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

• ChemBase ID: 169861
• Molecular Formular: C56H98O35
• Molecular Mass: 1331.35632
• Monoisotopic Mass: 1330.58886484
• SMILES: [C@H]12O[C@H]3[C@@H]([C@@H]([C@H](O[C@H]3CO)O[C@H]3[C@H]([C@@H]([C@H](O[C@H]3CO)O[C@H]3[C@@H]([C@@H]([C@H](O[C@H]3CO)O[C@H]3[C@@H]([C@@H]([C@H](O[C@H]3CO)O[C@H]3C([C@@H]([C@H](O[C@H]3CO)O[C@H]3[C@H]([C@@H]([C@H](O[C@H]3CO)O[C@H]([C@@H](O1)CO)[C@H]([C@@H]2OC)OC)OC)OC)OC)OC)OC)OC)OC)OC)OC)OC)OC)OC
• Canonical SMILES: CO[C@@H]1[C@@H]2O[C@H]([C@H](C1OC)O[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1OC)OC)O[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1OC)OC)O[C@H]1O[C@@H](CO)[C@H]([C@H]([C@@H]1OC)OC)O[C@H]1O[C@H]([C@@H](O[C@H]3O[C@H]([C@@H](O[C@H]4O[C@H]([C@@H](O2)[C@@H](OC)[C@@H]4OC)CO)[C@@H](OC)[C@@H]3OC)CO)[C@H](OC)[C@@H]1OC)CO)CO
• InChI: InChI=1S/C56H98O35/c1-64-36-29-22(15-57)78-50(43(36)71-8)86-30-23(16-58)80-52(45(73-10)37(30)65-2)88-32-25(18-60)82-54(47(75-12)39(32)67-4)90-34-27(20-62)84-56(49(77-14)41(34)69-6)91-35-28(21-63)83-55(48(76-13)42(35)70-7)89-33-26(19-61)81-53(46(74-11)40(33)68-5)87-31-24(17-59)79-51(85-29)44(72-9)38(31)66-3/h22-63H,15-21H2,1-14H3/t22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38?,39+,40+,41-,42+,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m1/s1
• InChIKey: RKASCZVTBITFFN-XIINBPJDSA-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,36R,37R,38S,39R,40S,41R,43R,44R,45R,46R,47R,48S,49R)-10,15,20,25,30,35-hexakis(hydroxymethyl)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-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]methanol
• IUPAC Traditional name: [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36R,37R,38S,39R,40S,41R,43R,44R,45R,46R,47R,48S,49R)-10,15,20,25,30,35-hexakis(hydroxymethyl)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-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]methanol
• Synonyms: Heptakis(2,3-di-O-methyl)-β-cyclodextrin; 2,3-Dimethyl-β-cyclodextrin; Heptakis(2,3-dimethyl)-β-cyclodextrin

Database IDs

• CAS Number: 123155-05-5
• PubChem SID: 162263993
• PubChem CID: 71317196

CALCULATED PROPERTIES

• Acid pKa: 13.737472
• H Acceptors: 35
• H Donor: 7
• LogD (pH = 5.5): -3.3920784
• LogD (pH = 7.4): -3.3920786
• Log P: -3.3920784
• Molar Refractivity: 293.4099 cm^3
• Polarizability: 122.88732 Å^3
• Polar Surface Area: 400.05 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 220-228°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H281095

β-Cyclodextrin derivative which removed cholesterol from cells, reducing its toxicity.

REFERENCES

• Araki, T., et al.: Anal. Sci., 16, 421 (2000)
• Kiss, T., et al.: Eur. J. Pharm. Sci., 40, 376 (2000)