Conduritol

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Conduritol
File:Conduritol-generic.png
Names
Preferred IUPAC name
Cyclohex-5-ene-1,2,3,4-tetrol[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
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UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C6H10O4/c7-3-1-2-4(8)6(10)5(3)9/h1-10H
    Key: LRUBQXAKGXQBHA-UHFFFAOYSA-N
  • OC1C=CC(O)C(O)C1O
Properties
C6H10O4
Molar mass 146.142 g·mol−1
log P −2.764
Acidity (pKa) 13.325
Basicity (pKb) 1.672
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Conduritol or 1,2,3,4-cyclohexenetetrol is any of the organic compounds with chemical formula C6H10O4, that can be seen as derivatives of cyclohexene with four hydroxyl groups (OH) replacing hydrogen atoms on the four carbon atoms not adjacent to the double bond. They are therefore cyclic polyols or cyclitols.[2]

The compounds in this group exhibit cis–trans isomerism, with six isomers that differ by the relative positions of the hydroxyls compared to the mean plane of the ring. In addition, some of these can exist as two distinct enantiomers. File:Conduritol.svg

Only the A and B isomers have been found in nature. The first conduritol was isolated in 1908 by K. Kübler[3] from the bark of the vine Ruehssia cundurango subsp. cundurango (syn. Marsdenia cundurango), hence its name.

See also

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References

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  1. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  2. ^ (1990) Tetrahedron, Vol 46, No 11, 3715 - 3742.
  3. ^ K. Kübler (1908), Arch. Phann. Ber. Stsch. Pharm. 246,620.