2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6-dimethoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

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Internal ID e60c0c8c-c498-427e-a0e5-e584c66904e4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6-dimethoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C23H24O13/c1-32-21-12(35-23-19(31)18(30)15(27)13(7-24)36-23)6-11-14(16(21)28)17(29)22(33-2)20(34-11)8-3-4-9(25)10(26)5-8/h3-6,13,15,18-19,23-28,30-31H,7H2,1-2H3
InChI Key FIBYVUGPMHIWTD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24O13
Molecular Weight 508.40 g/mol
Exact Mass 508.12169082 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.23
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6-dimethoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.5539 55.39%
OATP1B1 inhibitior + 0.9292 92.92%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7245 72.45%
P-glycoprotein inhibitior - 0.5950 59.50%
P-glycoprotein substrate - 0.6449 64.49%
CYP3A4 substrate + 0.6110 61.10%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8515 85.15%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.7958 79.58%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.5736 57.36%
Human Ether-a-go-go-Related Gene inhibition - 0.4194 41.94%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9199 91.99%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.8441 84.41%
Androgen receptor binding + 0.6374 63.74%
Thyroid receptor binding + 0.5775 57.75%
Glucocorticoid receptor binding + 0.7506 75.06%
Aromatase binding + 0.5329 53.29%
PPAR gamma + 0.7195 71.95%
Honey bee toxicity - 0.7688 76.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.7522 75.22%

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 99.67% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.73% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.15% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.17% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.08% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.24% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.86% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.56% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.73% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.73% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.71% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.95% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.94% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.44% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.35% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.20% 90.71%

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.
Bidens pilosa
Neurolaena macrocephala
Stizolophus coronopifolius

Cross-Links

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PubChem 74978471
LOTUS LTS0210742
wikiData Q104995616