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[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-3-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 183b74dc-2837-4372-827a-f3ccb04d9a20
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C2=C(C=C1O)OC(=C(C2=O)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)C5=CC=C(C=C5)O)O
SMILES (Isomeric) COC1=C(C2=C(C=C1O)OC(=C(C2=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC=C(C=C4)O)O)O)O)C5=CC=C(C=C5)O)O
InChI InChI=1S/C31H28O14/c1-41-29-18(34)12-19-22(24(29)37)25(38)30(28(43-19)15-5-9-17(33)10-6-15)45-31-27(40)26(39)23(36)20(44-31)13-42-21(35)11-4-14-2-7-16(32)8-3-14/h2-12,20,23,26-27,31-34,36-37,39-40H,13H2,1H3/b11-4+/t20-,23-,26+,27-,31+/m1/s1
InChI Key QSWRVQDERAITMT-OXJVYKMDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H28O14
Molecular Weight 624.50 g/mol
Exact Mass 624.14790556 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 8

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-[5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-3-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 + 0.5720 57.20%
Caco-2 - 0.8927 89.27%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5995 59.95%
OATP2B1 inhibitior - 0.7037 70.37%
OATP1B1 inhibitior + 0.8604 86.04%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4610 46.10%
P-glycoprotein inhibitior + 0.6412 64.12%
P-glycoprotein substrate - 0.5803 58.03%
CYP3A4 substrate + 0.6662 66.62%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.8490 84.90%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.9125 91.25%
CYP2C8 inhibition + 0.8713 87.13%
CYP inhibitory promiscuity - 0.7321 73.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6214 62.14%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4492 44.92%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9075 90.75%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9661 96.61%
Acute Oral Toxicity (c) III 0.5749 57.49%
Estrogen receptor binding + 0.7676 76.76%
Androgen receptor binding + 0.7762 77.62%
Thyroid receptor binding + 0.5168 51.68%
Glucocorticoid receptor binding + 0.7165 71.65%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6678 66.78%
Honey bee toxicity - 0.7467 74.67%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9399 93.99%

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 99.57% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.00% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.99% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.57% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.47% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.35% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.77% 96.09%
CHEMBL3194 P02766 Transthyretin 92.54% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.24% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.16% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.48% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.94% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 87.91% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.01% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.18% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.39% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.00% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.67% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.57% 99.15%

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 70696488
LOTUS LTS0273637
wikiData Q105227475