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Trans-Cyclohexane-1,2-diol (Standard)

CAT: 0804-HY-W010514RSize: 1 EachDry Ice: NoHazardous: No
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Description
Trans-Cyclohexane-1,2-diol (Standard) is the analytical standard of trans-Cyclohexane-1,2-diol. This product is intended for research and analytical applications. trans-Cyclohexane-1,2-diol (TCHD) is a transient dilator of the nuclear pore complex (NPC). By interacting with the hydrophobic core (FG nucleoporin) of the NPC, trans-Cyclohexane-1,2-diol can disrupt the NPC structure and reversibly increase the permeability of the nuclear pore, allowing macromolecules larger than 40 kDa (such as plasmid DNA) to enter the cell nucleus by passive diffusion, thereby enhancing the nuclear import efficiency of non-viral vectors. trans-Cyclohexane-1,2-diol can improve the efficiency of in vitro electrotransfection or lipid-mediated gene transfection, especially significantly increasing gene expression in differentiated airway epithelial cells[1][2].
CAS Number
1460-57-7
Target
Endogenous Metabolite; Reference Standards
Related Pathways
Metabolic Enzyme/Protease; Others
Field of Research
Metabolic Disease
Smiles
O[C@H]1[C@H](O)CCCC1
Molecular Formula
C6H12O2
Molecular Weight
116.16
References & Citations
[1]Griesenbach U, et al. Assessment of the nuclear pore dilating agent trans-cyclohexane-1,2-diol in differentiated airway epithelium. J Gene Med. 2012 Jul;14 (7) :491-500.|[2]Pasquet L, et al. Post-pulse addition of trans-cyclohexane-1,2-diol improves electrotransfer mediated gene expression in mammalian cells. Biochem Biophys Rep. 2016 Jul 17;7:287-294.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

trans-1,2-Cyclohexanediol

Trans-cyclohexane-1,2-diol is a cyclohexane-1,2-diol with trans-configuration. It is a metabolite of cyclohexene oxide and other such compounds. It has a role as a human xenobiotic metabolite.

CAS Number1460-57-7
PubChem CID92886
IUPAC Nametrans-(1R,2R)-cyclohexane-1,2-diol
Molecular FormulaC6H12O2
Molecular Weight116.16
XLogP0.2
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Heavy Atom Count8
Formal Charge0
Complexity62
SMILES
C1CC[C@H]([C@@H](C1)O)O
InChI
InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6-/m1/s1
InChIKey
PFURGBBHAOXLIO-PHDIDXHHSA-N
Chemical Structure
2D Structure
2D structure of trans-1,2-Cyclohexanediol
CAS: 1460-57-7
CID: 92886
Formula: C6H12O2
MW: 116.16
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight116.16
XLogP30.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass116.083729621
Monoisotopic Mass116.083729621
Topological Polar Surface Area40.5 Ų
Heavy Atom Count8
Formal Charge0
Complexity62.9
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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