(9-Acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl) 3-methylbut-2-enoate

Details

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Internal ID 449e3fb0-fc73-40b1-a171-8fef1c76c005
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name (9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl) 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C)C
SMILES (Isomeric) CC(=CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C)C
InChI InChI=1S/C21H22O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-10,19-20H,1-5H3
InChI Key VPDWBGHNQKUFNN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O7
Molecular Weight 386.40 g/mol
Exact Mass 386.13655304 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9-Acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl) 3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.6624 66.24%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7240 72.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9424 94.24%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7853 78.53%
P-glycoprotein inhibitior + 0.8671 86.71%
P-glycoprotein substrate - 0.7807 78.07%
CYP3A4 substrate + 0.5818 58.18%
CYP2C9 substrate - 0.8155 81.55%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition + 0.6239 62.39%
CYP2C9 inhibition - 0.6806 68.06%
CYP2C19 inhibition + 0.7432 74.32%
CYP2D6 inhibition - 0.8778 87.78%
CYP1A2 inhibition - 0.5415 54.15%
CYP2C8 inhibition + 0.4881 48.81%
CYP inhibitory promiscuity + 0.6952 69.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4415 44.15%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.8648 86.48%
Skin irritation - 0.7534 75.34%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis + 0.6463 64.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.6848 68.48%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.6345 63.45%
Acute Oral Toxicity (c) III 0.7765 77.65%
Estrogen receptor binding + 0.8340 83.40%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding - 0.5264 52.64%
Glucocorticoid receptor binding + 0.6745 67.45%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5775 57.75%
Honey bee toxicity - 0.6556 65.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9954 99.54%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.07% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.59% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.32% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.45% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.17% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.88% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.65% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.80% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.42% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.34% 89.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.72% 85.30%
CHEMBL3401 O75469 Pregnane X receptor 80.80% 94.73%

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.
Acacia desmondii
Musineon divaricatum
Peucedanum japonicum

Cross-Links

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PubChem 5089290
LOTUS LTS0238503
wikiData Q105290660