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[(2R,3S,4S,5R,6S)-4-hydroxy-6-(4-hydroxyphenoxy)-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate

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 1b9c0e95-be26-4a90-ae26-a694a33f61d6
Taxonomy Phenylpropanoids and polyketides > Tannins
IUPAC Name [(2R,3S,4S,5R,6S)-4-hydroxy-6-(4-hydroxyphenoxy)-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H28O19/c34-15-1-3-16(4-2-15)49-33-29(52-32(47)14-9-21(39)26(43)22(40)10-14)27(44)28(51-31(46)13-7-19(37)25(42)20(38)8-13)23(50-33)11-48-30(45)12-5-17(35)24(41)18(36)6-12/h1-10,23,27-29,33-44H,11H2/t23-,27+,28-,29-,33-/m1/s1
InChI Key VILRGUXHAAWLSB-FWPHZJBASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H28O19
Molecular Weight 728.60 g/mol
Exact Mass 728.12247866 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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CHEMBL341631
DTXSID801145697
beta-D-Glucopyranoside, 4-hydroxyphenyl, 2,4,6-tris(3,4,5-trihydroxybenzoate)
[(2R,3S,4S,5R,6S)-4-hydroxy-6-(4-hydroxyphenoxy)-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
112724-28-4

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-4-hydroxy-6-(4-hydroxyphenoxy)-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7979 79.79%
Caco-2 - 0.8797 87.97%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7022 70.22%
OATP2B1 inhibitior - 0.7064 70.64%
OATP1B1 inhibitior - 0.3579 35.79%
OATP1B3 inhibitior - 0.2952 29.52%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7730 77.30%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate - 0.8762 87.62%
CYP3A4 substrate + 0.5969 59.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.7944 79.44%
CYP2C9 inhibition - 0.6403 64.03%
CYP2C19 inhibition - 0.8822 88.22%
CYP2D6 inhibition - 0.9096 90.96%
CYP1A2 inhibition - 0.9154 91.54%
CYP2C8 inhibition + 0.7180 71.80%
CYP inhibitory promiscuity - 0.7511 75.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7362 73.62%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8664 86.64%
Skin irritation - 0.8426 84.26%
Skin corrosion - 0.9590 95.90%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7803 78.03%
Micronuclear + 0.6566 65.66%
Hepatotoxicity - 0.9074 90.74%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9205 92.05%
Acute Oral Toxicity (c) III 0.7713 77.13%
Estrogen receptor binding + 0.7667 76.67%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5593 55.93%
Aromatase binding - 0.5927 59.27%
PPAR gamma + 0.6646 66.46%
Honey bee toxicity - 0.8620 86.20%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9058 90.58%

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 99.03% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.50% 95.64%
CHEMBL1951 P21397 Monoamine oxidase A 95.94% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.04% 99.17%
CHEMBL4208 P20618 Proteasome component C5 93.62% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 93.60% 83.00%
CHEMBL3194 P02766 Transthyretin 93.34% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.67% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.59% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 89.45% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 88.62% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.27% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.19% 96.95%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.36% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.22% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.93% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.09% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.46% 92.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.76% 97.21%
CHEMBL3891 P07384 Calpain 1 81.46% 93.04%
CHEMBL2581 P07339 Cathepsin D 81.31% 98.95%

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.
Eugenia hyemalis

Cross-Links

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PubChem 44586970
LOTUS LTS0144284
wikiData Q105286881