3,5-dimethoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol

Details

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Internal ID 7022e124-4fd4-479c-9f55-bf447ed4ed3c
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 3,5-dimethoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol
SMILES (Canonical) CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3OC)OC)O
SMILES (Isomeric) C/C=C/C1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3OC)OC)O
InChI InChI=1S/C19H18O4/c1-4-5-12-6-7-16-13(8-12)9-18(23-16)19-15(20)10-14(21-2)11-17(19)22-3/h4-11,20H,1-3H3/b5-4+
InChI Key ZVUKDEUIFQUXQP-SNAWJCMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O4
Molecular Weight 310.30 g/mol
Exact Mass 310.12050905 g/mol
Topological Polar Surface Area (TPSA) 51.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.86
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 3,5-dimethoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.8544 85.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6608 66.08%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.9727 97.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4543 45.43%
P-glycoprotein inhibitior + 0.8176 81.76%
P-glycoprotein substrate - 0.8366 83.66%
CYP3A4 substrate + 0.5144 51.44%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7174 71.74%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.6504 65.04%
CYP2C19 inhibition + 0.8046 80.46%
CYP2D6 inhibition - 0.8455 84.55%
CYP1A2 inhibition + 0.8970 89.70%
CYP2C8 inhibition + 0.8417 84.17%
CYP inhibitory promiscuity + 0.9496 94.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8908 89.08%
Carcinogenicity (trinary) Danger 0.6116 61.16%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.7238 72.38%
Skin irritation - 0.7992 79.92%
Skin corrosion - 0.9766 97.66%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7703 77.03%
Micronuclear + 0.7459 74.59%
Hepatotoxicity - 0.5716 57.16%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity - 0.7889 78.89%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6593 65.93%
Acute Oral Toxicity (c) II 0.4614 46.14%
Estrogen receptor binding + 0.9542 95.42%
Androgen receptor binding + 0.8715 87.15%
Thyroid receptor binding + 0.8103 81.03%
Glucocorticoid receptor binding + 0.8434 84.34%
Aromatase binding + 0.8972 89.72%
PPAR gamma + 0.7740 77.40%
Honey bee toxicity - 0.8767 87.67%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9824 98.24%

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 98.62% 91.11%
CHEMBL4208 P20618 Proteasome component C5 93.11% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.74% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.29% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.16% 99.15%
CHEMBL3194 P02766 Transthyretin 91.99% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.30% 85.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.24% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.16% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.98% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.80% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 84.19% 94.73%
CHEMBL2535 P11166 Glucose transporter 82.87% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.00% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.63% 93.65%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.07% 91.71%

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.
Krameria erecta
Krameria ramosissima

Cross-Links

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PubChem 13834119
LOTUS LTS0162071
wikiData Q105384663