|
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone |
|
CHEBI:65680 |
|
(2S)- 6- (gamma,gamma- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone |
|
An extended flavonoid that consists of (2S)-flavanone substituted by a hydroxy group at position 5, 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. |
|
![](images/goldenstar.gif) ![](images/goldenstar.gif)
This entity has been manually annotated by the ChEBI Team.
|
|
|
|
Molfile
XML
SDF
|
|
|
|
InChI=1S/C27H30O6/c1- 15(2) 7- 9- 17- 24(29) 23- 19(28) 14- 21(16- 8- 10- 20(30- 5) 22(13- 16) 31- 6) 32- 26(23) 18- 11- 12- 27(3,4) 33- 25(17) 18/h7- 8,10- 13,21,29H,9,14H2,1- 6H3/t21- /m0/s1 |
FUBFEZXQVKEAMQ-NRFANRHFSA-N |
COc1ccc(cc1OC)[C@@H]1CC(=O)c2c(O)c(CC=C(C)C)c3OC(C)(C)C=Cc3c2O1 |
|
Lonchocarpus urucu
(IPNI:503126-1)
|
Found in
root
(BTO:0001188).
Cube resin, and extract of roots of Lonchocarpus utilis and Lonchocarpus urucu
See:
PubMed
|
Lonchocarpus utilis
(IPNI:503127-1)
|
Found in
root
(BTO:0001188).
Cube resin, and extract of roots of Lonchocarpus utilis and Lonchocarpus urucu
See:
PubMed
|
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via (2S)-6-(gamma,gamma-dimethylallyl)-5-hydroxy-3',4'-dimethoxy-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-hydroxy-3',4'-dimethoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone )
|
|
View more via ChEBI Ontology
Outgoing
|
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
has role
EC 1.6.5.3 [NADH:ubiquinone reductase (H+-translocating)] inhibitor
(CHEBI:38503)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
has role
plant metabolite
(CHEBI:76924)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
3'-methoxyflavanones
(CHEBI:140351)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
4'-methoxyflavanones
(CHEBI:140332)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
dimethoxyflavanone
(CHEBI:38743)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
extended flavonoid
(CHEBI:71037)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
monohydroxyflavanone
(CHEBI:38748)
(2S)- 6- (γ,γ- dimethylallyl)- 5- hydroxy- 3',4'- dimethoxy- 6'',6''- dimethylpyran[2'',3'':7,8]flavanone
(CHEBI:65680)
is a
pyranochromane
(CHEBI:74632)
|
|
(2S)- 2- (3,4- dimethoxyphenyl)- 5- hydroxy- 8,8- dimethyl- 6- (3- methylbut- 2- en- 1- yl)- 2,3- dihydro- 4H,8H- pyrano[2,3- f]chromen- 4- one
|
8292718
|
Reaxys Registry Number
|
Reaxys
|
10075742
|
PubMed citation
|
Europe PMC
|
|