Item 1 of 1 (back to results) (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone An extended flavonoid that consists of (2S)-flavanone substituted methoxy groups at positions 3' and 4', a prenyl group at position 6 and a gem-dimethylpyran ring fused across positions 7 and 8. Isolated from Lonchocarpus utilis and Lonchocarpus urucu, it acts as a NADH:ubiquinone reductase inhibitor.

Current search: 03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > enzyme inhibitor [CHEBI:23924] > electron-transport chain inhibitor [CHEBI:38496] > respiratory-chain inhibitor [CHEBI:38497] > NADH:ubiquinone reductase inhibitor [CHEBI:38503] > (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] × Select any link to see items in a related category. more general categories    information about this item 03. Biological Effects of Specific Chemicals  03. Biological Effects of Specific Chemicals  biochemical uses [CHEBI:52206] (3306)   enzyme inhibitor [CHEBI:23924] (825)   electron-transport chain inhibitor [CHEBI:38496] (27)   respiratory-chain inhibitor [CHEBI:38497] (23)   NADH:ubiquinone reductase inhibitor [CHEBI:38503] (4)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  metabolite [CHEBI:25212] (2692)   secondary metabolite [CHEBI:26619] (2225)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   p-block molecular entity [CHEBI:33675] (25343)   chalcogen molecular entity [CHEBI:33304] (15225)   oxygen molecular entity [CHEBI:25806] (14414)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  carbonyl compound [CHEBI:36586] (5928)   ketone [CHEBI:17087] (1288)   cyclic ketone [CHEBI:3992] (644)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  flavonoids [CHEBI:72544] (433)   flavonoid [CHEBI:47916] (301)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  extended flavonoid [CHEBI:71037] (20)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  carbonyl compound [CHEBI:36586] (5928)   ketone [CHEBI:17087] (1288)   cyclic ketone [CHEBI:3992] (644)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  carbon group molecular entity [CHEBI:33582] (23847)   organic molecular entity [CHEBI:50860] (23769)   heteroorganic entity [CHEBI:33285] (15197)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  carbonyl compound [CHEBI:36586] (5928)   ketone [CHEBI:17087] (1288)   cyclic ketone [CHEBI:3992] (644)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  flavonoids [CHEBI:72544] (433)   flavonoid [CHEBI:47916] (301)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  extended flavonoid [CHEBI:71037] (20)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic aromatic compound [CHEBI:33659] (3593)   phenylpropanoid [CHEBI:26004] (374)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   ketone [CHEBI:17087] (1288)   cyclic ketone [CHEBI:3992] (644)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  polyatomic entity [CHEBI:36357] (18777)   molecule [CHEBI:25367] (11520)   cyclic compound [CHEBI:33595] (7817)   polycyclic compound [CHEBI:33635] (4078)   heteropolycyclic compound [CHEBI:33671] (2613)   organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  aromatic compound [CHEBI:33655] (3799)   organic aromatic compound [CHEBI:33659] (3593)   phenylpropanoid [CHEBI:26004] (374)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic cyclic compound [CHEBI:33832] (7633)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic aromatic compound [CHEBI:33659] (3593)   phenylpropanoid [CHEBI:26004] (374)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  heterocyclic compound [CHEBI:5686] (5275)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  heteropolycyclic compound [CHEBI:33671] (2613)   organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic heteropolycyclic compound [CHEBI:38166] (2613)   benzopyran [CHEBI:22727] (349)   1-benzopyran [CHEBI:38443] (328)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic aromatic compound [CHEBI:33659] (3593)   phenylpropanoid [CHEBI:26004] (374)   flavans [CHEBI:38672] (124)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  aromatic ether [CHEBI:35618] (353)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   ketone [CHEBI:17087] (1288)   cyclic ketone [CHEBI:3992] (644)   flavanones [CHEBI:28863] (98)   methoxyflavanone [CHEBI:25240] (23)   dimethoxyflavanone [CHEBI:38743] (6)   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone [CHEBI:65683] (1) ChEBI Compound Accession Identifier:   [CHEBI:65683] ChEBI Compound Description:   An extended flavonoid that consists of (2S)-flavanone substituted methoxy groups at positions 3' and 4', a prenyl group at position 6 and a gem-dimethylpyran ring fused across positions 7 and 8. Isolated from Lonchocarpus utilis and Lonchocarpus urucu, it acts as a NADH:ubiquinone reductase inhibitor. ChEBI Compound Identification Number:   65683 ChEBI InChI Value:   InChI=1S/C27H30O5/c1-16(2)7-8-18-13-20-21(28)15-23(17-9-10-22(29-5)24(14-17)30-6)31-26(20)19-11-12-27(3,4)32-25(18)19/h7,9-14,23H,8,15H2,1-6H3/t23-/m0/s1 ChEBI InChIKey Value:   KJBZFWLVOZNDBN-QHCPKHFHSA-N ChEBI Compound Name:   (2S)-6-(gamma,gamma-dimethylallyl)-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone ChEBI SMILES Value:   COc1ccc(cc1OC)[C@@H]1CC(=O)c2cc(CC=C(C)C)c3OC(C)(C)C=Cc3c2O1 ChEBI Substance ID:   160709787 ChEBI URL:   ChEBI:65683 ChemSpider ID:   23326560 Ontomatica Chemical Accession Key (OnChAKey):   KJBZFWLVOZNDBN_QHCPKHFHSA_N_000_000000 PubChem Compound ID:   44559078