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

Details

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Internal ID fb4e16b8-410e-40bd-a8f0-6e7b5f9f074c
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
IUPAC Name 3-(4-hydroxy-3,5-dimethoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-4,8-diol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2COC3=CC(=C4C(=C3C2O)CCC5=C4C=CC(=C5)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2COC3=CC(=C4C(=C3C2O)CCC5=C4C=CC(=C5)O)OC
InChI InChI=1S/C26H26O7/c1-30-19-11-20-24(17-6-4-13-8-15(27)5-7-16(13)23(17)19)25(28)18(12-33-20)14-9-21(31-2)26(29)22(10-14)32-3/h5,7-11,18,25,27-29H,4,6,12H2,1-3H3
InChI Key BYZNKHLUOZIKLF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O7
Molecular Weight 450.50 g/mol
Exact Mass 450.16785316 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 7
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 3-(4-hydroxy-3,5-dimethoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-4,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8994 89.94%
Caco-2 - 0.6324 63.24%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8236 82.36%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8005 80.05%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9361 93.61%
P-glycoprotein inhibitior + 0.8555 85.55%
P-glycoprotein substrate + 0.5577 55.77%
CYP3A4 substrate + 0.6604 66.04%
CYP2C9 substrate - 0.5992 59.92%
CYP2D6 substrate + 0.5931 59.31%
CYP3A4 inhibition - 0.8008 80.08%
CYP2C9 inhibition + 0.6308 63.08%
CYP2C19 inhibition + 0.6228 62.28%
CYP2D6 inhibition - 0.8348 83.48%
CYP1A2 inhibition + 0.8146 81.46%
CYP2C8 inhibition + 0.8238 82.38%
CYP inhibitory promiscuity + 0.5921 59.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6490 64.90%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8936 89.36%
Skin irritation - 0.8017 80.17%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7666 76.66%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8021 80.21%
Acute Oral Toxicity (c) III 0.6019 60.19%
Estrogen receptor binding + 0.8761 87.61%
Androgen receptor binding + 0.6672 66.72%
Thyroid receptor binding + 0.7168 71.68%
Glucocorticoid receptor binding + 0.7944 79.44%
Aromatase binding - 0.5292 52.92%
PPAR gamma + 0.7202 72.02%
Honey bee toxicity - 0.8026 80.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.7793 77.93%

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 99.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.91% 98.95%
CHEMBL242 Q92731 Estrogen receptor beta 94.78% 98.35%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 93.02% 82.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.33% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.24% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.40% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.72% 100.00%
CHEMBL2056 P21728 Dopamine D1 receptor 87.53% 91.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.36% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.00% 99.17%
CHEMBL4208 P20618 Proteasome component C5 87.00% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.62% 91.79%
CHEMBL1951 P21397 Monoamine oxidase A 86.39% 91.49%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 85.59% 98.21%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.50% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.26% 92.94%
CHEMBL2535 P11166 Glucose transporter 85.07% 98.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.99% 95.78%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.78% 89.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.39% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.45% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.39% 93.40%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 82.60% 97.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.12% 85.14%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.41% 85.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.06% 92.62%

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.
Pleione bulbocodioides

Cross-Links

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PubChem 162973506
LOTUS LTS0046459
wikiData Q104950247