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[(2R,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-4-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (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 bb081237-0aaa-4853-ba98-573e5bea1729
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-4-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OC1C(OC(C1OC(=O)C=CC2=CC(=C(C=C2)O)OC)(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)CO
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H](O[C@@]([C@H]1OC(=O)/C=C/C2=CC(=C(C=C2)O)OC)(CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O)O)O)CO
InChI InChI=1S/C34H40O18/c1-17(37)48-31-24(14-35)51-34(16-36,32(31)50-27(41)11-7-19-5-9-21(39)23(13-19)46-3)52-33-30(44)29(43)28(42)25(49-33)15-47-26(40)10-6-18-4-8-20(38)22(12-18)45-2/h4-13,24-25,28-33,35-36,38-39,42-44H,14-16H2,1-3H3/b10-6+,11-7+/t24-,25-,28-,29+,30-,31-,32+,33-,34+/m1/s1
InChI Key WVBWCBBIQISCMC-YGDXHGPXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O18
Molecular Weight 736.70 g/mol
Exact Mass 736.22146442 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.87
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-4-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (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 - 0.7827 78.27%
Caco-2 - 0.8858 88.58%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9029 90.29%
P-glycoprotein inhibitior + 0.7319 73.19%
P-glycoprotein substrate - 0.6674 66.74%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
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 + 0.7465 74.65%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7717 77.17%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8324 83.24%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8963 89.63%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8440 84.40%
Androgen receptor binding + 0.6455 64.55%
Thyroid receptor binding + 0.5714 57.14%
Glucocorticoid receptor binding + 0.6927 69.27%
Aromatase binding + 0.5931 59.31%
PPAR gamma + 0.7326 73.26%
Honey bee toxicity - 0.7159 71.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.68% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.91% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.33% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.35% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.01% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.53% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.09% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.02% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.22% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.06% 99.17%
CHEMBL4208 P20618 Proteasome component C5 86.34% 90.00%
CHEMBL3194 P02766 Transthyretin 86.03% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.07% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.96% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.67% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.47% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 80.79% 92.50%

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.
Lilium longiflorum
Lilium mackliniae

Cross-Links

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PubChem 13916039
LOTUS LTS0174511
wikiData Q105313446