Rhea - reaction knowledgebase

Enzymes

Enzyme class ^help_outline	EC 1.1.1.260 sulcatone reductase
GO Molecular Function ^help_outline	GO:0050491 sulcatone reductase activity

Reaction participants Show >> << Hide

Name ^help_outline sulcatol Identifier CHEBI:15833 (CAS: 1569-60-4,4630-06-2) ^help_outline Charge 0 Formula C8H16O InChIKey^help_outline OHEFFKYYKJVVOX-UHFFFAOYSA-N SMILES^help_outline CC(O)CCC=C(C)C 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name ^help_outline NAD⁺ Identifier CHEBI:57540 (Beilstein: 3868403) ^help_outline Charge -1 Formula C21H26N7O14P2 InChIKey^help_outline BAWFJGJZGIEFAR-NNYOXOHSSA-M SMILES^help_outline NC(=O)c1ccc[n+](c1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 1,190 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name ^help_outline sulcatone Identifier CHEBI:16310 (CAS: 110-93-0) ^help_outline Charge 0 Formula C8H14O InChIKey^help_outline UHEPJGULSIKKTP-UHFFFAOYSA-N SMILES^help_outline CC(=CCCC(=O)C)C 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name ^help_outline NADH Identifier CHEBI:57945 (Beilstein: 3869564) ^help_outline Charge -2 Formula C21H27N7O14P2 InChIKey^help_outline BOPGDPNILDQYTO-NNYOXOHSSA-L SMILES^help_outline NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 1,120 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name ^help_outline H⁺ Identifier CHEBI:15378 Charge 1 Formula H InChIKey^help_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILES^help_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,521 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule

Cross-references

	RHEA:24484	RHEA:24485	RHEA:24486	RHEA:24487
Reaction direction	undefined	left-to-right	right-to-left	bidirectional
UniProtKB ^help_outline
EC numbers ^help_outline	1.1.1.260
Gene Ontology ^help_outline	GO:0050491
KEGG ^help_outline				R05678
MetaCyc ^help_outline	1.1.1.260-RXN

Related reactions ^help_outline

More general form(s) of this reaction

RHEA:10740
a secondary alcohol + NAD⁺ = a ketone + NADH + H⁺

Comments

Published in: Belan, A., Botle, J., Fauve, A., Gourcy, J.G. and Veschambre, H. Use of biological systems for the preparation of chiral molecules. 3. An application in pheromone synthesis: Preparation of sulcatol enantiomers. J. Org. Chem. 52 (1987) 256–260. Tidswell, E.C., Salter, G.J., Kell, D.B. and Morris, J.G. Enantioselectivity of sulcatone reduction by some anaerobic bacteria. Enzyme Microb. Technol. 21 (1997) 143–147. Tidswell, E.C., Thompson, A.N. and Morris, J.G. Selection in chemostat culture of a mutant strain of Clostridium tryobutyricum improved in its reduction of ketones. J. Appl. Microbiol. Biotechnol. 35 (1991) 317–322.