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[(2R,3R,4S,5R,6R)-5-[2-(3,4-dihydroxyphenyl)ethoxy]-6-hydroxy-2-(hydroxymethyl)-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 6f4870fc-1150-486e-99fa-f56668bfc977
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-5-[2-(3,4-dihydroxyphenyl)ethoxy]-6-hydroxy-2-(hydroxymethyl)-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H38O15/c1-14-23(36)24(37)25(38)30(42-14)45-27-26(44-22(35)8-5-15-4-7-18(33)20(12-15)40-2)21(13-31)43-29(39)28(27)41-10-9-16-3-6-17(32)19(34)11-16/h3-8,11-12,14,21,23-34,36-39H,9-10,13H2,1-2H3/b8-5+/t14-,21+,23-,24+,25+,26+,27-,28+,29+,30+/m0/s1
InChI Key WRGRXSJVQTWFMI-MYSNLCLRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O15
Molecular Weight 638.60 g/mol
Exact Mass 638.22107050 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-5-[2-(3,4-dihydroxyphenyl)ethoxy]-6-hydroxy-2-(hydroxymethyl)-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 - 0.7808 78.08%
Caco-2 - 0.9055 90.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7406 74.06%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.8678 86.78%
OATP1B3 inhibitior + 0.9571 95.71%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8417 84.17%
P-glycoprotein inhibitior - 0.4858 48.58%
P-glycoprotein substrate - 0.5080 50.80%
CYP3A4 substrate + 0.6667 66.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.8552 85.52%
CYP2C9 inhibition - 0.7968 79.68%
CYP2C19 inhibition - 0.8381 83.81%
CYP2D6 inhibition - 0.8929 89.29%
CYP1A2 inhibition - 0.8885 88.85%
CYP2C8 inhibition + 0.8104 81.04%
CYP inhibitory promiscuity - 0.6452 64.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7121 71.21%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9341 93.41%
Skin irritation - 0.8430 84.30%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7955 79.55%
Micronuclear - 0.6367 63.67%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8413 84.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.9368 93.68%
Acute Oral Toxicity (c) III 0.7950 79.50%
Estrogen receptor binding + 0.8369 83.69%
Androgen receptor binding - 0.6378 63.78%
Thyroid receptor binding + 0.5496 54.96%
Glucocorticoid receptor binding + 0.6596 65.96%
Aromatase binding + 0.5265 52.65%
PPAR gamma + 0.7252 72.52%
Honey bee toxicity - 0.6658 66.58%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.6850 68.50%

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 99.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.08% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.89% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.90% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.40% 99.17%
CHEMBL3194 P02766 Transthyretin 94.07% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.20% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 90.21% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 88.46% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.14% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.73% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.36% 98.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.39% 80.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.90% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.83% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.12% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.74% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.01% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.00% 91.71%

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.
Euphrasia nemorosa

Cross-Links

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PubChem 162966867
LOTUS LTS0042668
wikiData Q105311220