpha-dextrin; Cyclohexaamylose; alpha-Cyclodextrin hydrate; α-水合环糊精

Database IDs

• CAS Number: 10016-20-3
• EC Number: 233-007-4
• MDL Number: MFCD00150804
• Beilstein Number: 4227442
• Merck Index: 142718
• PubChem SID: 180681008
• PubChem CID: 6431876

CALCULATED PROPERTIES

• Acid pKa: 11.559623
• H Acceptors: 30
• H Donor: 18
• LogD (pH = 5.5): -10.625014
• LogD (pH = 7.4): -10.625044
• Log P: -10.625014
• Molar Refractivity: 194.4798 cm^3
• Polarizability: 82.88673 Å^3
• Polar Surface Area: 474.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 279°C dec.
• Optical Rotation: +136 (c=10 in water)

Safety Information

• RTECS: GU2292000
• TSCA Listed: 是

REFERENCES

• Cyclodextrins (whole issue), Chem. Rev., 98(5), 1741ff (1998).
• The structure of cyclodextrins allows them to form inclusion complexes with a wide variety of molecules. These can sometimes lead to enzyme-like specificity in reactions.