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3-(3-Hydroxy-2,4-dimethoxyphenyl)-4-[5-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-4-hydroxy-2-methoxyphenyl]-7-hydroxy-3,4-dihydro-2H-1-benzopyran

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 fe9c9038-2721-49d1-9bd3-69a76ab93b7d
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
IUPAC Name 3-(3-hydroxy-2,4-dimethoxyphenyl)-4-[4-hydroxy-5-(7-hydroxy-3,4-dihydro-2H-chromen-3-yl)-2-methoxyphenyl]-3,4-dihydro-2H-chromen-7-ol
SMILES (Canonical) COC1=C(C(=C(C=C1)C2COC3=C(C2C4=C(C=C(C(=C4)C5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)OC)O
SMILES (Isomeric) COC1=C(C(=C(C=C1)C2COC3=C(C2C4=C(C=C(C(=C4)C5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)OC)O
InChI InChI=1S/C33H32O9/c1-38-27-9-8-21(33(40-3)32(27)37)25-16-42-30-12-20(35)6-7-22(30)31(25)24-13-23(26(36)14-29(24)39-2)18-10-17-4-5-19(34)11-28(17)41-15-18/h4-9,11-14,18,25,31,34-37H,10,15-16H2,1-3H3
InChI Key IBLSUIJRLKSYII-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H32O9
Molecular Weight 572.60 g/mol
Exact Mass 572.20463259 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.56
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(3-Hydroxy-2,4-dimethoxyphenyl)-4-[5-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-4-hydroxy-2-methoxyphenyl]-7-hydroxy-3,4-dihydro-2H-1-benzopyran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8773 87.73%
Caco-2 - 0.6932 69.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7883 78.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9057 90.57%
OATP1B3 inhibitior + 0.9767 97.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9817 98.17%
P-glycoprotein inhibitior + 0.8599 85.99%
P-glycoprotein substrate + 0.5832 58.32%
CYP3A4 substrate + 0.6586 65.86%
CYP2C9 substrate - 0.6025 60.25%
CYP2D6 substrate + 0.5974 59.74%
CYP3A4 inhibition - 0.8542 85.42%
CYP2C9 inhibition - 0.5492 54.92%
CYP2C19 inhibition + 0.6372 63.72%
CYP2D6 inhibition - 0.8502 85.02%
CYP1A2 inhibition - 0.6248 62.48%
CYP2C8 inhibition + 0.7716 77.16%
CYP inhibitory promiscuity + 0.6872 68.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6402 64.02%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8909 89.09%
Skin irritation - 0.8245 82.45%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9219 92.19%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8495 84.95%
Acute Oral Toxicity (c) III 0.6278 62.78%
Estrogen receptor binding + 0.8802 88.02%
Androgen receptor binding + 0.7667 76.67%
Thyroid receptor binding + 0.7394 73.94%
Glucocorticoid receptor binding + 0.8654 86.54%
Aromatase binding + 0.5365 53.65%
PPAR gamma + 0.6286 62.86%
Honey bee toxicity - 0.8129 81.29%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8610 86.10%

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 97.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.05% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.49% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.44% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.40% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.70% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 88.72% 95.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.84% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.38% 95.78%
CHEMBL2581 P07339 Cathepsin D 85.30% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.26% 94.45%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.04% 91.79%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.96% 100.00%
CHEMBL3194 P02766 Transthyretin 84.94% 90.71%
CHEMBL2535 P11166 Glucose transporter 84.69% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.61% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.49% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.17% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.94% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.64% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.95% 85.14%
CHEMBL2056 P21728 Dopamine D1 receptor 81.83% 91.00%
CHEMBL249 P25103 Neurokinin 1 receptor 81.28% 99.17%
CHEMBL261 P00915 Carbonic anhydrase I 80.95% 96.76%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.74% 82.67%
CHEMBL2337 P48067 Glycine transporter 1 80.70% 95.45%
CHEMBL4208 P20618 Proteasome component C5 80.40% 90.00%

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.
Dalbergia odorifera

Cross-Links

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PubChem 14353669
LOTUS LTS0018503
wikiData Q105036577