PlantaeDB Logo
Login Sign-up

2-(2,4-Dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-(4-methoxyphenyl)furo[2,3-g]chromen-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

Top
Internal ID f637597f-9e23-4bfb-a878-a007b1c0d2d3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
IUPAC Name 2-(2,4-dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(3-hydroxy-4-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)OC)O
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)OC)O
InChI InChI=1S/C33H24O11/c1-40-18-7-4-15(5-8-18)24-14-22(37)29-26(43-24)13-19-27(16-6-9-23(41-2)20(35)10-16)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 WAILTZHTPABBBY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-(2,4-Dihydroxy-6-methoxybenzoyl)-9-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-(4-methoxyphenyl)furo[2,3-g]chromen-8-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9360 93.60%
Caco-2 - 0.8089 80.89%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7471 74.71%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.8697 86.97%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9600 96.00%
P-glycoprotein inhibitior + 0.8559 85.59%
P-glycoprotein substrate + 0.6322 63.22%
CYP3A4 substrate + 0.6660 66.60%
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 + 0.8780 87.80%
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 - 0.8446 84.46%
Skin irritation - 0.7712 77.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8405 84.05%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9151 91.51%
Acute Oral Toxicity (c) III 0.4690 46.90%
Estrogen receptor binding + 0.8749 87.49%
Androgen receptor binding + 0.9080 90.80%
Thyroid receptor binding + 0.6382 63.82%
Glucocorticoid receptor binding + 0.8455 84.55%
Aromatase binding + 0.5466 54.66%
PPAR gamma + 0.7208 72.08%
Honey bee toxicity - 0.7842 78.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9135 91.35%

Targets

Top

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 99.33% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.16% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.49% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.27% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.70% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.38% 85.14%
CHEMBL3194 P02766 Transthyretin 93.26% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.12% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.36% 94.45%
CHEMBL4208 P20618 Proteasome component C5 91.14% 90.00%
CHEMBL2581 P07339 Cathepsin D 90.61% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.54% 95.50%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.32% 94.42%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.90% 99.17%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 88.54% 93.65%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.38% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.96% 95.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.30% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 83.56% 93.31%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.96% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.19% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.88% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.77% 96.21%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 81.11% 89.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.84% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.58% 95.89%

Plants that contains it

Top
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

Top
PubChem 101717265
LOTUS LTS0122316
wikiData Q105300244