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8-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7f24b155-ff06-4ff7-9440-0f5765986584
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)25-13-23(37)31-24(38)14-27(40-2)29(32(31)42-25)19-9-16(5-8-20(19)34)26-12-22(36)30-21(35)10-17(33)11-28(30)41-26/h3-14,33-35,38H,1-2H3
InChI Key SQGLUEWZRKIEGS-UHFFFAOYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C32H22O10
Molecular Weight 566.50 g/mol
Exact Mass 566.12129689 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.74
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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41583-84-0
Amentoflavone dimethyl ether
4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-, dimethyl ether
7'',4'''-dimethylamentoflavone
8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
DTXSID00961824
AKOS040735044
Amentoflavone 7'',4'''-dimethyl ether
8-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-hydroxy-phenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
8-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 8-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9325 93.25%
Caco-2 - 0.8006 80.06%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8148 81.48%
OATP2B1 inhibitior - 0.5666 56.66%
OATP1B1 inhibitior - 0.3891 38.91%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior + 0.8457 84.57%
P-glycoprotein substrate - 0.6498 64.98%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.5831 58.31%
CYP2C9 inhibition + 0.6590 65.90%
CYP2C19 inhibition + 0.6234 62.34%
CYP2D6 inhibition - 0.7411 74.11%
CYP1A2 inhibition + 0.6533 65.33%
CYP2C8 inhibition + 0.8935 89.35%
CYP inhibitory promiscuity + 0.6726 67.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6328 63.28%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8386 83.86%
Skin irritation - 0.7256 72.56%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4010 40.10%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9458 94.58%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5874 58.74%
Acute Oral Toxicity (c) III 0.6505 65.05%
Estrogen receptor binding + 0.8777 87.77%
Androgen receptor binding + 0.9467 94.67%
Thyroid receptor binding + 0.5920 59.20%
Glucocorticoid receptor binding + 0.8638 86.38%
Aromatase binding - 0.5397 53.97%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.7586 75.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5749 57.49%
Fish aquatic toxicity + 0.9066 90.66%

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 98.40% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.97% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.46% 94.00%
CHEMBL3194 P02766 Transthyretin 96.49% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.72% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.35% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.81% 89.00%
CHEMBL242 Q92731 Estrogen receptor beta 93.33% 98.35%
CHEMBL1907 P15144 Aminopeptidase N 93.13% 93.31%
CHEMBL4208 P20618 Proteasome component C5 92.49% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.99% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 90.29% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.55% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.41% 99.17%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.65% 96.12%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.58% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.31% 93.99%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.12% 96.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.94% 95.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.67% 90.71%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 83.45% 89.23%
CHEMBL2535 P11166 Glucose transporter 83.27% 98.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.83% 95.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.75% 97.28%
CHEMBL308 P06493 Cyclin-dependent kinase 1 82.42% 91.73%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.80% 93.65%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.59% 98.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.35% 83.57%

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.
Araucaria angustifolia
Ouratea multiflora

Cross-Links

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PubChem 5491518
LOTUS LTS0141319
wikiData Q82943330