(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-5,10,15,20,25,30,35,40-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol

• ChemBase ID: 132494
• Molecular Formular: C48H80O40
• Molecular Mass: 1297.1248
• Monoisotopic Mass: 1296.42258736
• SMILES: C([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)O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1[C@H](O[C@H](O2)[C@@H]([C@H]1O)O)CO)CO)CO)CO)CO)CO)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3[C@@H](CO)O[C@@H]([C@@H]([C@H]3O)O)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]6[C@H](O[C@H](O[C@H]1[C@@H]([C@H]2O)O)[C@H](O)[C@H]6O)CO)[C@H](O)[C@H]5O)CO)[C@H](O)[C@H]4O)CO)[C@@H]([C@H]3O)O)CO
• InChI: InChI=1S/C48H80O40/c49-1-9-33-17(57)25(65)41(73-9)82-34-10(2-50)75-43(27(67)19(34)59)84-36-12(4-52)77-45(29(69)21(36)61)86-38-14(6-54)79-47(31(71)23(38)63)88-40-16(8-56)80-48(32(72)24(40)64)87-39-15(7-55)78-46(30(70)22(39)62)85-37-13(5-53)76-44(28(68)20(37)60)83-35-11(3-51)74-42(81-33)26(66)18(35)58/h9-72H,1-8H2/t9-,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-,43-,44-,45-,46-,47-,48-/m1/s1
• InChIKey: GDSRMADSINPKSL-HSEONFRVSA-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,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-5,10,15,20,25,30,35,40-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.2^3,^6.2^8,^1^1.2^1^3,^1^6.2^1^8,^2^1.2^2^3,^2^6.2^2^8,^3^1.2^3^3,^3^6]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol
• IUPAC Traditional name: gamma-cyclodextrin
• Synonyms: Schardinger γ-Dextrin; γ-Cyclodextrin; gamma-Cyclodextrin; Cavamax® W8; Cyclomaltooctaose; Cyclooctaamylose; Schardinger gamma-dextrin; gamma-Cyclodextrin hydrate; 环八淀粉; 环麦芽八糖; γ-环糊精; γ-环糊精水合物

Database IDs

• CAS Number: 91464-90-3; 17465-86-0
• EC Number: 241-482-4
• MDL Number: MFCD00149574; MFCD00009595
• Beilstein Number: 5725162; 78740
• Merck Index: 142718
• PubChem SID: 24892741; 24857265; 24892736; 162226771
• PubChem CID: 5287407

CALCULATED PROPERTIES

• Acid pKa: 11.469594
• H Acceptors: 40
• H Donor: 24
• LogD (pH = 5.5): -14.166686
• LogD (pH = 7.4): -14.166722
• Log P: -14.166685
• Molar Refractivity: 259.3064 cm^3
• Polarizability: 110.51563 Å^3
• Polar Surface Area: 633.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 1 M NaOH: soluble25 mg/mL, clear to slightly hazy; 1 M NH4OH: soluble50 mg/mL
• Apperance: powder
• Melting Point: ≥300 °C; ca 267°C dec.
• Flash Point: 450 °C; 842 °F
• Optical Rotation: [α]20/D +181±5°, c = 1% in H2O (dry matter); +177 (c=1 in water) on dry basis

Safety Information

• German water hazard class: 2
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90.0% cyclodextrin basis (HPLC); ≥98%; ≥98.0% (HPLC)
• Grade: produced by Wacker; purum
• Suitability: suitable for cell culture
• Loss on Drying: ≤11.0% loss on drying
• Empirical Formula (Hill Notation): C48H80O40

DETAILS

Sigma Aldrich - C4930

Application
A molecule used to solublize non-polar molecules such a cholesterol for use in cell culture.

Sigma Aldrich - 779431

Legal Information
Cavamax is a registered trademark of Wacker Chemie AG
Cavasol is a registered trademark of Wacker Chemie AG

Sigma Aldrich - 28708

Other Notes
Host molecule forming water-soluble complexes with various compounds1,2,3,4

REFERENCES

• For general reviews on cyclodextrins see ɑ-cyclodextrin.