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3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 8417cfca-b78a-4f8d-8cc2-1c4fedc1cabc
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C33H40O21/c1-47-14-3-2-10(4-15(14)50-32-27(46)24(43)21(40)17(7-34)51-32)28-29(23(42)19-12(37)5-11(36)6-16(19)49-28)53-33-30(25(44)22(41)18(8-35)52-33)54-31-26(45)20(39)13(38)9-48-31/h2-6,13,17-18,20-22,24-27,30-41,43-46H,7-9H2,1H3
InChI Key LXYLKQLCIVSEGM-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H40O21
Molecular Weight 772.70 g/mol
Exact Mass 772.20620828 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -4.30
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-methoxy-3-[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 - 0.4761 47.61%
Caco-2 - 0.9104 91.04%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5114 51.14%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior + 0.9050 90.50%
OATP1B3 inhibitior + 0.9679 96.79%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7661 76.61%
P-glycoprotein inhibitior - 0.4543 45.43%
P-glycoprotein substrate + 0.6044 60.44%
CYP3A4 substrate + 0.6904 69.04%
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 + 0.8213 82.13%
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 - 0.9124 91.24%
Skin irritation - 0.8242 82.42%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7969 79.69%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6775 67.75%
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 - 0.9237 92.37%
Acute Oral Toxicity (c) III 0.7135 71.35%
Estrogen receptor binding + 0.8381 83.81%
Androgen receptor binding + 0.5629 56.29%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding - 0.5379 53.79%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6941 69.41%
Honey bee toxicity - 0.7176 71.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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 98.98% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.71% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.60% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.94% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.94% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.34% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 89.27% 94.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.36% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.02% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.22% 97.09%
CHEMBL4208 P20618 Proteasome component C5 85.30% 90.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.66% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.28% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.93% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.45% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.33% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 83.16% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.59% 96.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.84% 95.53%
CHEMBL1951 P21397 Monoamine oxidase A 81.65% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.69% 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.
Aesculus chinensis

Cross-Links

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PubChem 73803365
LOTUS LTS0156593
wikiData Q105159169