(-)-Menthol

Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation.

ID EC Number Name
KEGG:R02177 1.1.1.207 (-)-menthol:NADP+ oxidoreductase
KEGG:R02178 1.14.13.46 (-)-menthol,NADPH:oxygen oxidoreductase (8-hydroxylating)
KEGG:R02179 2.4.1.127 UDPglucose:(-)-menthol O-beta-D-glucosyltransferase
KEGG:R08530 2.3.1.69 acetyl-CoA:monoterpenol O-acetyltransferase
Rhea:RHEA:11521 2.4.1.127 (−)-menthol + UDP-α-D-glucose => (−)-menthyl β-D-glucoside + UDP + H+
Rhea:RHEA:11522 2.4.1.127 (−)-menthyl β-D-glucoside + UDP + H+ => (−)-menthol + UDP-α-D-glucose
Rhea:RHEA:11523 2.4.1.127 (−)-menthol + UDP-α-D-glucose <=> (−)-menthyl β-D-glucoside + UDP + H+
Rhea:RHEA:11649 1.14.13.46 (−)-menthol + NADPH + O2 + H+ => 1,4-menthane-3,8-diol + NADP+ + H2O
Rhea:RHEA:11650 1.14.13.46 1,4-menthane-3,8-diol + NADP+ + H2O => (−)-menthol + NADPH + O2 + H+
Rhea:RHEA:11651 1.14.13.46 (−)-menthol + NADPH + O2 + H+ <=> 1,4-menthane-3,8-diol + NADP+ + H2O
Rhea:RHEA:13918 1.1.1.207 (−)-menthol + NADP+ => (1R,4S)-menthone + NADPH + H+
Rhea:RHEA:13919 1.1.1.207 (1R,4S)-menthone + NADPH + H+ => (−)-menthol + NADP+
Rhea:RHEA:13920 1.1.1.207 (−)-menthol + NADP+ <=> (1R,4S)-menthone + NADPH + H+
BioCyc:--MENTHOL-MONOOXYGENASE-RXN 1.14.13.46 --MENTHOL + OXYGEN-MOLECULE + NADPH + PROTON --> PARA-MENTHANE-38-DIOL + WATER + NADP
BioCyc:2.4.1.127-RXN 2.4.1.127 CPD-12575 + --MENTHOL --> CPD-1910 + UDP + PROTON
BioCyc:--MENTHOL-DEHYDROGENASE-RXN 1.1.1.207 PROTON + CPD-1909 + NADPH --> NADP + --MENTHOL