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[2-[6-(Acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 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 047743ff-63e0-4d91-874a-6a2a49421f1d
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [2-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O
SMILES (Isomeric) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O
InChI InChI=1S/C43H46O20/c1-23(44)57-20-32-37(51)39(53)40(54)42(60-32)63-43(22-59-35(49)15-8-24-4-11-27(45)12-5-24)41(61-36(50)17-10-26-7-14-29(47)31(19-26)56-3)38(52)33(62-43)21-58-34(48)16-9-25-6-13-28(46)30(18-25)55-2/h4-19,32-33,37-42,45-47,51-54H,20-22H2,1-3H3
InChI Key OEURWVSBRKOOJG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H46O20
Molecular Weight 882.80 g/mol
Exact Mass 882.25824385 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 20
H-Bond Donor 7
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[6-(Acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 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 - 0.6261 62.61%
Caco-2 - 0.8777 87.77%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7254 72.54%
OATP2B1 inhibitior - 0.5807 58.07%
OATP1B1 inhibitior + 0.8556 85.56%
OATP1B3 inhibitior + 0.9258 92.58%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9101 91.01%
P-glycoprotein inhibitior + 0.7558 75.58%
P-glycoprotein substrate - 0.5874 58.74%
CYP3A4 substrate + 0.6750 67.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.8689 86.89%
CYP2C9 inhibition - 0.8237 82.37%
CYP2C19 inhibition - 0.8268 82.68%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.8530 85.30%
CYP2C8 inhibition + 0.8500 85.00%
CYP inhibitory promiscuity - 0.7648 76.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6643 66.43%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.8400 84.00%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7524 75.24%
Micronuclear - 0.5152 51.52%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8701 87.01%
Acute Oral Toxicity (c) III 0.6015 60.15%
Estrogen receptor binding + 0.8365 83.65%
Androgen receptor binding + 0.7166 71.66%
Thyroid receptor binding + 0.6082 60.82%
Glucocorticoid receptor binding + 0.6889 68.89%
Aromatase binding + 0.5520 55.20%
PPAR gamma + 0.7479 74.79%
Honey bee toxicity - 0.6894 68.94%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9807 98.07%

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 99.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.69% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.17% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.43% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.00% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.80% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.99% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.62% 89.62%
CHEMBL3194 P02766 Transthyretin 91.11% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.63% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.58% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.54% 97.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.26% 94.45%
CHEMBL4208 P20618 Proteasome component C5 86.68% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.72% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 84.63% 91.19%
CHEMBL2535 P11166 Glucose transporter 84.19% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.45% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.33% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.89% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.76% 97.36%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.22% 100.00%

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.
Smilax china

Cross-Links

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PubChem 73073438
LOTUS LTS0047333
wikiData Q105190579