Drug General Information
Drug ID
D06HRX
Former ID
DNC003853
Drug Name
AMENTOFLAVONE
Drug Type
Small molecular drug
Indication Discovery agent Investigative [526653]
Structure
Download
2D MOL

3D MOL

Formula
C30H18O10
Canonical SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4<br />)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
InChI
1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
InChIKey
YUSWMAULDXZHPY-UHFFFAOYSA-N
PubChem Compound ID
Target and Pathway
Target(s) Gamma-aminobutyric acid receptor subunit beta-2 Target Info Inhibitor [526653]
Induced myeloid leukemia cell differentiation protein Mcl-1 Target Info Inhibitor [531262]
Gamma-aminobutyric-acid receptor alpha-5 subunit Target Info Inhibitor [526653]
Gamma-aminobutyric acid receptor subunit alpha-1 Target Info Inhibitor [526653]
Gamma-aminobutyric acid receptor subunit gamma-2 Target Info Inhibitor [526653]
Gamma-aminobutyric-acid receptor alpha-2 subunit Target Info Inhibitor [526653]
Gamma-aminobutyric-acid receptor alpha-3 subunit Target Info Inhibitor [526653]
Xanthine dehydrogenase/oxidase Target Info Inhibitor [551348]
Gamma-aminobutyric acid receptor Target Info Inhibitor [526653]
BioCyc Pathway Purine nucleotides degradation
Urate biosynthesis/inosine 5'-phosphate degradation
Guanosine nucleotides degradation
Adenosine nucleotides degradation
Retinoate biosynthesis II
KEGG Pathway Neuroactive ligand-receptor interaction
Retrograde endocannabinoid signaling
Serotonergic synapse
GABAergic synapse
Morphine addiction
Nicotine addictionhsa04151:PI3K-Akt signaling pathway
MicroRNAs in cancerhsa04080:Neuroactive ligand-receptor interaction
Nicotine addictionhsa04080:Neuroactive ligand-receptor interaction
Nicotine addictionhsa00230:Purine metabolism
Caffeine metabolism
Drug metabolism - other enzymes
Metabolic pathways
Peroxisome
NetPath Pathway TCR Signaling Pathway
PANTHER Pathway Apoptosis signaling pathway
CCKR signaling map STP02723:Adenine and hypoxanthine salvage pathway
Purine metabolism
Pathway Interaction Database E2F transcription factor network
Direct p53 effectors
IL6-mediated signaling events
HIF-1-alpha transcription factor network
PathWhiz Pathway Caffeine Metabolism
Purine Metabolism
Reactome Ligand-gated ion channel transport
GABA A receptor activationR-HSA-975298:Ligand-gated ion channel transport
GABA A receptor activationR-HSA-74259:Purine catabolism
WikiPathways Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Iron uptake and transportWP254:Apoptosis
miR-targeted genes in muscle cell - TarBase
miR-targeted genes in lymphocytes - TarBase
miR-targeted genes in leukocytes - TarBase
Apoptosis Modulation and SignalingWP2754:Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Iron uptake and transportWP706:SIDS Susceptibility Pathways
Iron uptake and transportWP2754:Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Iron uptake and transportWP408:Oxidative Stress
Effects of Nitric Oxide
Metabolism of nucleotides
Selenium Micronutrient Network
References
Ref 526653Bioorg Med Chem Lett. 2003 Jul 21;13(14):2281-4.Semisynthetic preparation of amentoflavone: A negative modulator at GABA(A) receptors.
Ref 526653Bioorg Med Chem Lett. 2003 Jul 21;13(14):2281-4.Semisynthetic preparation of amentoflavone: A negative modulator at GABA(A) receptors.
Ref 531262Bioorg Med Chem Lett. 2010 Dec 15;20(24):7331-6. Epub 2010 Oct 21.In silico identification and biochemical evaluation of novel inhibitors of NRH:quinone oxidoreductase 2 (NQO2).
Ref 551348Inhibition of cow's milk xanthine oxidase by flavonoids. J Nat Prod. 1988 Mar-Apr;51(2):345-8.

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