(2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-7-ol

Details

Top
Internal ID 53ecba96-4c71-4ad5-9513-f221912f897c
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-7-ol
SMILES (Canonical) COC1=C(C=C(C=C1)C2C(C3=C(O2)C(=CC(=C3)CCCO)O)CO)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)[C@H]2[C@@H](C3=C(O2)C(=CC(=C3)CCCO)O)CO)OC
InChI InChI=1S/C20H24O6/c1-24-17-6-5-13(10-18(17)25-2)19-15(11-22)14-8-12(4-3-7-21)9-16(23)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19+/m1/s1
InChI Key CDQGQFPAQVLTLZ-BEFAXECRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H24O6
Molecular Weight 360.40 g/mol
Exact Mass 360.15728848 g/mol
Topological Polar Surface Area (TPSA) 88.40 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S)-2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-7-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9727 97.27%
Caco-2 + 0.6073 60.73%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7851 78.51%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.7974 79.74%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5635 56.35%
P-glycoprotein inhibitior - 0.5283 52.83%
P-glycoprotein substrate - 0.5426 54.26%
CYP3A4 substrate + 0.6133 61.33%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate + 0.5189 51.89%
CYP3A4 inhibition - 0.6851 68.51%
CYP2C9 inhibition + 0.5201 52.01%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8742 87.42%
CYP1A2 inhibition + 0.5994 59.94%
CYP2C8 inhibition + 0.7780 77.80%
CYP inhibitory promiscuity + 0.6952 69.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5441 54.41%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8461 84.61%
Skin irritation - 0.8063 80.63%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8021 80.21%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8559 85.59%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6171 61.71%
Acute Oral Toxicity (c) III 0.6491 64.91%
Estrogen receptor binding + 0.7544 75.44%
Androgen receptor binding + 0.6342 63.42%
Thyroid receptor binding + 0.7393 73.93%
Glucocorticoid receptor binding + 0.7393 73.93%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.8658 86.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.4305 43.05%

Targets

Top

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 98.81% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.21% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.46% 91.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.85% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.07% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.84% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.27% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.91% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.61% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.40% 95.89%
CHEMBL2535 P11166 Glucose transporter 82.98% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.19% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 82.05% 94.73%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.77% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.50% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.15% 96.95%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 80.15% 94.03%

Plants that contains it

Top
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.
Camellia sinensis

Cross-Links

Top
PubChem 21581534
LOTUS LTS0130251
wikiData Q104955012