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[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]-2-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 c8f8c880-f12b-4681-aad1-84f6d23b7803
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]-2-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)COC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)O)OC(=O)C=CC5=CC(=C(C(=C5)OC)O)OC)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)O)OC(=O)/C=C/C5=CC(=C(C(=C5)OC)O)OC)CO)O)O)O
InChI InChI=1S/C45H52O23/c1-57-25-13-22(14-26(58-2)36(25)50)7-10-33(47)63-19-31-39(53)41(55)42(56)44(65-31)68-45(21-46)43(66-35(49)12-9-24-17-29(61-5)38(52)30(18-24)62-6)40(54)32(67-45)20-64-34(48)11-8-23-15-27(59-3)37(51)28(16-23)60-4/h7-18,31-32,39-44,46,50-56H,19-21H2,1-6H3/b10-7+,11-8+,12-9+/t31-,32-,39-,40-,41+,42-,43+,44-,45+/m1/s1
InChI Key UKOWEFSYOURPSF-SSZVGQTDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H52O23
Molecular Weight 960.90 g/mol
Exact Mass 960.28993790 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.57
H-Bond Acceptor 23
H-Bond Donor 8
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]-2-(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 - 0.8667 86.67%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7205 72.05%
OATP1B1 inhibitior + 0.8265 82.65%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8859 88.59%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate - 0.6651 66.51%
CYP3A4 substrate + 0.6433 64.33%
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 + 0.6956 69.56%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7424 74.24%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8194 81.94%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9206 92.06%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.6614 66.14%
Thyroid receptor binding + 0.6016 60.16%
Glucocorticoid receptor binding + 0.6775 67.75%
Aromatase binding + 0.6167 61.67%
PPAR gamma + 0.7544 75.44%
Honey bee toxicity - 0.7400 74.00%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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 99.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.81% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.95% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.55% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 93.46% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.24% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.64% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.74% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 84.40% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.20% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.24% 86.92%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.44% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.26% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.05% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.87% 92.94%
CHEMBL3194 P02766 Transthyretin 81.29% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.01% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.62% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 122178692
LOTUS LTS0023368
wikiData Q105274759