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3-[(2S,3S,4R,5R,6S)-6-[[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-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 195fe96f-512a-4114-9332-ec99b1b27a46
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3S,4R,5R,6S)-6-[[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O20/c1-10-28(52-32-25(43)20(38)15(37)8-47-32)24(42)27(45)31(49-10)48-9-18-21(39)23(41)26(44)33(51-18)53-30-22(40)19-14(36)6-12(34)7-17(19)50-29(30)11-3-4-13(35)16(5-11)46-2/h3-7,10,15,18,20-21,23-28,31-39,41-45H,8-9H2,1-2H3/t10-,15-,18+,20-,21+,23-,24-,25+,26+,27-,28+,31-,32+,33+/m1/s1
InChI Key ILXMQEHIRWMDII-QUOITLFZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -2.92
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3S,4R,5R,6S)-6-[[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-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 - 0.4594 45.94%
Caco-2 - 0.8982 89.82%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5851 58.51%
OATP2B1 inhibitior - 0.7172 71.72%
OATP1B1 inhibitior + 0.8847 88.47%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4842 48.42%
P-glycoprotein inhibitior + 0.5908 59.08%
P-glycoprotein substrate + 0.6919 69.19%
CYP3A4 substrate + 0.6894 68.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.9206 92.06%
CYP2C9 inhibition - 0.9461 94.61%
CYP2C19 inhibition - 0.9332 93.32%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.9269 92.69%
CYP2C8 inhibition + 0.8311 83.11%
CYP inhibitory promiscuity - 0.8326 83.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6686 66.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.8326 83.26%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.5728 57.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6494 64.94%
Micronuclear + 0.7233 72.33%
Hepatotoxicity - 0.5799 57.99%
skin sensitisation - 0.9301 93.01%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9576 95.76%
Acute Oral Toxicity (c) III 0.7494 74.94%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.5868 58.68%
Thyroid receptor binding - 0.4922 49.22%
Glucocorticoid receptor binding + 0.6661 66.61%
Aromatase binding + 0.5700 57.00%
PPAR gamma + 0.7216 72.16%
Honey bee toxicity - 0.7128 71.28%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.7604 76.04%

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 99.66% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.79% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.90% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.59% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.41% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.20% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.72% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.68% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.44% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.41% 99.15%
CHEMBL4208 P20618 Proteasome component C5 87.45% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 86.39% 94.73%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.39% 95.53%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.27% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.23% 92.94%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.10% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.06% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.81% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.71% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.27% 99.23%
CHEMBL3194 P02766 Transthyretin 81.47% 90.71%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 81.08% 94.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.63% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.10% 86.92%

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.
Nitraria retusa

Cross-Links

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PubChem 163104446
LOTUS LTS0042999
wikiData Q105115526