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(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone |
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CHEBI:65681 |
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(2S)-6-(gamma,gamma-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone |
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An extended flavonoid that consists of (2S)-flavanone substituted by hydroxy groups at positions 5 and 3', a methoxy group at position 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. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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InChI=1S/C26H28O6/c1-14(2)6-8-16-23(29)22-19(28)13-21(15-7-9-20(30-5)18(27)12-15)31-25(22)17-10-11-26(3,4)32-24(16)17/h6-7,9-12,21,27,29H,8,13H2,1-5H3/t21-/m0/s1 |
RGXSRPKLOMKRQU-NRFANRHFSA-N |
COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)c(CC=C(C)C)c3OC(C)(C)C=Cc3c2O1 |
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Lonchocarpus urucu
(IPNI:503126-1)
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Found in
root
(BTO:0001188).
Cube resin, and extract of roots of Lonchocarpus utilis and Lonchocarpus urucu
See:
PubMed
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Lonchocarpus utilis
(IPNI:503127-1)
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Found in
root
(BTO:0001188).
Cube resin, and extract of roots of Lonchocarpus utilis and Lonchocarpus urucu
See:
PubMed
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metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via (2S)-6-(gamma,gamma-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone )
EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor
A respiratory-chain inhibitor that interferes with the action of the the enzyme NADH:ubiquinone reductase (H+-translocating), EC 1.6.5.3.
(via (2S)-6-(gamma,gamma-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone )
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View more via ChEBI Ontology
Outgoing
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(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
has role
EC 1.6.5.3 [NADH:ubiquinone reductase (H+-translocating)] inhibitor
(CHEBI:38503)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
has role
metabolite
(CHEBI:25212)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
is a
4'-methoxyflavanones
(CHEBI:140332)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
is a
dihydroxyflavanone
(CHEBI:38749)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
is a
extended flavonoid
(CHEBI:71037)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
is a
monomethoxyflavanone
(CHEBI:38738)
(2S)-6-(γ,γ-dimethylallyl)-5,3'-dihydroxy-4'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65681)
is a
pyranochromane
(CHEBI:74632)
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(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one
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8292865
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Reaxys Registry Number
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Reaxys
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10075742
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PubMed citation
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Europe PMC
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