5-Hydroxy-8-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

Details

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Internal ID d6375bdf-048e-47e8-a87e-4777e0d474e3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name 5-hydroxy-8-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)OC
SMILES (Isomeric) COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)OC
InChI InChI=1S/C33H24O10/c1-39-19-10-6-17(7-11-19)25-13-21(36)29-23(38)15-27(41-3)31(33(29)43-25)30-26(40-2)14-22(37)28-20(35)12-24(42-32(28)30)16-4-8-18(34)9-5-16/h4-15,34,37-38H,1-3H3
InChI Key MQOXLMURYUCRGW-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H24O10
Molecular Weight 580.50 g/mol
Exact Mass 580.13694696 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.04
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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BDBM50522696

2D Structure

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2D Structure of 5-Hydroxy-8-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-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 + 0.9657 96.57%
Caco-2 - 0.7722 77.22%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8810 88.10%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.7987 79.87%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8364 83.64%
P-glycoprotein inhibitior + 0.8958 89.58%
P-glycoprotein substrate - 0.8541 85.41%
CYP3A4 substrate + 0.5788 57.88%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.8272 82.72%
CYP2C9 inhibition - 0.6322 63.22%
CYP2C19 inhibition - 0.6817 68.17%
CYP2D6 inhibition - 0.8618 86.18%
CYP1A2 inhibition + 0.6337 63.37%
CYP2C8 inhibition + 0.8137 81.37%
CYP inhibitory promiscuity + 0.5096 50.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.5571 55.71%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8627 86.27%
Skin irritation - 0.7763 77.63%
Skin corrosion - 0.9710 97.10%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6423 64.23%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9631 96.31%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4500 45.00%
Acute Oral Toxicity (c) III 0.5395 53.95%
Estrogen receptor binding + 0.8908 89.08%
Androgen receptor binding + 0.9340 93.40%
Thyroid receptor binding + 0.6095 60.95%
Glucocorticoid receptor binding + 0.8346 83.46%
Aromatase binding + 0.5316 53.16%
PPAR gamma + 0.6934 69.34%
Honey bee toxicity - 0.8369 83.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5649 56.49%
Fish aquatic toxicity + 0.9309 93.09%

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 98.16% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.52% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.31% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.13% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 95.05% 98.35%
CHEMBL2581 P07339 Cathepsin D 92.58% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.22% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.14% 85.14%
CHEMBL3194 P02766 Transthyretin 90.94% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.56% 99.17%
CHEMBL4208 P20618 Proteasome component C5 89.73% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.62% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.91% 89.00%
CHEMBL1907 P15144 Aminopeptidase N 88.82% 93.31%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.81% 86.92%
CHEMBL308 P06493 Cyclin-dependent kinase 1 88.61% 91.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.80% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.25% 91.71%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 85.22% 89.23%
CHEMBL3401 O75469 Pregnane X receptor 82.39% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.23% 95.50%
CHEMBL2535 P11166 Glucose transporter 82.10% 98.75%

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 cunninghamii

Cross-Links

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PubChem 13888659
LOTUS LTS0229336
wikiData Q105170152