[8,8-Dimethyl-9-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate

Details

Top
Internal ID 09f7dc0e-a5a6-400f-b627-20ed1624755b
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name [8,8-dimethyl-9-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C=C(C)C
SMILES (Isomeric) CC(C)CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C=C(C)C
InChI InChI=1S/C24H28O7/c1-13(2)11-18(26)29-22-20-16(9-7-15-8-10-17(25)28-21(15)20)31-24(5,6)23(22)30-19(27)12-14(3)4/h7-10,12-13,22-23H,11H2,1-6H3
InChI Key BOMPXBBNKNYVGU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H28O7
Molecular Weight 428.50 g/mol
Exact Mass 428.18350323 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [8,8-Dimethyl-9-(3-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 + 0.6524 65.24%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7273 72.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9215 92.15%
OATP1B3 inhibitior + 0.8922 89.22%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9600 96.00%
P-glycoprotein inhibitior + 0.8921 89.21%
P-glycoprotein substrate - 0.5845 58.45%
CYP3A4 substrate + 0.6110 61.10%
CYP2C9 substrate - 0.5844 58.44%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition + 0.5790 57.90%
CYP2C9 inhibition - 0.5912 59.12%
CYP2C19 inhibition + 0.6535 65.35%
CYP2D6 inhibition - 0.8313 83.13%
CYP1A2 inhibition - 0.7300 73.00%
CYP2C8 inhibition + 0.4612 46.12%
CYP inhibitory promiscuity + 0.6372 63.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4896 48.96%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8996 89.96%
Skin irritation - 0.7989 79.89%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis + 0.5735 57.35%
Human Ether-a-go-go-Related Gene inhibition + 0.8189 81.89%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.6400 64.00%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5109 51.09%
Acute Oral Toxicity (c) III 0.6765 67.65%
Estrogen receptor binding + 0.7862 78.62%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding + 0.5330 53.30%
Glucocorticoid receptor binding + 0.7760 77.60%
Aromatase binding - 0.6037 60.37%
PPAR gamma + 0.6390 63.90%
Honey bee toxicity - 0.6766 67.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9948 99.48%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.40% 83.82%
CHEMBL2581 P07339 Cathepsin D 98.80% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.67% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.57% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.62% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 85.96% 94.73%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.14% 89.67%
CHEMBL2996 Q05655 Protein kinase C delta 83.05% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.82% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.81% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.78% 95.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.71% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.33% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.11% 99.23%

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.
Peucedanum japonicum

Cross-Links

Top
PubChem 72665212
LOTUS LTS0175294
wikiData Q104939322