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2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxychromen-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 f32d0403-b57b-40e0-be25-79b6a5b14f80
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)CO)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
SMILES (Isomeric) C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)CO)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
InChI InChI=1S/C32H38O21/c33-6-16-20(41)23(44)25(46)31(49-16)51-27-21(42)17(7-34)50-32(29(27)53-30-24(45)19(40)14(39)8-47-30)52-28-22(43)18-13(38)4-10(35)5-15(18)48-26(28)9-1-2-11(36)12(37)3-9/h1-5,14,16-17,19-21,23-25,27,29-42,44-46H,6-8H2
InChI Key QZKKQJAHFYDMST-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O21
Molecular Weight 758.60 g/mol
Exact Mass 758.19055822 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -4.25
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-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 - 0.5110 51.10%
Caco-2 - 0.9156 91.56%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4988 49.88%
OATP2B1 inhibitior - 0.5682 56.82%
OATP1B1 inhibitior + 0.9030 90.30%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7047 70.47%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5569 55.69%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 0.6709 67.09%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.9373 93.73%
CYP2C9 inhibition - 0.9644 96.44%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9304 93.04%
CYP2C8 inhibition + 0.8379 83.79%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6882 68.82%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.8205 82.05%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6666 66.66%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.5797 57.97%
skin sensitisation - 0.9071 90.71%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9417 94.17%
Acute Oral Toxicity (c) III 0.4508 45.08%
Estrogen receptor binding + 0.8311 83.11%
Androgen receptor binding + 0.6618 66.18%
Thyroid receptor binding + 0.5393 53.93%
Glucocorticoid receptor binding - 0.5577 55.77%
Aromatase binding + 0.6404 64.04%
PPAR gamma + 0.7503 75.03%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7253 72.53%

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 99.81% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.73% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.16% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.01% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.15% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.58% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.45% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.12% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.11% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.61% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.39% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.38% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.49% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.26% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 85.25% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.59% 95.78%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 84.56% 80.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.48% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.66% 86.92%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.01% 95.53%
CHEMBL4208 P20618 Proteasome component C5 82.90% 90.00%
CHEMBL3194 P02766 Transthyretin 82.41% 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 hippocastanum

Cross-Links

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PubChem 163005892
LOTUS LTS0218764
wikiData Q105232131