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(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone |
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CHEBI:65682 |
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(2S)- 6- (gamma,gamma- dimethylallyl)- 5,4'- dihydroxy- 3'- 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 4', a methoxy group at position 3' , 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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![](images/goldenstar.gif) ![](images/goldenstar.gif)
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- 20(15- 7- 9- 18(27) 21(12- 15) 30- 5) 31- 25(22) 17- 10- 11- 26(3,4) 32- 24(16) 17/h6- 7,9- 12,20,27,29H,8,13H2,1- 5H3/t20- /m0/s1 |
KCZWDIXZSAGPCD-FQEVSTJZSA-N |
COc1cc(ccc1O)[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)-5,4'-dihydroxy-3'-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)-5,4'-dihydroxy-3'-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)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
has role
EC 1.6.5.3 [NADH:ubiquinone reductase (H+-translocating)] inhibitor
(CHEBI:38503)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
has role
metabolite
(CHEBI:25212)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
3'-methoxyflavanones
(CHEBI:140351)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
4'-hydroxyflavanones
(CHEBI:140331)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
dihydroxyflavanone
(CHEBI:38749)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
extended flavonoid
(CHEBI:71037)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
monomethoxyflavanone
(CHEBI:38738)
(2S)- 6- (γ,γ- dimethylallyl)- 5,4'- dihydroxy- 3'- methoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65682)
is a
pyranochromane
(CHEBI:74632)
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(2S)- 5- hydroxy- 2- (4- hydroxy- 3- 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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8293113
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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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