(3E)-6-hydroxy-3-[(E)-1-hydroxy-3-phenylprop-2-enylidene]-4,5-dimethoxy-7-[(E)-3-phenylprop-2-enoyl]-1-benzofuran-2-one

Details

Top
Internal ID e6dff03e-c7c2-4016-9080-48662488cd8b
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
IUPAC Name (3E)-6-hydroxy-3-[(E)-1-hydroxy-3-phenylprop-2-enylidene]-4,5-dimethoxy-7-[(E)-3-phenylprop-2-enoyl]-1-benzofuran-2-one
SMILES (Canonical) COC1=C(C(=C(C2=C1C(=C(C=CC3=CC=CC=C3)O)C(=O)O2)C(=O)C=CC4=CC=CC=C4)O)OC
SMILES (Isomeric) COC1=C(C(=C(C2=C1/C(=C(/C=C/C3=CC=CC=C3)\O)/C(=O)O2)C(=O)/C=C/C4=CC=CC=C4)O)OC
InChI InChI=1S/C28H22O7/c1-33-26-23-21(19(29)15-13-17-9-5-3-6-10-17)28(32)35-25(23)22(24(31)27(26)34-2)20(30)16-14-18-11-7-4-8-12-18/h3-16,29,31H,1-2H3/b15-13+,16-14+,21-19+
InChI Key SYJASFPLLHXQRX-VZZMMMTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H22O7
Molecular Weight 470.50 g/mol
Exact Mass 470.13655304 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.21
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3E)-6-hydroxy-3-[(E)-1-hydroxy-3-phenylprop-2-enylidene]-4,5-dimethoxy-7-[(E)-3-phenylprop-2-enoyl]-1-benzofuran-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.6080 60.80%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7293 72.93%
OATP2B1 inhibitior - 0.5736 57.36%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.8934 89.34%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9158 91.58%
P-glycoprotein inhibitior + 0.8770 87.70%
P-glycoprotein substrate - 0.8996 89.96%
CYP3A4 substrate + 0.5210 52.10%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8655 86.55%
CYP3A4 inhibition - 0.6425 64.25%
CYP2C9 inhibition + 0.7680 76.80%
CYP2C19 inhibition + 0.8054 80.54%
CYP2D6 inhibition - 0.8020 80.20%
CYP1A2 inhibition + 0.7375 73.75%
CYP2C8 inhibition + 0.7922 79.22%
CYP inhibitory promiscuity + 0.8431 84.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Danger 0.5677 56.77%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.5544 55.44%
Skin irritation - 0.7243 72.43%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6890 68.90%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.6283 62.83%
skin sensitisation - 0.7444 74.44%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7832 78.32%
Acute Oral Toxicity (c) II 0.4090 40.90%
Estrogen receptor binding + 0.8272 82.72%
Androgen receptor binding + 0.7805 78.05%
Thyroid receptor binding + 0.5661 56.61%
Glucocorticoid receptor binding + 0.7280 72.80%
Aromatase binding - 0.6448 64.48%
PPAR gamma + 0.7387 73.87%
Honey bee toxicity - 0.9014 90.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9943 99.43%

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 98.71% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.50% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.73% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.15% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.02% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.49% 99.23%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 88.40% 98.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.12% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.83% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 83.37% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.83% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.03% 99.17%

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.
Didymocarpus albicalyx

Cross-Links

Top
PubChem 54711079
LOTUS LTS0030529
wikiData Q105263595