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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 476e6242-a787-4b0c-930f-6adb400dfd3c
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,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H40O20/c1-51-21-9-15(10-22(52-2)27(21)44)3-8-25(43)53-14-24-29(46)31(48)33(50)37(56-24)58-36-32(49)28(45)23(13-39)55-38(36)57-35-30(47)26-19(42)11-18(41)12-20(26)54-34(35)16-4-6-17(40)7-5-16/h3-12,23-24,28-29,31-33,36-42,44-46,48-50H,13-14H2,1-2H3/b8-3+/t23-,24+,28-,29+,31-,32-,33+,36+,37-,38-/m0/s1
InChI Key GCZWMUSXVIZQRI-WQSFEPDJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H40O20
Molecular Weight 816.70 g/mol
Exact Mass 816.21129366 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.43
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 12

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,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 - 0.5340 53.40%
Caco-2 - 0.8877 88.77%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5166 51.66%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8445 84.45%
OATP1B3 inhibitior + 0.9824 98.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5256 52.56%
P-glycoprotein inhibitior + 0.6875 68.75%
P-glycoprotein substrate + 0.6274 62.74%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.9031 90.31%
CYP2C9 inhibition - 0.8732 87.32%
CYP2C19 inhibition - 0.8905 89.05%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.8891 88.91%
CYP inhibitory promiscuity - 0.7496 74.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.8436 84.36%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3666 36.66%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7216 72.16%
skin sensitisation - 0.8927 89.27%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9263 92.63%
Acute Oral Toxicity (c) III 0.6240 62.40%
Estrogen receptor binding + 0.7701 77.01%
Androgen receptor binding + 0.6931 69.31%
Thyroid receptor binding + 0.5188 51.88%
Glucocorticoid receptor binding + 0.6216 62.16%
Aromatase binding + 0.6044 60.44%
PPAR gamma + 0.7087 70.87%
Honey bee toxicity - 0.6866 68.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8986 89.86%

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 99.61% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.00% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.59% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.63% 96.00%
CHEMBL3194 P02766 Transthyretin 95.54% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.12% 95.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.89% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.18% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.41% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.34% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.07% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 89.25% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.34% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.87% 86.92%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 86.49% 98.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.10% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.56% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 82.36% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.24% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.40% 92.50%

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 162931338
LOTUS LTS0265687
wikiData Q105006605