3,5,8-Trimethoxy-6,7:3',4'-bis(methylenedioxy)flavone

Details

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Internal ID 06cf9a43-26ae-4038-b89c-c86133c4f591
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 6-(1,3-benzodioxol-5-yl)-4,7,9-trimethoxy-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES (Canonical) COC1=C2C(=C(C3=C1C(=O)C(=C(O3)C4=CC5=C(C=C4)OCO5)OC)OC)OCO2
SMILES (Isomeric) COC1=C2C(=C(C3=C1C(=O)C(=C(O3)C4=CC5=C(C=C4)OCO5)OC)OC)OCO2
InChI InChI=1S/C20H16O9/c1-22-15-12-13(21)17(23-2)14(9-4-5-10-11(6-9)26-7-25-10)29-16(12)18(24-3)20-19(15)27-8-28-20/h4-6H,7-8H2,1-3H3
InChI Key QIQROODGFFUJKS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H16O9
Molecular Weight 400.30 g/mol
Exact Mass 400.07943208 g/mol
Topological Polar Surface Area (TPSA) 90.90 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.94
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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LMPK12113351

2D Structure

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2D Structure of 3,5,8-Trimethoxy-6,7:3',4'-bis(methylenedioxy)flavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9824 98.24%
Caco-2 + 0.8096 80.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7213 72.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9599 95.99%
OATP1B3 inhibitior + 0.9712 97.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7825 78.25%
P-glycoprotein inhibitior + 0.8672 86.72%
P-glycoprotein substrate - 0.9056 90.56%
CYP3A4 substrate - 0.5131 51.31%
CYP2C9 substrate - 0.8423 84.23%
CYP2D6 substrate - 0.8020 80.20%
CYP3A4 inhibition + 0.8613 86.13%
CYP2C9 inhibition + 0.8150 81.50%
CYP2C19 inhibition + 0.9455 94.55%
CYP2D6 inhibition - 0.6899 68.99%
CYP1A2 inhibition - 0.6607 66.07%
CYP2C8 inhibition - 0.6599 65.99%
CYP inhibitory promiscuity + 0.9306 93.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4472 44.72%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.7144 71.44%
Skin irritation - 0.8165 81.65%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7429 74.29%
Micronuclear + 0.7974 79.74%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7489 74.89%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5431 54.31%
Acute Oral Toxicity (c) III 0.6196 61.96%
Estrogen receptor binding + 0.8957 89.57%
Androgen receptor binding + 0.7863 78.63%
Thyroid receptor binding + 0.5690 56.90%
Glucocorticoid receptor binding + 0.8961 89.61%
Aromatase binding + 0.6797 67.97%
PPAR gamma + 0.8367 83.67%
Honey bee toxicity - 0.8150 81.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9388 93.88%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.30% 94.45%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 97.49% 85.30%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.13% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.88% 94.80%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 96.58% 80.96%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.54% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.83% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.59% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.83% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.25% 92.62%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 85.16% 85.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.59% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 82.64% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Comptonella microcarpa
Melicope indica
Melicope subunifoliolata
Melicope triphylla

Cross-Links

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PubChem 13942548
LOTUS LTS0000598
wikiData Q105221545