2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate

Details

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Internal ID da2dfc2f-07ae-4e74-b040-0e93dfb402e9
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
IUPAC Name 2-(2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
SMILES (Isomeric) CC=C(C)C(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
InChI InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3
InChI Key JRIBPWOXWIRQOQ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H20O5
Molecular Weight 328.40 g/mol
Exact Mass 328.13107373 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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HMS3351K09
BCP28238

2D Structure

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2D Structure of 2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-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 + 0.9944 99.44%
Caco-2 - 0.9373 93.73%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7611 76.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.8834 88.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7980 79.80%
P-glycoprotein inhibitior + 0.6481 64.81%
P-glycoprotein substrate - 0.8556 85.56%
CYP3A4 substrate + 0.5212 52.12%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate - 0.8577 85.77%
CYP3A4 inhibition + 0.5125 51.25%
CYP2C9 inhibition - 0.6692 66.92%
CYP2C19 inhibition + 0.6951 69.51%
CYP2D6 inhibition - 0.7652 76.52%
CYP1A2 inhibition - 0.5901 59.01%
CYP2C8 inhibition - 0.7610 76.10%
CYP inhibitory promiscuity + 0.6451 64.51%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4166 41.66%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9306 93.06%
Skin irritation - 0.7575 75.75%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear + 0.5059 50.59%
Hepatotoxicity + 0.6086 60.86%
skin sensitisation - 0.6227 62.27%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5306 53.06%
Acute Oral Toxicity (c) III 0.5801 58.01%
Estrogen receptor binding + 0.8604 86.04%
Androgen receptor binding + 0.6738 67.38%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5666 56.66%
Aromatase binding + 0.5758 57.58%
PPAR gamma - 0.5186 51.86%
Honey bee toxicity - 0.8642 86.42%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9933 99.33%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.66% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.27% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.37% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.16% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.33% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.13% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.39% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.46% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.14% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.96% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.42% 94.00%

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.
Angelica komarovii
Angelica pubescens
Berberis amurensis
Berberis japonica
Berberis thunbergii
Cicuta virosa
Cnidium monnieri
Coptis chinensis
Corydalis yanhusuo
Daucus carota
Peucedanum palustre
Semenovia dasycarpa
Thalictrum foliolosum

Cross-Links

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PubChem 53399217
NPASS NPC115096
LOTUS LTS0234731
wikiData Q105133929