Conduritol
Encyclopedia
Conduritol or 1,2,3,4-cyclohexenetetrol is any of six isomer
Isomer
In chemistry, isomers are compounds with the same molecular formula but different structural formulas. Isomers do not necessarily share similar properties, unless they also have the same functional groups. There are many different classes of isomers, like stereoisomers, enantiomers, geometrical...

ic organic compound
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

s with chemical formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....

 C6H10O4, that can be seen as derivatives of cyclohexene
Cyclohexene
Cyclohexene is a hydrocarbon with the formula C6H10. This cycloalkene is a colorless liquid with a sharp smell. It is an intermediate in various industrial processes...

 with four hydroxyl
Hydroxyl
A hydroxyl is a chemical group containing an oxygen atom covalently bonded with a hydrogen atom. In inorganic chemistry, the hydroxyl group is known as the hydroxide ion, and scientists and reference works generally use these different terms though they refer to the same chemical structure in...

 group
Functional group
In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. The same functional group will undergo the same or similar chemical reaction regardless of the size of the molecule it is a part of...

s (OH) replacing hydrogen
Hydrogen
Hydrogen is the chemical element with atomic number 1. It is represented by the symbol H. With an average atomic weight of , hydrogen is the lightest and most abundant chemical element, constituting roughly 75% of the Universe's chemical elemental mass. Stars in the main sequence are mainly...

 atoms on the four carbon
Carbon
Carbon is the chemical element with symbol C and atomic number 6. As a member of group 14 on the periodic table, it is nonmetallic and tetravalent—making four electrons available to form covalent chemical bonds...

 atoms not adjacent to the double bond. They are therefore cyclic polyol
Polyol
A polyol is an alcohol containing multiple hydroxyl groups. In two technological disciplines the term "polyol" has a special meaning: food science and polymer chemistry.- Polyols in food science :...

s or cyclitol
Cyclitol
Cyclitols are cycloalkanes containing one hydroxyl group on three or more ring atoms. They are cyclic polyols. Cyclitols are one of the compatible solutes which are formed in a plant as a response to salt or water stress...

s.

The six isomers (called A, B, C, D, E, F) differ by the positions of the hydroxyls relative to the mean plane of the ring.
Only the A and B isomers have been found in nature. The first conduritol was isolated in 1908 by K. Kübler from the bark of the vine Marsdenia condurango
Marsdenia condurango
Marsdenia cundurango is a species of plant of the genus Marsdenia.Marsdenia cundurango is known to contain conduritol, a cyclitol or cyclic polyol. It has been first isolated in 1908 by K. Kübler from the bark of the vine.-External links:*...

, hence its name. A number of conduritol derivatives has antifeedant, antibiotic, antileukemic, and
growth-regulating activity. Also some conduritol derivatives show interesting biological properties including tumour-inhibitory, antileukaemic, and antibiotic activities.

The PubChem
PubChem
PubChem is a database of chemical molecules and their activities against biological assays. The system is maintained by the National Center for Biotechnology Information , a component of the National Library of Medicine, which is part of the United States National Institutes of Health . PubChem can...

 catalog id of Conduritol B is 65317, and its CAS number is 25348-64-5. The molar mass
Molar mass
Molar mass, symbol M, is a physical property of a given substance , namely its mass per amount of substance. The base SI unit for mass is the kilogram and that for amount of substance is the mole. Thus, the derived unit for molar mass is kg/mol...

is 146.1412 g/mol and the exact mass is 146.057909.
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