2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3-[(2R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

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Internal ID a48b7220-c581-4bf3-ab2d-8482be74a65e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3-[(2R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=CC(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)O)O
SMILES (Isomeric) COC1=CC(=C2C(=C1)OC(=C(C2=O)O[C@@H]3C(C([C@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)O)O
InChI InChI=1S/C22H22O12/c1-31-9-5-12(26)15-13(6-9)32-20(8-2-3-10(24)11(25)4-8)21(17(15)28)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18?,19?,22-/m1/s1
InChI Key PHEWILLIAJUBQE-AJSGNWPESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O12
Molecular Weight 478.40 g/mol
Exact Mass 478.11112613 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.24
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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LMPK12112598

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3-[(2R,5R,6R)-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 - 0.4855 48.55%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6190 61.90%
OATP2B1 inhibitior + 0.5872 58.72%
OATP1B1 inhibitior + 0.9338 93.38%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6242 62.42%
P-glycoprotein inhibitior - 0.5435 54.35%
P-glycoprotein substrate - 0.7587 75.87%
CYP3A4 substrate + 0.6196 61.96%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8515 85.15%
CYP3A4 inhibition - 0.9108 91.08%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9173 91.73%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.8057 80.57%
CYP inhibitory promiscuity - 0.7292 72.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6890 68.90%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8008 80.08%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4871 48.71%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6448 64.48%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8350 83.50%
Acute Oral Toxicity (c) III 0.6624 66.24%
Estrogen receptor binding + 0.7772 77.72%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding - 0.4885 48.85%
Glucocorticoid receptor binding + 0.7170 71.70%
Aromatase binding + 0.5663 56.63%
PPAR gamma + 0.6882 68.82%
Honey bee toxicity - 0.7902 79.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7079 70.79%

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 99.54% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.91% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.17% 99.15%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.67% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.33% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.74% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.45% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.72% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.60% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.47% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.36% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.07% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 86.56% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.41% 86.92%
CHEMBL4208 P20618 Proteasome component C5 83.25% 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.
Polygonum aviculare

Cross-Links

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PubChem 44259577
NPASS NPC1222