| Mevalonic acid | |
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(3R)-3,5-Dihydroxy-3-methylpentanoic acid |
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| Identifiers | |
| CAS number | 150-97-0 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H12O4 |
| Molar mass | 148.16 g mol−1 |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Mevalonic acid (MVA) is a key organic compound in biochemistry. The anion of mevalonic acid, the predominant form in biological media, is known as mevalonate. This compound is of major pharmaceutical importance. Drugs, such as the statins, stop the production of mevalonate by inhibiting HMG-CoA reductase.[1]
Mevalonic acid is very soluble in water and in polar organic solvents. It exists in equilibrium with the lactone, called mevalonolactone, formed by internal condensation of its terminal alcohol and carboxylic acid functional groups.
Mevalonic acid is a precursor in the biosynthetic pathway, known as the mevalonate pathway, that produces terpenes and steroids. Mevalonic acid is the primary precursor of isopentenyl pyrophosphate (IPP), that is in turn the basis for all terpenoids. Mevalonic acid is chiral and the (3R)-enantiomer is the only one that is biologically active.
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