1.0 2010-04-08 22:06:32 UTC 2025-11-18 22:58:18 UTC FDB005126 Mevalonic acid 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. [Wikipedia]. Mevalonic acid is found in many foods, some of which are pepper (c. frutescens), cabbage, wild carrot, and white cabbage. (3RS)-mevalonate (3RS)-mevalonic acid 2,4-Dideoxy-3-C-methylpentonate 2,4-Dideoxy-3-C-methylpentonic acid 3,5-Dihydroxy-3-methyl-valerate 3,5-Dihydroxy-3-methyl-valeric acid 3,5-Dihydroxy-3-methylpentanoate 3,5-Dihydroxy-3-methylpentanoic acid 3,5-Dihydroxy-3-methylvalerate 3,5-Dihydroxy-3-methylvaleric acid b,D-Dihydroxy-b-methylvalerate b,D-Dihydroxy-b-methylvaleric acid b,D-Dihydroxy-beta-methylvalerate b,D-Dihydroxy-beta-methylvaleric acid DL-Mevalonate DL-Mevalonic acid Hiochic acid Mevalonate MK 91 MVA MVS RS-mevalonate RS-mevalonic acid C6H12O4 148.1571 148.073558872 (3R)-3,5-dihydroxy-3-methylpentanoic acid mevalonic acid 150-97-0 C[C@@](O)(CCO)CC(O)=O InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1 KJTLQQUUPVSXIM-ZCFIWIBFSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Hydroxy fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Primary alcohols Short-chain hydroxy acids and derivatives Tertiary alcohols Alcohol Aliphatic acyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Short-chain hydroxy acid Tertiary alcohol Hydroxy fatty acids mevalonic acid Solid logp -0.90 ALOGPS logs 0.45 ALOGPS solubility 4.14e+02 g/l ALOGPS logp -1.1 ChemAxon pka_strongest_acidic 4.38 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac (3R)-3,5-dihydroxy-3-methylpentanoic acid ChemAxon average_mass 148.1571 ChemAxon mono_mass 148.073558872 ChemAxon smiles C[C@@](O)(CCO)CC(O)=O ChemAxon formula C6H12O4 ChemAxon inchi InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1 ChemAxon inchikey KJTLQQUUPVSXIM-ZCFIWIBFSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 34.51 ChemAxon polarizability 14.57 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Steroid Biosynthesis SMP00023 map00100 Specdb::NmrOneD 5269 Specdb::NmrTwoD 2079 Specdb::MsIr 323 Specdb::MsIr 324 Specdb::MsIr 325 Specdb::CMs 3416 Specdb::CMs 47823 Specdb::CMs 133498 Specdb::CMs 141232 Specdb::MsMs 180123 Specdb::MsMs 180124 Specdb::MsMs 180125 Specdb::MsMs 182457 Specdb::MsMs 182458 Specdb::MsMs 182459 Specdb::MsMs 1448613 Specdb::MsMs 1448614 Specdb::MsMs 1448615 Specdb::MsMs 2721204 Specdb::MsMs 2721205 Specdb::MsMs 2721206 Specdb::MsMs 2960226 Specdb::MsMs 2960227 Specdb::MsMs 2960228 HMDB00227 #<Reference:0x000055ce336411b0> #<Reference:0x000055ce33640fa8> #<Reference:0x000055ce33640dc8> #<Reference:0x000055ce33640be8> #<Reference:0x000055ce336409e0> #<Reference:0x000055ce336407d8> #<Reference:0x000055ce336405d0> #<Reference:0x000055ce336403f0> #<Reference:0x000055ce33640210> #<Reference:0x000055ce33640008> #<Reference:0x000055ce3363bdc8> #<Reference:0x000055ce3363bbc0> #<Reference:0x000055ce3363b9e0> #<Reference:0x000055ce3363b800> Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 3.3 3.3 3.3 mg/100 g Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.4 0.4 0.4 mg/100 g Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Common pea Type 1 specific Pisum sativum 3888 Corn Type 1 specific Zea mays 4577 1.4 1.4 1.4 mg/100 g Cucumber Type 1 specific Cucumis sativus 3659 0.3 0.3 0.3 mg/100 g Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Garden onion Type 1 specific Allium cepa 4679 0.05 0.05 0.05 mg/100 g Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.35 0.35 0.35 mg/100 g Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 0.05 0.05 0.05 mg/100 g Pheasant Type 1 specific Phasianus colchicus 9054 Potato Type 1 specific Solanum tuberosum 4113 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Sweet orange Type 1 specific Citrus sinensis 2711 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. Wild boar Type 1 specific Sus scrofa 9823 Wild carrot Type 1 specific Daucus carota 4039 0.4 0.4 0.4 mg/100 g 3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMGCR Mevalonate kinase Q03426 MVK