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[(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 4f62f1a5-290a-4f5f-858d-aeb7a4f0dd2b
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H38O16/c1-41-19-11-14(3-6-17(19)33)4-7-22(35)43-13-21-24(37)28(46-30-26(39)25(38)23(36)20(12-31)44-30)27(40)29(45-21)42-9-8-15-2-5-16(32)18(34)10-15/h2-7,10-11,20-21,23-34,36-40H,8-9,12-13H2,1H3/b7-4+/t20-,21-,23-,24-,25+,26-,27-,28+,29-,30+/m1/s1
InChI Key JKZNEIKTMOXTIU-IEUNMTQWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O16
Molecular Weight 654.60 g/mol
Exact Mass 654.21598512 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.7602 76.02%
Caco-2 - 0.9096 90.96%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7244 72.44%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8583 85.83%
OATP1B3 inhibitior + 0.9704 97.04%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7430 74.30%
P-glycoprotein inhibitior - 0.5078 50.78%
P-glycoprotein substrate - 0.6231 62.31%
CYP3A4 substrate + 0.6623 66.23%
CYP2C9 substrate - 0.8023 80.23%
CYP2D6 substrate - 0.8521 85.21%
CYP3A4 inhibition - 0.9272 92.72%
CYP2C9 inhibition - 0.7663 76.63%
CYP2C19 inhibition - 0.8424 84.24%
CYP2D6 inhibition - 0.9032 90.32%
CYP1A2 inhibition - 0.8815 88.15%
CYP2C8 inhibition + 0.7961 79.61%
CYP inhibitory promiscuity - 0.7337 73.37%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6617 66.17%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9235 92.35%
Skin irritation - 0.8327 83.27%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6477 64.77%
Micronuclear - 0.6367 63.67%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8586 85.86%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity - 0.9287 92.87%
Acute Oral Toxicity (c) III 0.7791 77.91%
Estrogen receptor binding + 0.7977 79.77%
Androgen receptor binding - 0.5130 51.30%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5613 56.13%
Aromatase binding + 0.5191 51.91%
PPAR gamma + 0.7133 71.33%
Honey bee toxicity - 0.7013 70.13%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.6608 66.08%

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 99.58% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.29% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.22% 96.00%
CHEMBL3194 P02766 Transthyretin 94.98% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.87% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.41% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.28% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.57% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 89.57% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 88.69% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.15% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.15% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.46% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.82% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.89% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.54% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.61% 94.33%
CHEMBL2581 P07339 Cathepsin D 80.54% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.08% 95.50%

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 101731585
LOTUS LTS0242636
wikiData Q105130592