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[(2R,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-3,4-bis[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-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 6e5a1b6d-92c2-4716-8e65-aaefde9502b8
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)-3,4-bis[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H52O23/c1-57-25-13-22(14-26(58-2)36(25)51)7-10-33(48)63-20-32-39(54)40(55)41(56)44(64-32)68-45(21-47)43(66-35(50)12-9-24-17-29(61-5)38(53)30(18-24)62-6)42(31(19-46)67-45)65-34(49)11-8-23-15-27(59-3)37(52)28(16-23)60-4/h7-18,31-32,39-44,46-47,51-56H,19-21H2,1-6H3/b10-7+,11-8+,12-9+/t31-,32-,39-,40+,41-,42-,43+,44-,45+/m1/s1
InChI Key PDIAXHCFRUNKBX-RWMGKXFKSA-N
Popularity 3 references 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)-6-[(2S,3S,4R,5R)-3,4-bis[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-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 - 0.8670 86.70%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8071 80.71%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9206 92.06%
P-glycoprotein inhibitior + 0.7559 75.59%
P-glycoprotein substrate - 0.6614 66.14%
CYP3A4 substrate + 0.6615 66.15%
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 + 0.7156 71.56%
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 - 0.9012 90.12%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7278 72.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7258 72.58%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9268 92.68%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.7869 78.69%
Androgen receptor binding + 0.6336 63.36%
Thyroid receptor binding + 0.6078 60.78%
Glucocorticoid receptor binding + 0.6761 67.61%
Aromatase binding + 0.6186 61.86%
PPAR gamma + 0.7609 76.09%
Honey bee toxicity - 0.6992 69.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.29% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.76% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.15% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.05% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.24% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.02% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.35% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 88.29% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.04% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.15% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.60% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.77% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.94% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.56% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.26% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.07% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.34% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11968390
LOTUS LTS0189082
wikiData Q105206510