Sulcatone

Sulcatone, also known as methylheptenone or fema 2707, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Sulcatone is a very hydrophobic methylketone, practically insoluble in water, and relatively neutral. It exists as a clear, colorless liquid. Sulcatone can be found in all eukaryotes, ranging from yeast to plants to humans. Sulcatone has a musty, apple green-bean, and pear-like taste. and a citrus-like lemongrass odor. It is a volatile oil component of citronella oil, lemon-grass oil and palmarosa oil. Sulcatone is naturally found in bay leaf, blackberry fruit, sour cherries, cloves, ginger and lavender. In insects and animals, it has a role as an alarm or attractant pheromone. In fact, sulcatone is one of a number of mosquito attractants, especially for those species such as Aedes aegypti with the odor receptor gene Or4 (PMID:25391959 ). Sulcatone is secreted by humans in their sweat and is a compound frequently found in human body odors (but in few other mammals). Sulcoatone is used as a pheromone by ferrets, european badgers, red foxes, treefrogs, bedbugs, wasps and butterflies. Sulcatone is one of several ketones found in Cannabis sativa (PMID:6991645 ).

ID EC Number Name
KEGG:R05678 1.1.1.260 sulcatol:NAD+ oxidoreductase
Rhea:RHEA:24485 1.1.1.260 sulcatol + NAD+ => sulcatone + NADH + H+
Rhea:RHEA:24486 1.1.1.260 sulcatone + NADH + H+ => sulcatol + NAD+
Rhea:RHEA:24487 1.1.1.260 sulcatol + NAD+ <=> sulcatone + NADH + H+
Rhea:RHEA:54865 sulcatone + NADPH + O2 + H+ => 4-methylpent-3-en-1-yl acetate + NADP+ + H2O
Rhea:RHEA:54866 4-methylpent-3-en-1-yl acetate + NADP+ + H2O => sulcatone + NADPH + O2 + H+
Rhea:RHEA:54867 sulcatone + NADPH + O2 + H+ <=> 4-methylpent-3-en-1-yl acetate + NADP+ + H2O
BioCyc:RXN-11972 CPD-9762 + WATER --> CPD-7969 + ACETALD
BioCyc:RXN-12396 CPD1F-114 + 2 OXYGEN-MOLECULE --> CPD-13371 + CPD-13373 + CPD-7969
BioCyc:1.1.1.260-RXN 1.1.1.260 NAD + CPD-8169<=>CPD-7969 + PROTON + NADH
BioCyc:RXN-8236 1.13.12.- CPD1F-114 + 2 OXYGEN-MOLECULE --> 2 CPD-7969 + CPD-7968
BioCyc:RXN-11971 geranal lyase