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

• ChemBase ID: 152587
• Molecular Formular: C56H98O35
• Molecular Mass: 1331.35632
• Monoisotopic Mass: 1330.58886484
• SMILES: COC[C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)OC)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)OC)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)OC)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)OC)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)OC)O[C@@H]1[C@H](O[C@H](O2)[C@@H]([C@H]1O)OC)COC)COC)COC)COC)COC)COC)OC)O
• Canonical SMILES: COC[C@H]1O[C@@H]2O[C@@H]3[C@@H](COC)O[C@@H]([C@@H]([C@H]3O)OC)O[C@@H]3[C@@H](COC)O[C@@H]([C@@H]([C@H]3O)OC)O[C@@H]3[C@@H](COC)O[C@@H]([C@@H]([C@H]3O)OC)O[C@@H]3[C@H](O[C@H](O[C@@H]4[C@H](O[C@H](O[C@@H]5[C@H](O[C@H](O[C@H]1[C@@H]([C@H]2OC)O)[C@H](OC)[C@H]5O)COC)[C@H](OC)[C@H]4O)COC)[C@H](OC)[C@H]3O)COC
• InChI: InChI=1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/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: QGKBSGBYSPTPKJ-UZMKXNTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-37,39,41,43,45,47,49-heptamethoxy-5,10,15,20,25,30,35-heptakis(methoxymethyl)-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-36,38,40,42,44,46,48-heptol
• IUPAC Traditional name: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-37,39,41,43,45,47,49-heptamethoxy-5,10,15,20,25,30,35-heptakis(methoxymethyl)-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-36,38,40,42,44,46,48-heptol
• Synonyms: 2,6-Di-O-methyl-β-cyclodextrin; Dimethyl β-cyclodextrin; Heptakis(2,6-di-O-methyl)-β-cyclodextrin; 2,6-二-O-甲基-β-环糊精; 二甲基 β-环糊精; 七(2,6-二-O-甲基)-β-环糊精

Database IDs

• CAS Number: 51166-71-3
• MDL Number: MFCD00011616
• Beilstein Number: 1679144
• PubChem SID: 24864792; 162246732; 24895404
• PubChem CID: 10171019

CALCULATED PROPERTIES

• Acid pKa: 12.118748
• H Acceptors: 35
• H Donor: 7
• LogD (pH = 5.5): -3.3920786
• LogD (pH = 7.4): -3.3920867
• 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: H2O: soluble
• Optical Rotation: [α]20/D +158±3°, c = 10% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Grade: purum
• Impurities: ≤3% water
• Extent of Labeling: ~14 substitution methyl groups/cyclodextrine ring (NMR)
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C56H98O35

DETAILS

Sigma Aldrich - H0513

Quality
Impurities are over-methylated homologs, primarily hexakis(2,6-di-O-methyl)-(2,3,6-tri-O-methyl)-β-cyclodextrin.
Application
Reactant involved in:
• Physicochemical studies of inclusion complexes1
• Probing diffusion and single molecule interactions with reconstituted membrane proteins2
• Interactions with micelles causing micellar rupture3
• Studying cellular transport, used as a cell penetration enhancer4
• Physicochemical and biopharmaceutical improvement of drugs5 particularly with solubilization and stability6
• Interactions with cholesterol7

Sigma Aldrich - 39915

Other Notes
Complexes are more soluble in aqueous solution than the corresponding complexes of β-cyclodextrin8; Stimulation of fatty acid synthesis9
Packaging
1 g in glass bottle
Application
Reactant involved in:
• Physicochemical studies of inclusion complexes1
• Probing diffusion and single molecule interactions with reconstituted membrane proteins2
• Interactions with micelles causing micellar rupture3
• Studying cellular transport, used as a cell penetration enhancer4
• Physicochemical and biopharmaceutical improvement of drugs5 particularly with solubilization and stability6
• Interactions with cholesterol7

Sigma Aldrich - 73264

Application
Reactant involved in:
• Physicochemical studies of inclusion complexes1
• Probing diffusion and single molecule interactions with reconstituted membrane proteins2
• Interactions with micelles causing micellar rupture3
• Studying cellular transport, used as a cell penetration enhancer4
• Physicochemical and biopharmaceutical improvement of drugs5 particularly with solubilization and stability6
• Interactions with cholesterol7