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[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)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 b2925b1e-e8f6-401b-9b43-19919e6d734d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)COC(=O)/C=C/C5=CC(=C(C=C5)O)O)O)O)O)O
InChI InChI=1S/C31H28O15/c1-42-20-6-4-14(9-18(20)35)29-30(26(39)24-19(36)10-15(32)11-21(24)44-29)46-31-28(41)27(40)25(38)22(45-31)12-43-23(37)7-3-13-2-5-16(33)17(34)8-13/h2-11,22,25,27-28,31-36,38,40-41H,12H2,1H3/b7-3+/t22-,25+,27+,28-,31+/m1/s1
InChI Key OAVRWAKURBHABX-OVIBHWRASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H28O15
Molecular Weight 640.50 g/mol
Exact Mass 640.14282018 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.44
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)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 - 0.8946 89.46%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5995 59.95%
OATP2B1 inhibitior - 0.7038 70.38%
OATP1B1 inhibitior + 0.9017 90.17%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6378 63.78%
P-glycoprotein inhibitior + 0.6624 66.24%
P-glycoprotein substrate + 0.5307 53.07%
CYP3A4 substrate + 0.6851 68.51%
CYP2C9 substrate - 0.8156 81.56%
CYP2D6 substrate - 0.8653 86.53%
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 + 0.9252 92.52%
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 - 0.9067 90.67%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6526 65.26%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9075 90.75%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9444 94.44%
Acute Oral Toxicity (c) III 0.5749 57.49%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.5829 58.29%
Glucocorticoid receptor binding + 0.7198 71.98%
Aromatase binding + 0.5265 52.65%
PPAR gamma + 0.6382 63.82%
Honey bee toxicity - 0.7317 73.17%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.34% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.98% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.70% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.53% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL3194 P02766 Transthyretin 95.85% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.04% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.53% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.79% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.77% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 88.75% 80.78%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.18% 95.64%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.98% 95.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.52% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 86.71% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.44% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.35% 90.71%
CHEMBL4208 P20618 Proteasome component C5 83.30% 90.00%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 82.50% 98.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.45% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.95% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.27% 94.00%

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 16655473
LOTUS LTS0058207
wikiData Q105188842