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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-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl benzoate

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 cfb2a87c-6bfd-416a-bf82-a332fa712676
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-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl benzoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C4=CC=CC=C4)O)O)O)CO)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/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=CC=C4)O)O)O)CO)O)O
InChI InChI=1S/C29H34O15/c1-39-18-11-15(7-9-17(18)32)8-10-21(33)42-26-23(35)19(12-30)43-29(26,14-31)44-28-25(37)24(36)22(34)20(41-28)13-40-27(38)16-5-3-2-4-6-16/h2-11,19-20,22-26,28,30-32,34-37H,12-14H2,1H3/b10-8+/t19-,20-,22-,23-,24+,25-,26+,28-,29+/m1/s1
InChI Key WIWNNFKELUVVPQ-SEYCMFNYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O15
Molecular Weight 622.60 g/mol
Exact Mass 622.18977037 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 11

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-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7896 78.96%
Caco-2 - 0.8975 89.75%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7330 73.30%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.8489 84.89%
OATP1B3 inhibitior + 0.9647 96.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8476 84.76%
P-glycoprotein inhibitior - 0.4328 43.28%
P-glycoprotein substrate - 0.6314 63.14%
CYP3A4 substrate + 0.6554 65.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.8175 81.75%
CYP2C9 inhibition - 0.8078 80.78%
CYP2C19 inhibition - 0.7609 76.09%
CYP2D6 inhibition - 0.9190 91.90%
CYP1A2 inhibition - 0.8842 88.42%
CYP2C8 inhibition + 0.8393 83.93%
CYP inhibitory promiscuity - 0.7424 74.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6241 62.41%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9254 92.54%
Skin irritation - 0.8494 84.94%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6908 69.08%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8074 80.74%
skin sensitisation - 0.8167 81.67%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9391 93.91%
Acute Oral Toxicity (c) III 0.6819 68.19%
Estrogen receptor binding + 0.8575 85.75%
Androgen receptor binding + 0.6505 65.05%
Thyroid receptor binding + 0.5451 54.51%
Glucocorticoid receptor binding + 0.6382 63.82%
Aromatase binding + 0.6026 60.26%
PPAR gamma + 0.6627 66.27%
Honey bee toxicity - 0.7385 73.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9224 92.24%

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 99.35% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.83% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.28% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.03% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.04% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 91.92% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 91.34% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.26% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.60% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.18% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.63% 83.00%
CHEMBL2535 P11166 Glucose transporter 87.40% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.03% 89.00%
CHEMBL5028 O14672 ADAM10 85.66% 97.50%
CHEMBL3194 P02766 Transthyretin 85.62% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.99% 95.83%
CHEMBL4208 P20618 Proteasome component C5 82.26% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.32% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.07% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.90% 97.14%

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 reinii

Cross-Links

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PubChem 10009064
NPASS NPC144007
LOTUS LTS0023877
wikiData Q105306571