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(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-3,8-diol

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 5b43fdb8-538b-4460-a8d9-b53a71a7828c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name (2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-3,8-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H24O6/c1-29-22-10-14(4-8-19(22)27)25-20(28)11-18-17-6-3-13-9-15(26)5-7-16(13)24(17)23(30-2)12-21(18)31-25/h4-5,7-10,12,20,25-28H,3,6,11H2,1-2H3/t20-,25+/m1/s1
InChI Key KKBKTGYRMZXDKM-NLFFAJNJSA-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 4.00
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-3,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9419 94.19%
Caco-2 - 0.5636 56.36%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8235 82.35%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.8201 82.01%
OATP1B3 inhibitior + 0.9710 97.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9243 92.43%
P-glycoprotein inhibitior + 0.7973 79.73%
P-glycoprotein substrate - 0.6551 65.51%
CYP3A4 substrate + 0.6628 66.28%
CYP2C9 substrate - 0.6107 61.07%
CYP2D6 substrate + 0.6005 60.05%
CYP3A4 inhibition - 0.7527 75.27%
CYP2C9 inhibition - 0.7400 74.00%
CYP2C19 inhibition + 0.5423 54.23%
CYP2D6 inhibition - 0.7158 71.58%
CYP1A2 inhibition + 0.7622 76.22%
CYP2C8 inhibition + 0.7850 78.50%
CYP inhibitory promiscuity - 0.5871 58.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6430 64.30%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8430 84.30%
Skin irritation - 0.7511 75.11%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7295 72.95%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8999 89.99%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6890 68.90%
Acute Oral Toxicity (c) III 0.5222 52.22%
Estrogen receptor binding + 0.8744 87.44%
Androgen receptor binding + 0.7083 70.83%
Thyroid receptor binding + 0.7653 76.53%
Glucocorticoid receptor binding + 0.8640 86.40%
Aromatase binding + 0.5866 58.66%
PPAR gamma + 0.7358 73.58%
Honey bee toxicity - 0.8292 82.92%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8339 83.39%

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 99.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.60% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 97.97% 91.49%
CHEMBL242 Q92731 Estrogen receptor beta 95.85% 98.35%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.86% 91.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.72% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.22% 95.56%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 93.20% 95.55%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL2535 P11166 Glucose transporter 91.89% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.11% 85.14%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 91.04% 82.67%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 90.81% 97.03%
CHEMBL3438 Q05513 Protein kinase C zeta 89.69% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.17% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.77% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.37% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.21% 90.00%
CHEMBL2056 P21728 Dopamine D1 receptor 85.81% 91.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.07% 97.14%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.79% 95.78%
CHEMBL217 P14416 Dopamine D2 receptor 84.49% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.15% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.66% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.44% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.02% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.82% 100.00%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 81.93% 98.21%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.51% 99.15%
CHEMBL4599 Q07912 Tyrosine kinase non-receptor protein 2 81.20% 94.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101688276
NPASS NPC232342