3,7-dihydroxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

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Internal ID 90083e31-677e-476a-ac37-a3266ff743bf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 3,7-dihydroxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C22H22O11/c1-30-14-6-9(21-19(28)16(25)11-4-3-10(24)7-13(11)31-21)2-5-12(14)32-22-20(29)18(27)17(26)15(8-23)33-22/h2-7,15,17-18,20,22-24,26-29H,8H2,1H3/t15-,17-,18+,20-,22-/m1/s1
InChI Key ARIJAWIBNLZFOX-RXJMTZKZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O11
Molecular Weight 462.40 g/mol
Exact Mass 462.11621151 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.06
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,7-dihydroxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 - 0.4855 48.55%
Caco-2 - 0.8970 89.70%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6190 61.90%
OATP2B1 inhibitior + 0.5779 57.79%
OATP1B1 inhibitior + 0.9048 90.48%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7374 73.74%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5176 51.76%
CYP3A4 substrate + 0.6413 64.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8324 83.24%
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 + 0.8308 83.08%
CYP inhibitory promiscuity - 0.7292 72.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6890 68.90%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9276 92.76%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7148 71.48%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8949 89.49%
Acute Oral Toxicity (c) III 0.6624 66.24%
Estrogen receptor binding + 0.7688 76.88%
Androgen receptor binding + 0.6666 66.66%
Thyroid receptor binding + 0.5730 57.30%
Glucocorticoid receptor binding + 0.7015 70.15%
Aromatase binding + 0.5851 58.51%
PPAR gamma + 0.7572 75.72%
Honey bee toxicity - 0.7689 76.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7049 70.49%
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 98.19% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.70% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.68% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.49% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.04% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.23% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.62% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.39% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.04% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.84% 86.92%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.32% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 84.69% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.62% 94.45%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.41% 95.53%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.90% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.50% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 82.74% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.77% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.86% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.72% 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.
Trifolium subterraneum

Cross-Links

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PubChem 162916309
LOTUS LTS0180493
wikiData Q104917332