2-(3,5-Dimethoxy-2,4-dimethylphenyl)-5-methyl-1-benzofuran-4-ol

Details

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Internal ID f4243282-7541-43c0-838f-cec4ae17b0f7
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-(3,5-dimethoxy-2,4-dimethylphenyl)-5-methyl-1-benzofuran-4-ol
SMILES (Canonical) CC1=C(C2=C(C=C1)OC(=C2)C3=CC(=C(C(=C3C)OC)C)OC)O
SMILES (Isomeric) CC1=C(C2=C(C=C1)OC(=C2)C3=CC(=C(C(=C3C)OC)C)OC)O
InChI InChI=1S/C19H20O4/c1-10-6-7-15-14(18(10)20)9-17(23-15)13-8-16(21-4)12(3)19(22-5)11(13)2/h6-9,20H,1-5H3
InChI Key ZMHPYJTVYXZUFL-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H20O4
Molecular Weight 312.40 g/mol
Exact Mass 312.13615911 g/mol
Topological Polar Surface Area (TPSA) 51.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.75
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 2-(3,5-Dimethoxy-2,4-dimethylphenyl)-5-methyl-1-benzofuran-4-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.7450 74.50%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7197 71.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8978 89.78%
OATP1B3 inhibitior + 0.9685 96.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6253 62.53%
P-glycoprotein inhibitior + 0.5913 59.13%
P-glycoprotein substrate - 0.6438 64.38%
CYP3A4 substrate + 0.5326 53.26%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate + 0.3733 37.33%
CYP3A4 inhibition - 0.6731 67.31%
CYP2C9 inhibition + 0.6827 68.27%
CYP2C19 inhibition + 0.8021 80.21%
CYP2D6 inhibition - 0.8277 82.77%
CYP1A2 inhibition + 0.9325 93.25%
CYP2C8 inhibition + 0.8221 82.21%
CYP inhibitory promiscuity + 0.8945 89.45%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8508 85.08%
Carcinogenicity (trinary) Danger 0.3796 37.96%
Eye corrosion - 0.9893 98.93%
Eye irritation + 0.6016 60.16%
Skin irritation - 0.8089 80.89%
Skin corrosion - 0.9810 98.10%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6429 64.29%
Micronuclear + 0.7359 73.59%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.9233 92.33%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9463 94.63%
Acute Oral Toxicity (c) III 0.4951 49.51%
Estrogen receptor binding + 0.8843 88.43%
Androgen receptor binding + 0.7304 73.04%
Thyroid receptor binding + 0.7561 75.61%
Glucocorticoid receptor binding + 0.7633 76.33%
Aromatase binding + 0.7782 77.82%
PPAR gamma + 0.8070 80.70%
Honey bee toxicity - 0.8961 89.61%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9560 95.60%

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 97.75% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.48% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.40% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.40% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.14% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.55% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.86% 99.15%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 87.12% 93.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.66% 86.33%
CHEMBL2535 P11166 Glucose transporter 86.36% 98.75%
CHEMBL2581 P07339 Cathepsin D 84.20% 98.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.12% 82.38%
CHEMBL3194 P02766 Transthyretin 82.92% 90.71%

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.
Stemona collinsae

Cross-Links

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PubChem 11077835
LOTUS LTS0177193
wikiData Q105379467