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

Details

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Internal ID 7f06927a-4ad9-49f9-8844-8f134eceacfd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
IUPAC Name 7,9-dimethoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES (Canonical) COC1=CC(=CC2=C1OCO2)C3=C(C(=O)C4=C(C5=C(C=C4O3)OCO5)OC)OC
SMILES (Isomeric) COC1=CC(=CC2=C1OCO2)C3=C(C(=O)C4=C(C5=C(C=C4O3)OCO5)OC)OC
InChI InChI=1S/C20H16O9/c1-22-11-4-9(5-12-17(11)27-7-25-12)16-20(24-3)15(21)14-10(29-16)6-13-18(19(14)23-2)28-8-26-13/h4-6H,7-8H2,1-3H3
InChI Key XOQCFHSJZRFZEQ-UHFFFAOYSA-N
Popularity 0 references 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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CHEBI:189764
LMPK12113042
7,9-dimethoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-[1,3]dioxolo[4,5-g]chromen-8-one

2D Structure

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2D Structure of 3,5,3'-Trimethoxy-6,7:4',5'-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 + 0.7748 77.48%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7213 72.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9646 96.46%
OATP1B3 inhibitior + 0.9712 97.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.6754 67.54%
P-glycoprotein inhibitior + 0.8220 82.20%
P-glycoprotein substrate - 0.8138 81.38%
CYP3A4 substrate + 0.5153 51.53%
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 - 0.5986 59.86%
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 - 0.6540 65.40%
Skin irritation - 0.8165 81.65%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis + 0.5518 55.18%
Human Ether-a-go-go-Related Gene inhibition + 0.7502 75.02%
Micronuclear + 0.7974 79.74%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7489 74.89%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4644 46.44%
Acute Oral Toxicity (c) III 0.6196 61.96%
Estrogen receptor binding + 0.8791 87.91%
Androgen receptor binding + 0.6464 64.64%
Thyroid receptor binding + 0.5223 52.23%
Glucocorticoid receptor binding + 0.8257 82.57%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.8787 87.87%
Honey bee toxicity - 0.6769 67.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.33% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.30% 91.11%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 94.16% 80.96%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.61% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.87% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.59% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.37% 92.62%
CHEMBL2581 P07339 Cathepsin D 87.40% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.23% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.93% 96.09%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 83.76% 85.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.47% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.68% 97.14%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.56% 82.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.97% 93.99%

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.
Persicaria minor

Cross-Links

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PubChem 14704648
LOTUS LTS0247608
wikiData Q105337867