(E)-3-[(2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

Details

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Internal ID 15abf2b6-17dd-47b9-9be3-a8023a0383ae
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (E)-3-[(2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol
SMILES (Canonical) COC1=C(C=C(C=C1)C2C(C3=C(O2)C(=CC(=C3)C=CCO)OC)CO)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)[C@H]2[C@@H](C3=C(O2)C(=CC(=C3)/C=C/CO)OC)CO)OC
InChI InChI=1S/C21H24O6/c1-24-17-7-6-14(11-18(17)25-2)20-16(12-23)15-9-13(5-4-8-22)10-19(26-3)21(15)27-20/h4-7,9-11,16,20,22-23H,8,12H2,1-3H3/b5-4+/t16-,20+/m1/s1
InChI Key IATWXYMZKVGQLC-CGJGEUGISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H24O6
Molecular Weight 372.40 g/mol
Exact Mass 372.15728848 g/mol
Topological Polar Surface Area (TPSA) 77.40 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-3-[(2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 + 0.7496 74.96%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6793 67.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8432 84.32%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9017 90.17%
P-glycoprotein inhibitior + 0.7165 71.65%
P-glycoprotein substrate - 0.7785 77.85%
CYP3A4 substrate + 0.5548 55.48%
CYP2C9 substrate + 0.6108 61.08%
CYP2D6 substrate + 0.3446 34.46%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.7644 76.44%
CYP2C19 inhibition + 0.7840 78.40%
CYP2D6 inhibition - 0.8444 84.44%
CYP1A2 inhibition + 0.5566 55.66%
CYP2C8 inhibition + 0.6616 66.16%
CYP inhibitory promiscuity + 0.9539 95.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9308 93.08%
Carcinogenicity (trinary) Non-required 0.4544 45.44%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.8236 82.36%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6652 66.52%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6698 66.98%
skin sensitisation - 0.7512 75.12%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5839 58.39%
Acute Oral Toxicity (c) III 0.5794 57.94%
Estrogen receptor binding + 0.8407 84.07%
Androgen receptor binding + 0.6546 65.46%
Thyroid receptor binding + 0.7160 71.60%
Glucocorticoid receptor binding + 0.7285 72.85%
Aromatase binding - 0.5815 58.15%
PPAR gamma - 0.4938 49.38%
Honey bee toxicity - 0.8757 87.57%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9356 93.56%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.69% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.39% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.65% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.26% 86.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.71% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.51% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.63% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 83.88% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.50% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.60% 97.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.42% 89.62%

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.
Bambusa emeiensis

Cross-Links

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PubChem 101255896
LOTUS LTS0216769
wikiData Q105036285