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(2R,3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-8-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one

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 5157e456-18ef-4e10-b44e-bc3acdb92096
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
IUPAC Name (2R,3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-8-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=COC3=C4C(=C(C=C3C2=O)OC)OC(C(O4)CO)C5=CC(=C(C(=C5)OC)O)OC)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=COC3=C4C(=C(C=C3C2=O)OC)O[C@H]([C@H](O4)CO)C5=CC(=C(C(=C5)OC)O)OC)O
InChI InChI=1S/C28H26O11/c1-33-18-6-5-13(7-17(18)30)16-12-37-26-15(23(16)31)10-21(36-4)27-28(26)38-22(11-29)25(39-27)14-8-19(34-2)24(32)20(9-14)35-3/h5-10,12,22,25,29-30,32H,11H2,1-4H3/t22-,25+/m1/s1
InChI Key PDFRGLKIUUWXHS-RDGATRHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H26O11
Molecular Weight 538.50 g/mol
Exact Mass 538.14751164 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-8-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9479 94.79%
Caco-2 - 0.7449 74.49%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8136 81.36%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior - 0.3304 33.04%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9338 93.38%
P-glycoprotein inhibitior + 0.8692 86.92%
P-glycoprotein substrate - 0.6986 69.86%
CYP3A4 substrate + 0.6455 64.55%
CYP2C9 substrate - 0.8253 82.53%
CYP2D6 substrate - 0.7787 77.87%
CYP3A4 inhibition - 0.7725 77.25%
CYP2C9 inhibition - 0.6496 64.96%
CYP2C19 inhibition - 0.6226 62.26%
CYP2D6 inhibition - 0.9165 91.65%
CYP1A2 inhibition - 0.7974 79.74%
CYP2C8 inhibition + 0.7546 75.46%
CYP inhibitory promiscuity + 0.6083 60.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6968 69.68%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8397 83.97%
Skin irritation - 0.8449 84.49%
Skin corrosion - 0.9760 97.60%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7869 78.69%
Micronuclear + 0.6459 64.59%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.9040 90.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7276 72.76%
Acute Oral Toxicity (c) III 0.6541 65.41%
Estrogen receptor binding + 0.9094 90.94%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.6926 69.26%
Glucocorticoid receptor binding + 0.8724 87.24%
Aromatase binding + 0.6235 62.35%
PPAR gamma + 0.6792 67.92%
Honey bee toxicity - 0.7561 75.61%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.3974 39.74%

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 98.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.02% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.88% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.52% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.38% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.15% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.00% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.26% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.99% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.48% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 84.39% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.50% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.78% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.39% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.17% 97.09%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.92% 92.38%
CHEMBL1907 P15144 Aminopeptidase N 81.91% 93.31%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.90% 95.78%
CHEMBL4302 P08183 P-glycoprotein 1 80.20% 92.98%

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.
Dipteryx odorata

Cross-Links

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PubChem 154496044
LOTUS LTS0226912
wikiData Q105206447