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[5-[4,5-Dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,5-bis(hydroxymethyl)-4-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-3-yl] 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 515fb206-621a-4751-be02-64482915a3d4
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [5-[4,5-dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,5-bis(hydroxymethyl)-4-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)OC(=O)C=CC4=CC(=C(C=C4)O)OC)OC(=O)C=CC5=CC(=C(C(=C5)OC)OC)OC)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)OC(=O)C=CC4=CC(=C(C=C4)O)OC)OC(=O)C=CC5=CC(=C(C(=C5)OC)OC)OC)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O
InChI InChI=1S/C51H62O27/c1-65-28-15-24(7-11-27(28)55)8-13-37(57)74-46-34(21-53)77-51(23-54,48(46)75-38(58)14-10-26-18-31(68-4)45(70-6)32(19-26)69-5)78-50-47(76-49-44(64)42(62)40(60)33(20-52)72-49)43(63)41(61)35(73-50)22-71-36(56)12-9-25-16-29(66-2)39(59)30(17-25)67-3/h7-19,33-35,40-44,46-50,52-55,59-64H,20-23H2,1-6H3
InChI Key DAXQZVPKDIVXBX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H62O27
Molecular Weight 1107.00 g/mol
Exact Mass 1106.34784670 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 27
H-Bond Donor 10
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-[4,5-Dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,5-bis(hydroxymethyl)-4-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-3-yl] 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 - 0.7827 78.27%
Caco-2 - 0.8636 86.36%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.8640 86.40%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8106 81.06%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.5324 53.24%
CYP3A4 substrate + 0.7009 70.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.7802 78.02%
CYP2C9 inhibition - 0.8269 82.69%
CYP2C19 inhibition - 0.8158 81.58%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.8441 84.41%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7318 73.18%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9453 94.53%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.7828 78.28%
Androgen receptor binding + 0.6776 67.76%
Thyroid receptor binding + 0.6161 61.61%
Glucocorticoid receptor binding + 0.7020 70.20%
Aromatase binding + 0.6306 63.06%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.6607 66.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9374 93.74%

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 99.79% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.07% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.34% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.59% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.04% 95.56%
CHEMBL3194 P02766 Transthyretin 92.43% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 91.81% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.29% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.81% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.52% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.04% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.80% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 83.46% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.38% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.24% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.81% 99.15%
CHEMBL4208 P20618 Proteasome component C5 82.67% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.07% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.98% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.05% 94.00%

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.
Polygala karensium

Cross-Links

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PubChem 72964915
LOTUS LTS0065466
wikiData Q104974099