8-(1-Hydroxy-3-methylbut-2-en-2-yl)-7-methoxychromen-2-one

Details

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Internal ID 53705f93-c345-488e-98ed-1bb5babf72e3
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 8-(1-hydroxy-3-methylbut-2-en-2-yl)-7-methoxychromen-2-one
SMILES (Canonical) CC(=C(CO)C1=C(C=CC2=C1OC(=O)C=C2)OC)C
SMILES (Isomeric) CC(=C(CO)C1=C(C=CC2=C1OC(=O)C=C2)OC)C
InChI InChI=1S/C15H16O4/c1-9(2)11(8-16)14-12(18-3)6-4-10-5-7-13(17)19-15(10)14/h4-7,16H,8H2,1-3H3
InChI Key KUVADPJAOZRLCV-UHFFFAOYSA-N
Popularity 2 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 2.90
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-(1-Hydroxy-3-methylbut-2-en-2-yl)-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 + 0.9887 98.87%
Caco-2 + 0.8504 85.04%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7522 75.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9327 93.27%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4654 46.54%
P-glycoprotein inhibitior - 0.8564 85.64%
P-glycoprotein substrate - 0.7810 78.10%
CYP3A4 substrate - 0.5733 57.33%
CYP2C9 substrate - 0.6755 67.55%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.7883 78.83%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.8645 86.45%
CYP2D6 inhibition - 0.7358 73.58%
CYP1A2 inhibition + 0.8913 89.13%
CYP2C8 inhibition - 0.7173 71.73%
CYP inhibitory promiscuity + 0.7430 74.30%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.7567 75.67%
Eye corrosion - 0.9853 98.53%
Eye irritation + 0.6782 67.82%
Skin irritation - 0.7811 78.11%
Skin corrosion - 0.9743 97.43%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6226 62.26%
Micronuclear - 0.5326 53.26%
Hepatotoxicity + 0.6533 65.33%
skin sensitisation - 0.8026 80.26%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.7757 77.57%
Acute Oral Toxicity (c) III 0.6321 63.21%
Estrogen receptor binding + 0.7474 74.74%
Androgen receptor binding + 0.7319 73.19%
Thyroid receptor binding - 0.5827 58.27%
Glucocorticoid receptor binding + 0.7239 72.39%
Aromatase binding + 0.8385 83.85%
PPAR gamma + 0.7802 78.02%
Honey bee toxicity - 0.9179 91.79%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7649 76.49%
Fish aquatic toxicity + 0.9857 98.57%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.86% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 91.31% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.04% 95.56%
CHEMBL1255126 O15151 Protein Mdm4 85.55% 90.20%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.53% 96.00%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.78% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.07% 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.
Micromelum minutum

Cross-Links

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PubChem 14779482
LOTUS LTS0244160
wikiData Q105146377