EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:192702 - ladanein

ChEBI IDCHEBI:192702
ChEBI Nameladanein
Stars
DefinitionA dimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4' and 7 are replaced by methoxy groups. It is an effective anti-HCV agent.
Last Modified12 August 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC17H14O6
Net Charge0
Average Mass314.293
Monoisotopic Mass314.07904
SMILESCOc1ccc(-c2cc(=O)c3c(O)c(O)c(OC)cc3o2)cc1
InChIInChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)12-7-11(18)15-13(23-12)8-14(22-2)16(19)17(15)20/h3-8,19-20H,1-2H3
InChIKeyUUQJTIHOVGMQIH-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Orthosiphon stamineus (ncbitaxon:260636)
leaf (BTO:0000713) PubMed (31678632)
aerial part (BTO:0001658) PubMed (11086900)
Salvia chamelaeagnea (ncbitaxon:1520020) - PubMed (31013747)
Coleus amboinicus (ncbitaxon:204180) leaf (BTO:0000713) PubMed (26357892) Species also known as Plectranthus amboinicus.
Salvia sharifii (ncbitaxon:1685716) aerial part (BTO:0001658) PubMed (24250614)
Marrubium thessalum (ncbitaxon:694371) aerial part (BTO:0001658) PubMed (19361824)
Marrubium vulgare (ncbitaxon:41230) - DOI (10.1016/j.foodchem.2011.07.112)
Salvia limbata (ncbitaxon:1685713) aerial part (BTO:0001658) PubMed (21108116)
Lavandula angustifolia (ncbitaxon:39329) - PubMed (17639984)
Salvia rosmarinus (ncbitaxon:39367) leaf (BTO:0000713) PubMed (20397728) Species also known as Rosmarinus officinalis.
Artemisia argyi (ncbitaxon:259893) aerial part (BTO:0001658) PubMed (12677524)
Thymus piperella (IPNI:461525-1) aerial part (BTO:0001658) PubMed (17342612)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
ladanein (CHEBI:192702) has functional parent scutellarein (CHEBI:9062)
ladanein (CHEBI:192702) has role antiviral agent (CHEBI:22587)
ladanein (CHEBI:192702) has role plant metabolite (CHEBI:76924)
ladanein (CHEBI:192702) has role radical scavenger (CHEBI:48578)
ladanein (CHEBI:192702) is a dihydroxyflavone (CHEBI:38686)
ladanein (CHEBI:192702) is a dimethoxyflavone (CHEBI:23798)
IUPAC Name 
5,6-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Synonyms  Source
4',7-dimethylscutellareinSUBMITTER
5,6-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneIUPAC
5,6-dihydroxy-7,4'-dimethoxyflavoneChEBI
BJ486KChEBI
UniProt Name  Source
ladaneinUniProt
Manual XrefsDatabases
CPD-15632MetaCyc
LMPK12111165LIPID MAPS
C00003839KNApSAcK
Registry NumbersSources
CAS:10176-71-3ChemIDplus
Citations