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[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl 4-hydroxybenzoate

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 73f4cc19-1a2b-41f4-ac14-6bbeea079a17
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C4=CC=C(C=C4)O)O)O)O)CO)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)O[C@@H]2[C@H]([C@H](O[C@@]2(CO)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)COC(=O)C4=CC=C(C=C4)O)O)O)O)CO)O
InChI InChI=1S/C31H38O17/c1-41-18-10-15(11-19(42-2)27(18)43-3)4-9-22(35)46-28-24(37)20(12-32)47-31(28,14-33)48-30-26(39)25(38)23(36)21(45-30)13-44-29(40)16-5-7-17(34)8-6-16/h4-11,20-21,23-26,28,30,32-34,36-39H,12-14H2,1-3H3/b9-4+/t20-,21+,23+,24+,25-,26+,28-,30+,31+/m1/s1
InChI Key BBUQNXDJRVCZTI-WJPAUKSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O17
Molecular Weight 682.60 g/mol
Exact Mass 682.21089974 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.54
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl 4-hydroxybenzoate

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 - 0.8839 88.39%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7238 72.38%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6139 61.39%
P-glycoprotein inhibitior + 0.6664 66.64%
P-glycoprotein substrate - 0.5553 55.53%
CYP3A4 substrate + 0.6733 67.33%
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 + 0.8893 88.93%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4067 40.67%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.7699 76.99%
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 - 0.8935 89.35%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8381 83.81%
Androgen receptor binding + 0.6534 65.34%
Thyroid receptor binding + 0.5495 54.95%
Glucocorticoid receptor binding + 0.6875 68.75%
Aromatase binding + 0.6085 60.85%
PPAR gamma + 0.6935 69.35%
Honey bee toxicity - 0.7047 70.47%
Biodegradation - 0.7500 75.00%
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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.75% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.46% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.77% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.12% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.70% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.20% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.13% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.67% 95.56%
CHEMBL3194 P02766 Transthyretin 90.34% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.61% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.97% 91.19%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.51% 93.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.47% 96.90%
CHEMBL2535 P11166 Glucose transporter 85.34% 98.75%
CHEMBL4208 P20618 Proteasome component C5 85.21% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.45% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.84% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.03% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.36% 94.33%

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 sibirica
Polygala tenuifolia

Cross-Links

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PubChem 162916800
LOTUS LTS0037931
wikiData Q104923078