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(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-9-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-7-ol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7944556a-f524-48c8-ad4d-1650d3363fad
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-9-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-7-ol
SMILES (Canonical) COC1=CC(=CC2=C1C3=C(CC2)C4=C(C=C3)OC(C4CO)C5=CC(=C(C=C5)O)OC)O
SMILES (Isomeric) COC1=CC(=CC2=C1C3=C(CC2)C4=C(C=C3)O[C@H]([C@@H]4CO)C5=CC(=C(C=C5)O)OC)O
InChI InChI=1S/C25H24O6/c1-29-21-10-14(4-7-19(21)28)25-18(12-26)24-17-5-3-13-9-15(27)11-22(30-2)23(13)16(17)6-8-20(24)31-25/h4,6-11,18,25-28H,3,5,12H2,1-2H3/t18-,25+/m1/s1
InChI Key GKPIAMODCHDUNB-CJAUYULYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O6
Molecular Weight 420.50 g/mol
Exact Mass 420.15728848 g/mol
Topological Polar Surface Area (TPSA) 88.40 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-9-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-7-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9630 96.30%
Caco-2 - 0.6432 64.32%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8477 84.77%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9480 94.80%
P-glycoprotein inhibitior + 0.8768 87.68%
P-glycoprotein substrate - 0.6360 63.60%
CYP3A4 substrate + 0.6536 65.36%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate + 0.5189 51.89%
CYP3A4 inhibition - 0.5247 52.47%
CYP2C9 inhibition + 0.8175 81.75%
CYP2C19 inhibition + 0.7283 72.83%
CYP2D6 inhibition - 0.7957 79.57%
CYP1A2 inhibition + 0.7767 77.67%
CYP2C8 inhibition + 0.8171 81.71%
CYP inhibitory promiscuity + 0.9114 91.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8700 87.00%
Skin irritation - 0.8044 80.44%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8785 87.85%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8482 84.82%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7216 72.16%
Acute Oral Toxicity (c) III 0.5570 55.70%
Estrogen receptor binding + 0.8611 86.11%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding + 0.5954 59.54%
Glucocorticoid receptor binding + 0.7653 76.53%
Aromatase binding - 0.5054 50.54%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.8857 88.57%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8894 88.94%

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 99.68% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.39% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.55% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.79% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.67% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.36% 99.17%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.97% 91.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.62% 94.00%
CHEMBL4208 P20618 Proteasome component C5 87.48% 90.00%
CHEMBL242 Q92731 Estrogen receptor beta 85.84% 98.35%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.55% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.07% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.01% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.93% 85.14%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 84.80% 98.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.55% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.01% 89.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.77% 82.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL2535 P11166 Glucose transporter 82.04% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.84% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.08% 95.89%
CHEMBL3194 P02766 Transthyretin 80.79% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.47% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.42% 97.14%

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.
There are no matching plants.

Cross-Links

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PubChem 163192943
LOTUS LTS0117754
wikiData Q105010180