ladanein (CHEBI:192702)

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ChEBI Name	ladanein

ChEBI ID	CHEBI:192702

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C17H14O6

Net Charge

Average Mass

314.293

Monoisotopic Mass

314.07904

InChI

InChI=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

InChIKey

UUQJTIHOVGMQIH-UHFFFAOYSA-N

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(OC)C(O)=C2O

Metabolite of Species	Details
Thymus piperella (IPNI:461525-1)	Found in aerial part (BTO:0001658). See: PubMed
Salvia chamelaeagnea (NCBI:txid1520020)	See: PubMed
Salvia limbata (NCBI:txid1685713)	Found in aerial part (BTO:0001658). See: PubMed
Salvia sharifii (NCBI:txid1685716)	Found in aerial part (BTO:0001658). See: PubMed
Coleus amboinicus (NCBI:txid204180)	Found in leaf (BTO:0000713). Species also known as Plectranthus amboinicus. See: PubMed
Artemisia argyi (NCBI:txid259893)	Found in aerial part (BTO:0001658). See: PubMed
Orthosiphon stamineus (NCBI:txid260636)	Found in leaf (BTO:0000713). See: PubMed
Orthosiphon stamineus (NCBI:txid260636)	Found in aerial part (BTO:0001658). See: PubMed
Lavandula angustifolia (NCBI:txid39329)	See: PubMed
Salvia rosmarinus (NCBI:txid39367)	Found in leaf (BTO:0000713). Species also known as Rosmarinus officinalis. See: PubMed
Marrubium vulgare (NCBI:txid41230)	See: DOI
Marrubium thessalum (NCBI:txid694371)	Found in aerial part (BTO:0001658). See: PubMed

Roles Classification
Chemical Role(s):	radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.

Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antiviral agent A substance that destroys or inhibits replication of viruses.

ChEBI Ontology
Outgoing	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	Sources
4',7-dimethylscutellarein	SUBMITTER
5,6-dihydroxy-7,4'-dimethoxyflavone	ChEBI
5,6-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one	IUPAC
BJ486K	ChEBI
ladanein	UniProt

Registry Number	Type	Source
10176-71-3	CAS Registry Number	ChemIDplus

Last Modified

12 August 2022