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[(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-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 8f31fb54-7933-4d23-9780-b52604ea553e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)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)O)O
InChI InChI=1S/C30H26O14/c31-15-5-3-14(4-6-15)19-10-18(34)24-20(42-19)11-21(25(36)27(24)38)43-30-29(40)28(39)26(37)22(44-30)12-41-23(35)8-2-13-1-7-16(32)17(33)9-13/h1-11,22,26,28-33,36-40H,12H2/b8-2+/t22-,26-,28+,29-,30-/m1/s1
InChI Key PMQFRYOUROAMMQ-SKIKXBICSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H26O14
Molecular Weight 610.50 g/mol
Exact Mass 610.13225550 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

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-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-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 - 0.4689 46.89%
Caco-2 - 0.9129 91.29%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5846 58.46%
OATP2B1 inhibitior - 0.5551 55.51%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9635 96.35%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6496 64.96%
P-glycoprotein inhibitior + 0.6038 60.38%
P-glycoprotein substrate - 0.6387 63.87%
CYP3A4 substrate + 0.6586 65.86%
CYP2C9 substrate - 0.8118 81.18%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8901 89.01%
CYP2C9 inhibition - 0.8448 84.48%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.9312 93.12%
CYP2C8 inhibition + 0.8712 87.12%
CYP inhibitory promiscuity - 0.7755 77.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6770 67.70%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8905 89.05%
Skin irritation - 0.8069 80.69%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5124 51.24%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8321 83.21%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9684 96.84%
Acute Oral Toxicity (c) III 0.4048 40.48%
Estrogen receptor binding + 0.7868 78.68%
Androgen receptor binding + 0.8079 80.79%
Thyroid receptor binding + 0.5771 57.71%
Glucocorticoid receptor binding + 0.6835 68.35%
Aromatase binding + 0.6032 60.32%
PPAR gamma + 0.7557 75.57%
Honey bee toxicity - 0.6494 64.94%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9677 96.77%

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 99.76% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.96% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.26% 89.00%
CHEMBL3194 P02766 Transthyretin 97.83% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.27% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.58% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.61% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.37% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 91.70% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.02% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.41% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.08% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.71% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.35% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.83% 91.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.48% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.00% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.77% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.31% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.30% 80.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.03% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.56% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.31% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.17% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.60% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.72% 97.28%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 80.08% 97.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.05% 95.83%

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.
Halophila ovalis subsp. ovalis

Cross-Links

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PubChem 102025786
LOTUS LTS0008203
wikiData Q105211659