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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 335656a8-96be-428c-8456-622ea6a68282
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(OC(C3O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3[C@@H]([C@H](O[C@H]([C@@H]3O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O)O
InChI InChI=1S/C36H36O18/c37-13-22-27(44)33(53-35-30(47)29(46)26(43)23(52-35)14-49-24(42)10-3-15-1-6-17(38)7-2-15)31(48)36(51-22)54-34-28(45)25-20(41)11-19(40)12-21(25)50-32(34)16-4-8-18(39)9-5-16/h1-12,22-23,26-27,29-31,33,35-41,43-44,46-48H,13-14H2/b10-3+/t22-,23-,26-,27-,29+,30-,31-,33+,35+,36+/m1/s1
InChI Key XPRRESJCEFCNPZ-UYZDZHSDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O18
Molecular Weight 756.70 g/mol
Exact Mass 756.19016430 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.45
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5570 55.70%
Caco-2 - 0.9027 90.27%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5040 50.40%
OATP2B1 inhibitior - 0.7094 70.94%
OATP1B1 inhibitior + 0.8570 85.70%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6861 68.61%
P-glycoprotein inhibitior + 0.6242 62.42%
P-glycoprotein substrate - 0.5331 53.31%
CYP3A4 substrate + 0.6800 68.00%
CYP2C9 substrate - 0.8095 80.95%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.9209 92.09%
CYP2C9 inhibition - 0.8990 89.90%
CYP2C19 inhibition - 0.8708 87.08%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.9325 93.25%
CYP2C8 inhibition + 0.8738 87.38%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6850 68.50%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3986 39.86%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7287 72.87%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8897 88.97%
Acute Oral Toxicity (c) IV 0.4410 44.10%
Estrogen receptor binding + 0.7711 77.11%
Androgen receptor binding + 0.7636 76.36%
Thyroid receptor binding - 0.4933 49.33%
Glucocorticoid receptor binding - 0.4938 49.38%
Aromatase binding + 0.5877 58.77%
PPAR gamma + 0.7214 72.14%
Honey bee toxicity - 0.6978 69.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9324 93.24%

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 99.58% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.70% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.72% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.42% 95.64%
CHEMBL3194 P02766 Transthyretin 96.08% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 95.86% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.80% 99.17%
CHEMBL2581 P07339 Cathepsin D 91.91% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.69% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.58% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.09% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 88.18% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.91% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.56% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.27% 95.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.19% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.61% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.33% 94.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.11% 94.75%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.57% 89.67%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.53% 88.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163195615
LOTUS LTS0199726
wikiData Q105338961