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8-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-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 f2bf9ed1-70a9-4665-a8aa-70d73389dc48
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
IUPAC Name 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)O
InChI InChI=1S/C27H30O16/c1-38-16-4-9(2-3-10(16)29)15-6-12(31)18-11(30)5-13(32)23(24(18)40-15)42-27-25(21(36)20(35)17(7-28)41-27)43-26-22(37)19(34)14(33)8-39-26/h2-6,14,17,19-22,25-30,32-37H,7-8H2,1H3
InChI Key ISXRSZPPLDTZOH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O16
Molecular Weight 610.50 g/mol
Exact Mass 610.15338487 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.77
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-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 - 0.4761 47.61%
Caco-2 - 0.9185 91.85%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5114 51.14%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9679 96.79%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6191 61.91%
P-glycoprotein inhibitior - 0.5914 59.14%
P-glycoprotein substrate + 0.5238 52.38%
CYP3A4 substrate + 0.6621 66.21%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9417 94.17%
CYP2C9 inhibition - 0.9488 94.88%
CYP2C19 inhibition - 0.9370 93.70%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.9224 92.24%
CYP2C8 inhibition + 0.6566 65.66%
CYP inhibitory promiscuity - 0.8596 85.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6677 66.77%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.8242 82.42%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis + 0.5108 51.08%
Human Ether-a-go-go-Related Gene inhibition - 0.3726 37.26%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9265 92.65%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9529 95.29%
Acute Oral Toxicity (c) III 0.7135 71.35%
Estrogen receptor binding + 0.8390 83.90%
Androgen receptor binding + 0.6535 65.35%
Thyroid receptor binding + 0.5346 53.46%
Glucocorticoid receptor binding + 0.6330 63.30%
Aromatase binding + 0.6119 61.19%
PPAR gamma + 0.7439 74.39%
Honey bee toxicity - 0.6918 69.18%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.4193 41.93%

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 99.51% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.39% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.87% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.02% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.41% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.09% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.74% 86.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.12% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.29% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.19% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.61% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.38% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.53% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.94% 95.83%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.09% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.37% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.28% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.15% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 82.05% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.80% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.79% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.67% 97.28%

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.
Setaria italica

Cross-Links

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PubChem 163014322
LOTUS LTS0092911
wikiData Q105119889