[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 3,4-dimethoxybenzoate

Details

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Internal ID c4b309de-11a9-4dab-90b4-ef0ead8b63af
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 3,4-dimethoxybenzoate
SMILES (Canonical) COC1=C(C=C(C=C1)C(=O)OCC2(COC(C2O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)O)O)O)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C(=O)OC[C@]2(CO[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OCCC4=CC=C(C=C4)O)O)O)O)O)OC
InChI InChI=1S/C28H36O14/c1-36-18-8-5-16(11-19(18)37-2)25(34)40-13-28(35)14-41-27(24(28)33)39-12-20-21(30)22(31)23(32)26(42-20)38-10-9-15-3-6-17(29)7-4-15/h3-8,11,20-24,26-27,29-33,35H,9-10,12-14H2,1-2H3/t20-,21-,22+,23-,24+,26-,27-,28-/m1/s1
InChI Key PGPDKMQOQDXHAJ-XORKOADCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O14
Molecular Weight 596.60 g/mol
Exact Mass 596.21050582 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 3,4-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5717 57.17%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8275 82.75%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4519 45.19%
P-glycoprotein inhibitior + 0.5978 59.78%
P-glycoprotein substrate + 0.6477 64.77%
CYP3A4 substrate + 0.6900 69.00%
CYP2C9 substrate - 0.8084 80.84%
CYP2D6 substrate - 0.8330 83.30%
CYP3A4 inhibition - 0.9078 90.78%
CYP2C9 inhibition - 0.8208 82.08%
CYP2C19 inhibition - 0.8190 81.90%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.8500 85.00%
CYP2C8 inhibition + 0.8889 88.89%
CYP inhibitory promiscuity - 0.8753 87.53%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6217 62.17%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.8283 82.83%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4321 43.21%
Micronuclear - 0.6626 66.26%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8651 86.51%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8655 86.55%
Acute Oral Toxicity (c) III 0.6321 63.21%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.6308 63.08%
Thyroid receptor binding + 0.5586 55.86%
Glucocorticoid receptor binding + 0.6661 66.61%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.6708 67.08%
Honey bee toxicity - 0.7783 77.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6366 63.66%
Fish aquatic toxicity + 0.7645 76.45%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.44% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.94% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.72% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.44% 99.17%
CHEMBL2535 P11166 Glucose transporter 91.82% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.66% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.48% 95.89%
CHEMBL4208 P20618 Proteasome component C5 89.33% 90.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.79% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.16% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.82% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.46% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.12% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.91% 98.95%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 86.53% 96.69%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.17% 97.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.82% 90.71%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.94% 85.31%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.01% 85.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.85% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.63% 96.90%
CHEMBL3194 P02766 Transthyretin 80.45% 90.71%

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.
Handroanthus impetiginosus

Cross-Links

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PubChem 21579200
NPASS NPC80835
LOTUS LTS0019846
wikiData Q105208562