8-(4-Hydroxy-3-methylbut-2-enyl)-7-methoxychromen-2-one

Details

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Internal ID 04904edb-3a4e-44b2-b2df-db2cfba8acab
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 8-(4-hydroxy-3-methylbut-2-enyl)-7-methoxychromen-2-one
SMILES (Canonical) CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)CO
SMILES (Isomeric) CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)CO
InChI InChI=1S/C15H16O4/c1-10(9-16)3-6-12-13(18-2)7-4-11-5-8-14(17)19-15(11)12/h3-5,7-8,16H,6,9H2,1-2H3
InChI Key NYBDJZVNEBTWCZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O4
Molecular Weight 260.28 g/mol
Exact Mass 260.10485899 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-(4-Hydroxy-3-methylbut-2-enyl)-7-methoxychromen-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 + 0.9715 97.15%
Caco-2 + 0.8198 81.98%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7171 71.71%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.9224 92.24%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6467 64.67%
P-glycoprotein inhibitior - 0.8366 83.66%
P-glycoprotein substrate - 0.8507 85.07%
CYP3A4 substrate - 0.5642 56.42%
CYP2C9 substrate - 0.6435 64.35%
CYP2D6 substrate - 0.8097 80.97%
CYP3A4 inhibition + 0.5098 50.98%
CYP2C9 inhibition - 0.5536 55.36%
CYP2C19 inhibition + 0.7503 75.03%
CYP2D6 inhibition - 0.7641 76.41%
CYP1A2 inhibition + 0.8198 81.98%
CYP2C8 inhibition - 0.7319 73.19%
CYP inhibitory promiscuity + 0.7807 78.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.7333 73.33%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.7042 70.42%
Skin irritation - 0.7734 77.34%
Skin corrosion - 0.9655 96.55%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4121 41.21%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8188 81.88%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6274 62.74%
Acute Oral Toxicity (c) III 0.3935 39.35%
Estrogen receptor binding + 0.7984 79.84%
Androgen receptor binding + 0.6994 69.94%
Thyroid receptor binding - 0.6259 62.59%
Glucocorticoid receptor binding + 0.7669 76.69%
Aromatase binding + 0.7778 77.78%
PPAR gamma + 0.8134 81.34%
Honey bee toxicity - 0.9011 90.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL1255126 O15151 Protein Mdm4 90.85% 90.20%
CHEMBL2581 P07339 Cathepsin D 90.41% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.85% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.24% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 85.21% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.99% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.64% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.35% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.42% 99.23%
CHEMBL2535 P11166 Glucose transporter 81.94% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.77% 96.00%

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.
Ipomoea nil
Micromelum minutum

Cross-Links

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PubChem 85248235
LOTUS LTS0166993
wikiData Q105181524