5,7,2',4',6'-Pentamethoxyflavone

Details

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Internal ID c88bd7e5-7031-4990-afcc-21692eb3484d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name 5,7-dimethoxy-2-(2,4,6-trimethoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=CC2=C(C(=C1)OC)C(=O)C=C(O2)C3=C(C=C(C=C3OC)OC)OC
SMILES (Isomeric) COC1=CC2=C(C(=C1)OC)C(=O)C=C(O2)C3=C(C=C(C=C3OC)OC)OC
InChI InChI=1S/C20H20O7/c1-22-11-7-15(25-4)20(16(8-11)26-5)18-10-13(21)19-14(24-3)6-12(23-2)9-17(19)27-18/h6-10H,1-5H3
InChI Key BZDNMWJCXMJWNR-UHFFFAOYSA-N
Popularity 1 reference 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 3.00
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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502633-20-7
DTXSID90415780
LMPK12110951
2',4',5,6',7-Pentamethoxyflavone
5,7-Dimethoxy-2-(2,4,6-trimethoxyphenyl)-4H-chromen-4-one

2D Structure

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2D Structure of 5,7,2',4',6'-Pentamethoxyflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 + 0.8149 81.49%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.7189 71.89%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.9260 92.60%
OATP1B3 inhibitior + 0.9944 99.44%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5496 54.96%
P-glycoprotein inhibitior + 0.8674 86.74%
P-glycoprotein substrate - 0.9141 91.41%
CYP3A4 substrate - 0.5382 53.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7654 76.54%
CYP3A4 inhibition + 0.5447 54.47%
CYP2C9 inhibition - 0.5560 55.60%
CYP2C19 inhibition + 0.8006 80.06%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition + 0.9819 98.19%
CYP2C8 inhibition - 0.7551 75.51%
CYP inhibitory promiscuity + 0.8440 84.40%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.5825 58.25%
Eye corrosion - 0.9699 96.99%
Eye irritation + 0.6921 69.21%
Skin irritation - 0.7793 77.93%
Skin corrosion - 0.9879 98.79%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5525 55.25%
Micronuclear + 0.7659 76.59%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9630 96.30%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.5830 58.30%
Acute Oral Toxicity (c) II 0.4952 49.52%
Estrogen receptor binding + 0.8393 83.93%
Androgen receptor binding + 0.6745 67.45%
Thyroid receptor binding + 0.6840 68.40%
Glucocorticoid receptor binding + 0.8010 80.10%
Aromatase binding + 0.7718 77.18%
PPAR gamma + 0.7942 79.42%
Honey bee toxicity - 0.8401 84.01%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9402 94.02%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.22% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.12% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.41% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.63% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.20% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.51% 90.00%
CHEMBL2581 P07339 Cathepsin D 83.67% 98.95%
CHEMBL1907 P15144 Aminopeptidase N 82.49% 93.31%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.30% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 82.08% 94.73%
CHEMBL2535 P11166 Glucose transporter 80.09% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.00% 96.21%

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.
Andrographis lineata
Andrographis stenophylla
Andrographis viscosula

Cross-Links

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PubChem 5320479
NPASS NPC104271
LOTUS LTS0252322
wikiData Q82224767