(-)-α-Pinene

alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia). (-)-alpha-Pinene is found in almond.

ID EC Number Name
KEGG:R05765 4.2.3.119 geranyl-diphosphate diphosphate-lyase [cyclizing, (-)-alpha-pinene-forming]
Rhea:RHEA:25489 4.2.3.119 (2E)-geranyl diphosphate => (1S,5S)-α-pinene + diphosphate
Rhea:RHEA:25490 4.2.3.119 (1S,5S)-α-pinene + diphosphate => (2E)-geranyl diphosphate
Rhea:RHEA:25491 4.2.3.119 (2E)-geranyl diphosphate <=> (1S,5S)-α-pinene + diphosphate
Rhea:RHEA:32892 1.14.13.155 (1S,5S)-α-pinene + NADH + O2 + H+ => α-pinene oxide + NAD+ + H2O
Rhea:RHEA:32893 1.14.13.155 α-pinene oxide + NAD+ + H2O => (1S,5S)-α-pinene + NADH + O2 + H+
Rhea:RHEA:32894 1.14.13.155 (1S,5S)-α-pinene + NADH + O2 + H+ <=> α-pinene oxide + NAD+ + H2O
BioCyc:RXN-11284 CPD-461 --> CPD-4892 + PPI
BioCyc:RXN-5106 4.2.3.119 GERANYL-PP --> CPD-4892 + PPI
BioCyc:RXN-12972 1.14.13.155 CPD-4892 + NADH + PROTON + OXYGEN-MOLECULE --> ALPHA-PINENE-OXIDE + NAD + WATER
Rhea:RHEA:25488 [25488] (2E)-geranyl diphosphate = (1S,5S)-alpha-pinene + diphosphate
Rhea:RHEA:32891 [32891] (1S,5S)-alpha-pinene + NADH + O2 + H(+) = alpha-pinene oxide + NAD(+) + H2O