Reaction participants Show >> << Hide
- Name help_outline (5S)-5-(2-methylpropyl)-3-[(2E,6R,8E,10E,12E)-6,8,10,12-tetramethyltetradeca-2,8,10,12-tetraenoyl]-2,5-dihydro-1H-pyrrol-2-one Identifier CHEBI:169930 Charge 0 Formula C26H39NO2 InChIKeyhelp_outline GIYRGJGMHNSYLK-MTXVQFIFSA-N SMILEShelp_outline C=1(C(N[C@H](C1)CC(C)C)=O)C(/C=C/CC[C@H](C/C(=C/C(=C/C(=C/C)/C)/C)/C)C)=O 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline (5S)-3-[(1S,2R,4aR,6R,8aS)-2-(but-2-en-2-yl)-3,4a,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-2,5-dihydro-1H-pyrrol-2-one Identifier CHEBI:169934 Charge 0 Formula C26H39NO2 InChIKeyhelp_outline DBHUBRADIOMJGQ-YMBOSVBOSA-N SMILEShelp_outline [C@]12(CC[C@@H](C)C[C@]1(C=C([C@H]([C@H]2C(=O)C3=C[C@@H](NC3=O)CC(C)C)/C(=C/C)/C)C)C)[H] 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
Cross-references
| RHEA:67308 | RHEA:67309 | RHEA:67310 | RHEA:67311 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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Biochemical characterization of a eukaryotic decalin-forming Diels-Alderase.
Li L., Yu P., Tang M.C., Zou Y., Gao S.S., Hung Y.S., Zhao M., Watanabe K., Houk K.N., Tang Y.
The trans-decalin structure formed by intramolecular Diels-Alder cycloaddition is widely present among bioactive natural products isolated from fungi. We elucidated the concise three-enzyme biosynthetic pathway of the cytotoxic myceliothermophin and biochemically characterized the Diels-Alderase t ... >> More
The trans-decalin structure formed by intramolecular Diels-Alder cycloaddition is widely present among bioactive natural products isolated from fungi. We elucidated the concise three-enzyme biosynthetic pathway of the cytotoxic myceliothermophin and biochemically characterized the Diels-Alderase that catalyzes the formation of trans-decalin from an acyclic substrate. Computational studies of the reaction mechanism rationalize both the substrate and stereoselectivity of the enzyme. << Less
J. Am. Chem. Soc. 138:15837-15840(2016) [PubMed] [EuropePMC]
This publication is cited by 6 other entries.