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[(2R,3S,4R,5R,6R)-4,5-dihydroxy-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]oxy-2-(hydroxymethyl)oxan-3-yl] 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 0c06fa1d-de47-4035-9cb5-f0f3de627bdf
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3S,4R,5R,6R)-4,5-dihydroxy-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]oxy-2-(hydroxymethyl)oxan-3-yl] benzoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)OC(=O)C4=CC=CC=C4)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)CO)OC(=O)C4=CC=CC=C4)O)O)CO)O)O
InChI InChI=1S/C29H34O15/c1-39-18-11-15(7-9-17(18)33)8-10-21(34)41-26-22(35)19(12-30)43-29(26,14-32)44-28-24(37)23(36)25(20(13-31)40-28)42-27(38)16-5-3-2-4-6-16/h2-11,19-20,22-26,28,30-33,35-37H,12-14H2,1H3/b10-8+/t19-,20-,22-,23-,24-,25-,26+,28-,29+/m1/s1
InChI Key GOAVJADMEBAWHM-WYSDTBMLSA-N
Popularity 0 references 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,4R,5R,6R)-4,5-dihydroxy-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]oxy-2-(hydroxymethyl)oxan-3-yl] 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 - 0.8958 89.58%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7330 73.30%
OATP2B1 inhibitior - 0.8539 85.39%
OATP1B1 inhibitior + 0.8621 86.21%
OATP1B3 inhibitior + 0.9647 96.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8790 87.90%
P-glycoprotein inhibitior + 0.5718 57.18%
P-glycoprotein substrate - 0.6050 60.50%
CYP3A4 substrate + 0.6603 66.03%
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 + 0.8261 82.61%
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 - 0.9255 92.55%
Skin irritation - 0.8494 84.94%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6425 64.25%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8167 81.67%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9008 90.08%
Acute Oral Toxicity (c) III 0.6819 68.19%
Estrogen receptor binding + 0.8548 85.48%
Androgen receptor binding + 0.6526 65.26%
Thyroid receptor binding + 0.5311 53.11%
Glucocorticoid receptor binding + 0.6422 64.22%
Aromatase binding + 0.6122 61.22%
PPAR gamma + 0.6619 66.19%
Honey bee toxicity - 0.7389 73.89%
Biodegradation - 0.8000 80.00%
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 99.36% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.60% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.97% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.60% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.50% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.31% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.80% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.02% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.03% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.48% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 89.22% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 88.73% 90.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.57% 83.00%
CHEMBL3194 P02766 Transthyretin 87.18% 90.71%
CHEMBL4208 P20618 Proteasome component C5 86.08% 90.00%
CHEMBL5028 O14672 ADAM10 84.11% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.10% 95.83%
CHEMBL2581 P07339 Cathepsin D 82.81% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.78% 91.19%
CHEMBL2535 P11166 Glucose transporter 82.65% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.23% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.16% 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 6325886
NPASS NPC100562
LOTUS LTS0235763
wikiData Q105013598