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2-(2,4-Dihydroxy-6-methoxy-benzoyl)-9-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-6-(4-methoxy-phenyl)-1,5-dioxa-cyclopenta[b]naphthalen-8-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 943c73b5-8563-4c4f-af3c-c8f3f94bcffb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
IUPAC Name 2-(2,4-dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-(4-methoxyphenyl)furo[2,3-g]chromen-8-one
SMILES (Canonical) COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C4C(=C(OC4=C3O)C(=O)C5=C(C=C(C=C5OC)O)O)C6=CC(=C(C=C6)O)OC
SMILES (Isomeric) COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C4C(=C(OC4=C3O)C(=O)C5=C(C=C(C=C5OC)O)O)C6=CC(=C(C=C6)O)OC
InChI InChI=1S/C33H24O11/c1-40-18-7-4-15(5-8-18)23-14-22(37)29-26(43-23)13-19-27(16-6-9-20(35)24(10-16)41-2)33(44-32(19)30(29)38)31(39)28-21(36)11-17(34)12-25(28)42-3/h4-14,34-36,38H,1-3H3
InChI Key HHHIETVLBCFJER-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H24O11
Molecular Weight 596.50 g/mol
Exact Mass 596.13186158 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.95
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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2-(2,4-dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-(4-methoxyphenyl)-8H-furo[2,3-g]chromen-8-one
4\'\'\',5,5\",7\"-Tetrahydroxy-3\",3\'\'\',4\'-trimethoxy-6-O-alpha,7-beta-flavone-chalcone
8H-furo[2,3-g][1]benzopyran-8-one, 2-(2,4-dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-(4-methoxyphenyl)-
InChI=1/C33H24O11/c1-40-18-7-4-15(5-8-18)23-14-22(37)29-26(43-23)13-19-27(16-6-9-20(35)24(10-16)41-2)33(44-32(19)30(29)38)31(39)28-21(36)11-17(34)12-25(28)42-3/h4-14,34-36,38H,1-3H

2D Structure

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2D Structure of 2-(2,4-Dihydroxy-6-methoxy-benzoyl)-9-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-6-(4-methoxy-phenyl)-1,5-dioxa-cyclopenta[b]naphthalen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9360 93.60%
Caco-2 - 0.7973 79.73%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7471 74.71%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8647 86.47%
OATP1B3 inhibitior + 0.8697 86.97%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.8547 85.47%
P-glycoprotein substrate + 0.5677 56.77%
CYP3A4 substrate + 0.6616 66.16%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8299 82.99%
CYP3A4 inhibition + 0.5728 57.28%
CYP2C9 inhibition - 0.5299 52.99%
CYP2C19 inhibition + 0.5117 51.17%
CYP2D6 inhibition - 0.7036 70.36%
CYP1A2 inhibition + 0.6316 63.16%
CYP2C8 inhibition + 0.8717 87.17%
CYP inhibitory promiscuity + 0.7558 75.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4393 43.93%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8136 81.36%
Skin irritation - 0.7712 77.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis + 0.5036 50.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7086 70.86%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9208 92.08%
Acute Oral Toxicity (c) III 0.4690 46.90%
Estrogen receptor binding + 0.8709 87.09%
Androgen receptor binding + 0.9201 92.01%
Thyroid receptor binding + 0.6546 65.46%
Glucocorticoid receptor binding + 0.8531 85.31%
Aromatase binding + 0.5351 53.51%
PPAR gamma + 0.7207 72.07%
Honey bee toxicity - 0.7870 78.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9135 91.35%

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 99.65% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.01% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.95% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.96% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.37% 89.00%
CHEMBL3194 P02766 Transthyretin 92.64% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.69% 94.45%
CHEMBL4208 P20618 Proteasome component C5 91.58% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.35% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.80% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.33% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.17% 99.17%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.14% 94.42%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 88.00% 93.65%
CHEMBL2581 P07339 Cathepsin D 87.72% 98.95%
CHEMBL1907 P15144 Aminopeptidase N 87.37% 93.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.44% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.85% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.64% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.00% 86.92%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 82.96% 89.23%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 82.42% 98.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.48% 96.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.27% 96.00%
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.
Aristolochia ridicula

Cross-Links

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PubChem 637123
LOTUS LTS0049385
wikiData Q105028284