3,5,7,8,4'-Pentamethoxyflavone

Details

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Internal ID 23713c03-c820-4915-9fcc-76a50f676942
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 3,5,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
SMILES (Isomeric) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
InChI InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)17-20(26-5)16(21)15-13(23-2)10-14(24-3)18(25-4)19(15)27-17/h6-10H,1-5H3
InChI Key OJHAJXCULJNLPI-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O7
Molecular Weight 372.40 g/mol
Exact Mass 372.12090297 g/mol
Topological Polar Surface Area (TPSA) 72.40 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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Herbacetin pentamethyl ether
LMPK12113164

2D Structure

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2D Structure of 3,5,7,8,4'-Pentamethoxyflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 + 0.9183 91.83%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7006 70.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9516 95.16%
OATP1B3 inhibitior + 0.9919 99.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7703 77.03%
P-glycoprotein inhibitior + 0.9486 94.86%
P-glycoprotein substrate - 0.9013 90.13%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7654 76.54%
CYP3A4 inhibition + 0.6138 61.38%
CYP2C9 inhibition - 0.7985 79.85%
CYP2C19 inhibition + 0.7445 74.45%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition + 0.9694 96.94%
CYP2C8 inhibition + 0.6374 63.74%
CYP inhibitory promiscuity + 0.8123 81.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5636 56.36%
Eye corrosion - 0.9682 96.82%
Eye irritation + 0.6826 68.26%
Skin irritation - 0.7565 75.65%
Skin corrosion - 0.9845 98.45%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7101 71.01%
Micronuclear + 0.7759 77.59%
Hepatotoxicity + 0.5210 52.10%
skin sensitisation - 0.9439 94.39%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5545 55.45%
Acute Oral Toxicity (c) II 0.6245 62.45%
Estrogen receptor binding + 0.8542 85.42%
Androgen receptor binding + 0.8586 85.86%
Thyroid receptor binding + 0.6562 65.62%
Glucocorticoid receptor binding + 0.8190 81.90%
Aromatase binding + 0.6665 66.65%
PPAR gamma + 0.7480 74.80%
Honey bee toxicity - 0.8799 87.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9192 91.92%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.31% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.38% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.73% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.99% 86.33%
CHEMBL1907 P15144 Aminopeptidase N 90.23% 93.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.05% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.24% 87.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.69% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.56% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.06% 96.00%
CHEMBL4208 P20618 Proteasome component C5 83.91% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.12% 99.15%
CHEMBL2581 P07339 Cathepsin D 82.82% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.54% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.17% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.10% 95.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.02% 81.11%

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.
Drummondita calida

Cross-Links

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PubChem 10981555
LOTUS LTS0018534
wikiData Q105193089