3-Methylbutanol

Isopentanol, also known as isoamyl alcohol or 3-methylbutanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, isopentanol is considered to be a fatty alcohol lipid molecule. Isopentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Isopentanol exists in all eukaryotes, ranging from yeast to humans. Isopentanol is an alcoholic, banana, and burnt tasting compound. Isopentanol is found, on average, in the highest concentration within milk (cow). Isopentanol has also been detected, but not quantified, in several different foods, such as chinese cinnamons, grapefruits, walnuts, wild leeks, and spearmints. This could make isopentanol a potential biomarker for the consumption of these foods. Isopentanol is one of several isomers of amyl alcohol. Isopentanol is the major higher chain alcohol in alcoholic beverages and is present in cider, mead, beer, wine, and spirits to varying degrees, being obtained by the fermentation of starches. Isopentanol, with regard to humans, has been found to be associated with the diseases such as ulcerative colitis; isopentanol has also been linked to the inborn metabolic disorder celiac disease. Isopentanol is a metabolite found in Escherichia (PMID:18676713).

ID EC Number Name
KEGG:R05685 1.1.1.265 3-methylbutanol:NAD(P) oxidoreductase
KEGG:R05686 1.1.1.265 3-methylbutanol:NADP oxidoreductase
KEGG:R12516 3.1.1.112 3-methylbutyl acetate acetohydrolase
Rhea:RHEA:18526 1.1.1.265 3-methylbutanol + NADP+ => 3-methylbutanal + NADPH + H+
Rhea:RHEA:18527 1.1.1.265 3-methylbutanal + NADPH + H+ => 3-methylbutanol + NADP+
Rhea:RHEA:18528 1.1.1.265 3-methylbutanol + NADP+ <=> 3-methylbutanal + NADPH + H+
Rhea:RHEA:18530 1.1.1.265 3-methylbutanol + NAD+ => 3-methylbutanal + NADH + H+
Rhea:RHEA:18531 1.1.1.265 3-methylbutanal + NADH + H+ => 3-methylbutanol + NAD+
Rhea:RHEA:18532 1.1.1.265 3-methylbutanol + NAD+ <=> 3-methylbutanal + NADH + H+
Rhea:RHEA:60437 3.1.1.112 3-methylbutyl acetate + H2O => 3-methylbutanol + acetate + H+
Rhea:RHEA:60438 3.1.1.112 3-methylbutanol + acetate + H+ => 3-methylbutyl acetate + H2O
Rhea:RHEA:60439 3.1.1.112 3-methylbutyl acetate + H2O <=> 3-methylbutanol + acetate + H+
Rhea:RHEA:65237 3-methylbutanol + acetyl-CoA => 3-methylbutyl acetate + CoA
Rhea:RHEA:65238 3-methylbutyl acetate + CoA => 3-methylbutanol + acetyl-CoA
Rhea:RHEA:65239 3-methylbutanol + acetyl-CoA <=> 3-methylbutyl acetate + CoA
BioCyc:RXN-7693 1.1.1.1 CPD-7032 + NAD<=>PROTON + CPD-7031 + NADH
BioCyc:RXN-19385 3.1.1.112 CPD-19626 + WATER --> CPD-7032 + ACET + PROTON
BioCyc:RXN-19384 2.3.1.- ACETYL-COA + CPD-7032 --> CPD-19626 + CO-A
BioCyc:1.1.1.265-RXN 1.1.1.265 CPD-7031 + NADH-P-OR-NOP + PROTON --> CPD-7032 + NAD-P-OR-NOP