Cucurbit[6]uril hydrate - ≥97% , CAS No.80262-44-8

CAS: 80262-44-8 Cat. No.: C131548 Molecular Weight: 996.82 (anhydrous basis) Beilstein Registry Number: 4933186 EC Number: 805-571-7

GRADE & PURITY ≥97%

Synonyms

SCHEMBL16272338 | DTXSID101317823 | SCHEMBL13527759 | CHEBI:51432 | Cucurbit[6]uril (CB[6]) hydrate, 99% | Cucurbit[n]uril b | 3,5,8,10,13,15,18,20,23,25,28,30,31,33,35,37,41,43,45,47,49,51,53,55-tetracosazanonadecacyclo[25.3.3.36,7.311,12.316,17.321,22.2

Storage

Room temperature

Shipped In

Normal

Overview

Cucurbit[6]uril hydrate is a compound that forms cavitands for host-guest complexation. Cavitands formed with Cucurbit[6]uril have been described to host small molecules, transition metals and lanthanides, and intercalating Pt(II) complexes. Cucurbit[6]uril is also described to increase the cytotoxicity of some Pt(II)-based intercalators, and as Cucurbit[n]uril (n = 6, 7, 8) compounds were further shown to prevent metal complex degradation by glutathione, they have been indicated as potential drug delivery cavitands of interest. Cucurbit[6]uril has also been described to form highly symmetric columnar channels as hydrate crystals.
A host molecule forming host-guest complexes

Specifications

Synonyms

SCHEMBL16272338 | DTXSID101317823 | SCHEMBL13527759 | CHEBI:51432 | Cucurbit[6]uril (CB[6]) hydrate, 99% | Cucurbit[n]uril b | 3, 5, 8, 10, 13, 15, 18, 20, 23, 25, 28, 30, 31, 33, 35, 37, 41, 43, 45, 47, 49, 51, 53, 55-tetracosazanonadecacyclo[25.3.3.36, 7.311, 12.316, 17.321, 22.2

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1N2C3C4N(C2=O)CN5C6C7N(C5=O)CN8C9C2N(C8=O)CN5C8C%10N(C5=O)CN5C%11C%12N(C5=O)CN5C%13C(N1C5=O)N1CN3C(=O)N4CN6C(=O)N7CN9C(=O)N2CN8C(=O)N%10CN%11C(=O)N%12CN%13C1=O
• IUPAC Name: 3,5,8,10,13,15,18,20,23,25,28,30,31,33,35,37,41,43,45,47,49,51,53,55-tetracosazanonadecacyclo[25.3.3.36,7.311,12.316,17.321,22.22,31.226,33.13,30.15,8.110,13.115,18.120,23.125,28.135,41.137,55.143,45.147,49.151,53]hexacontane-34,36,38,39,40,42,44,46,48,50,52,54-dodecone
• InChIKey: MSBXTPRURXJCPF-UHFFFAOYSA-N
• INCHI: 1S/C36H36N24O12/c61-25-37-1-38-14-16-42(26(38)62)4-46-18-20-50(30(46)66)8-54-22-24-58(34(54)70)11-57-23-21-53(33(57)69)7-49-19-17-45(29(49)65)3-41(25)15-13(37)39-2-40(14)28(64)44(16)6-48(18)32(68)52(20)10-56(22)36(72)60(24)12-59(23)35(71)55(21)9-51(19)31(67)47(17)5-43(15)27(39)63/h13-24H,1-12H2
• Isomeric SMILES: C1N2C3C4N(C2=O)CN5C6C7N(C5=O)CN8C9C2N(C8=O)CN5C8C%10N(C5=O)CN5C%11C%12N(C5=O)CN5C%13C(N1C5=O)N1CN3C(=O)N4CN6C(=O)N7CN9C(=O)N2CN8C(=O)N%10CN%11C(=O)N%12CN%13C1=O
• WGK Germany: 3
• Molecular Weight: 996.82 (anhydrous basis)
• Beilstein: 4933186
• Reaxy-Rn: 4173784
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4173784&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Oligoureas

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Oligoureas
• Intermediate Tree Nodes: Not available
• Direct Parent: Oligoureas
• Alternative Parents: Imidazolidinones Ureas Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Oligourea - Imidazolidinone - Imidazolidine - Carbonic acid derivative - Urea - Azacycle - Organoheterocyclic compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oligoureas. These are compounds containing several urea groups linked to each other. Urea is an organic compound with the formula CO(NH2)2.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Molecular Weight: 996.800 g/mol
• XLogP3: -6.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 996.294 Da
• Monoisotopic Mass: 996.294 Da
• Topological Polar Surface Area: 283.000 Ų
• Heavy Atom Count: 72
• Formal Charge: 0
• Complexity: 2140.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qian Wang, Qin-Yuan He, Liu-Lin Zhao, Yue Wang, Rong Fang, Cong Luo, Wei-Tong Lu, Hong-Ya Jiang, Shi-Peng Sun, Xue-Li Cao.  (2023)  Coaxial electrospun nanofibrous substrates with tunable wettability for constructing cucurbit[n]uril-embedded organic solvent nanofiltration membranes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.142880]

2. Jing Cai, Xue-Li Cao, Yi Zhao, Fu-Yi Zhou, Zhaoliang Cui, Yong Wang, Shi-Peng Sun.  (2020)  The establishment of high-performance anti-fouling nanofiltration membranes via cooperation of annular supramolecular Cucurbit[6]uril and dendritic polyamidoamine.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2020.117863]

3. Xue-Li Cao, Jia-Lin Guo, Jing Cai, Mei-Ling Liu, Susilo Japip, Weihong Xing, Shi-Peng Sun.  (2019)  The encouraging improvement of polyamide nanofiltration membrane by cucurbituril-based host–guest chemistry.  AICHE JOURNAL,  66  (4): (e16879).  [PMID:] [10.1002/aic.16879]

4. Jiang Dandan, Li Zheng, Jia Qiong.  (2019)  Magnetic cucurbit[6]uril-based hypercrosslinked polymers for efficient enrichment of ubiquitin.  MICROCHIMICA ACTA,  186  (8): (1-8).  [PMID:31280386] [10.1007/s00604-019-3507-5]

5. Chenchen Zhang, Si Chen, Yi Zhao, Jianqiang Meng.  (2024)  Cucurbit[6]uril builds a water channel for improving the water/salt selectivity of polybenzimidazole.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2024.122411]

6. Yining Zhao, Ziye Liu, Ziting Liu, Juan Zhang, Jinghui Peng, Genxi Li.  (2025)  Diagnosis of prosthetic joint infection based on Cas12a-catalytic aggregation mediated by supramolecular chemistry.  BIOSENSORS & BIOELECTRONICS,      [PMID:40997710] [10.1016/j.bios.2025.118015]

7. Zong Li, Kaili Ni, Yifei Wang, Yuan Rui, Miaohui Wang, Haiping Lin, Peipei Huang, Qing Li.  (2025)  Cucurbit[6]uril-modified copper catalysts with stabilized Cu+ sites for C2+ production at ampere-level current densities.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.164531]