2-(2,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one

Details

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Internal ID f4d70df3-1262-4249-9870-53fcb4fc4ecd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
IUPAC Name 2-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC(=CCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3O)OC)O)C
SMILES (Isomeric) CC(=CCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3O)OC)O)C
InChI InChI=1S/C21H20O7/c1-10(2)4-5-12-20(26)19-16(25)6-11(22)7-18(19)28-21(12)13-8-15(24)17(27-3)9-14(13)23/h4,6-9,22-25H,5H2,1-3H3
InChI Key VAYRUIZSSBTXBF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O7
Molecular Weight 384.40 g/mol
Exact Mass 384.12090297 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.80
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(2,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9832 98.32%
Caco-2 + 0.7305 73.05%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5784 57.84%
OATP2B1 inhibitior + 0.5794 57.94%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior + 0.8626 86.26%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5999 59.99%
P-glycoprotein inhibitior - 0.4763 47.63%
P-glycoprotein substrate - 0.6380 63.80%
CYP3A4 substrate + 0.5928 59.28%
CYP2C9 substrate - 0.5929 59.29%
CYP2D6 substrate - 0.8145 81.45%
CYP3A4 inhibition - 0.5730 57.30%
CYP2C9 inhibition + 0.8473 84.73%
CYP2C19 inhibition + 0.9369 93.69%
CYP2D6 inhibition + 0.5208 52.08%
CYP1A2 inhibition + 0.7893 78.93%
CYP2C8 inhibition + 0.7414 74.14%
CYP inhibitory promiscuity + 0.9483 94.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6522 65.22%
Eye corrosion - 0.9876 98.76%
Eye irritation + 0.7607 76.07%
Skin irritation - 0.7556 75.56%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition - 0.6188 61.88%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.8265 82.65%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6528 65.28%
Acute Oral Toxicity (c) III 0.7036 70.36%
Estrogen receptor binding + 0.9057 90.57%
Androgen receptor binding + 0.7552 75.52%
Thyroid receptor binding + 0.6209 62.09%
Glucocorticoid receptor binding + 0.9042 90.42%
Aromatase binding + 0.6659 66.59%
PPAR gamma + 0.9096 90.96%
Honey bee toxicity - 0.7940 79.40%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9853 98.53%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.80% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.62% 86.33%
CHEMBL3194 P02766 Transthyretin 94.12% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.18% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.66% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.26% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.92% 94.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 90.62% 96.12%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.36% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 86.05% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.50% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.08% 89.62%
CHEMBL4208 P20618 Proteasome component C5 83.20% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.25% 96.09%
CHEMBL2535 P11166 Glucose transporter 81.95% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.10% 96.95%

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.
Artocarpus integer

Cross-Links

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PubChem 163106267
LOTUS LTS0062645
wikiData Q105283100