3-(3-Ethenyl-3,10-dimethyl-5-oxo-2,4-dihydropyrano[3,2-c]chromen-2-yl)-2-methylprop-2-enoic acid

Details

Top
Internal ID de5f620e-beda-4234-944a-4aa82d696e60
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name 3-(3-ethenyl-3,10-dimethyl-5-oxo-2,4-dihydropyrano[3,2-c]chromen-2-yl)-2-methylprop-2-enoic acid
SMILES (Canonical) CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C(C3)(C)C=C)C=C(C)C(=O)O
SMILES (Isomeric) CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C(C3)(C)C=C)C=C(C)C(=O)O
InChI InChI=1S/C20H20O5/c1-5-20(4)10-13-17(25-15(20)9-12(3)18(21)22)16-11(2)7-6-8-14(16)24-19(13)23/h5-9,15H,1,10H2,2-4H3,(H,21,22)
InChI Key VCYIRKUQXRRTEI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H20O5
Molecular Weight 340.40 g/mol
Exact Mass 340.13107373 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-(3-Ethenyl-3,10-dimethyl-5-oxo-2,4-dihydropyrano[3,2-c]chromen-2-yl)-2-methylprop-2-enoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9804 98.04%
Caco-2 + 0.7515 75.15%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7005 70.05%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.9101 91.01%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7112 71.12%
P-glycoprotein inhibitior - 0.6286 62.86%
P-glycoprotein substrate - 0.7211 72.11%
CYP3A4 substrate + 0.6256 62.56%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8938 89.38%
CYP3A4 inhibition - 0.5697 56.97%
CYP2C9 inhibition - 0.5835 58.35%
CYP2C19 inhibition - 0.6922 69.22%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.7415 74.15%
CYP2C8 inhibition - 0.6975 69.75%
CYP inhibitory promiscuity - 0.7683 76.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9713 97.13%
Carcinogenicity (trinary) Non-required 0.4735 47.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.7599 75.99%
Skin irritation - 0.6275 62.75%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4247 42.47%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.6428 64.28%
skin sensitisation - 0.6917 69.17%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6614 66.14%
Acute Oral Toxicity (c) III 0.4337 43.37%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.6728 67.28%
Thyroid receptor binding - 0.5170 51.70%
Glucocorticoid receptor binding + 0.6762 67.62%
Aromatase binding + 0.5781 57.81%
PPAR gamma + 0.7973 79.73%
Honey bee toxicity - 0.8107 81.07%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL240 Q12809 HERG 97.73% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.79% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.48% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.56% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.67% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.13% 94.73%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.74% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 82.35% 91.19%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.66% 90.93%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.51% 93.65%

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.
Ethulia conyzoides

Cross-Links

Top
PubChem 162891315
LOTUS LTS0095097
wikiData Q105284031