7-[(E)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]but-2-enoxy]chromen-2-one

Details

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Internal ID 2e822151-adb5-4e99-9b3e-506587010262
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 7-[(E)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]but-2-enoxy]chromen-2-one
SMILES (Canonical) CC1=CC(OC1=O)CC(=CCOC2=CC3=C(C=C2)C=CC(=O)O3)C
SMILES (Isomeric) CC1=C[C@H](OC1=O)C/C(=C/COC2=CC3=C(C=C2)C=CC(=O)O3)/C
InChI InChI=1S/C19H18O5/c1-12(9-16-10-13(2)19(21)23-16)7-8-22-15-5-3-14-4-6-18(20)24-17(14)11-15/h3-7,10-11,16H,8-9H2,1-2H3/b12-7+/t16-/m1/s1
InChI Key CFNMUZCFSDMZPQ-NYUWMOHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O5
Molecular Weight 326.30 g/mol
Exact Mass 326.11542367 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 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(E)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]but-2-enoxy]chromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 + 0.7748 77.48%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7896 78.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.8811 88.11%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7757 77.57%
P-glycoprotein inhibitior + 0.7590 75.90%
P-glycoprotein substrate - 0.7736 77.36%
CYP3A4 substrate + 0.5703 57.03%
CYP2C9 substrate - 0.6141 61.41%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition + 0.7620 76.20%
CYP2C9 inhibition + 0.5279 52.79%
CYP2C19 inhibition + 0.6547 65.47%
CYP2D6 inhibition - 0.7961 79.61%
CYP1A2 inhibition + 0.7277 72.77%
CYP2C8 inhibition + 0.4595 45.95%
CYP inhibitory promiscuity + 0.8216 82.16%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5525 55.25%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9315 93.15%
Skin irritation - 0.7464 74.64%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8729 87.29%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5147 51.47%
skin sensitisation - 0.7272 72.72%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6944 69.44%
Acute Oral Toxicity (c) III 0.4806 48.06%
Estrogen receptor binding + 0.7275 72.75%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding - 0.6669 66.69%
Glucocorticoid receptor binding + 0.7460 74.60%
Aromatase binding + 0.6454 64.54%
PPAR gamma + 0.6204 62.04%
Honey bee toxicity - 0.8536 85.36%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2039 P27338 Monoamine oxidase B 99.11% 92.51%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.90% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 94.86% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 94.62% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.40% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.54% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.95% 99.17%
CHEMBL4208 P20618 Proteasome component C5 88.81% 90.00%
CHEMBL2581 P07339 Cathepsin D 87.96% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.83% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.45% 89.00%

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.
Clausena anisum-olens
Clausena excavata
Krubera peregrina

Cross-Links

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PubChem 36688672
LOTUS LTS0003107
wikiData Q104956815