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[(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxybenzoyl)phenoxy]-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-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 22b3ba30-7217-4ce9-950d-c98c79a353d5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxybenzoyl)phenoxy]-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H28O18/c34-15-3-1-12(2-4-15)25(41)24-17(36)9-16(35)10-22(24)49-33-30(51-32(47)14-7-20(39)27(43)21(40)8-14)29(45)28(44)23(50-33)11-48-31(46)13-5-18(37)26(42)19(38)6-13/h1-10,23,28-30,33-40,42-45H,11H2/t23-,28-,29+,30-,33-/m1/s1
InChI Key RPRWXKLUGGAFSX-IOHNVJROSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H28O18
Molecular Weight 712.60 g/mol
Exact Mass 712.12756404 g/mol
Topological Polar Surface Area (TPSA) 311.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxybenzoyl)phenoxy]-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-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 - 0.7977 79.77%
Caco-2 - 0.9044 90.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6685 66.85%
OATP2B1 inhibitior - 0.7022 70.22%
OATP1B1 inhibitior - 0.3518 35.18%
OATP1B3 inhibitior - 0.2136 21.36%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8392 83.92%
P-glycoprotein inhibitior + 0.7351 73.51%
P-glycoprotein substrate - 0.6688 66.88%
CYP3A4 substrate + 0.6232 62.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
CYP3A4 inhibition - 0.8723 87.23%
CYP2C9 inhibition - 0.7955 79.55%
CYP2C19 inhibition - 0.9121 91.21%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.9315 93.15%
CYP2C8 inhibition + 0.8136 81.36%
CYP inhibitory promiscuity - 0.8531 85.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7284 72.84%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.8696 86.96%
Skin irritation - 0.8454 84.54%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7314 73.14%
Micronuclear + 0.6466 64.66%
Hepatotoxicity - 0.7699 76.99%
skin sensitisation - 0.8722 87.22%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9385 93.85%
Acute Oral Toxicity (c) III 0.7395 73.95%
Estrogen receptor binding + 0.7272 72.72%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.5653 56.53%
Aromatase binding - 0.5687 56.87%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.8489 84.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9129 91.29%

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
CHEMBL3194 P02766 Transthyretin 98.42% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.09% 95.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.82% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.47% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.40% 99.17%
CHEMBL4208 P20618 Proteasome component C5 92.60% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.41% 83.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.33% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.63% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.99% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.88% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.88% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.99% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.67% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.29% 92.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.44% 96.95%
CHEMBL2996 Q05655 Protein kinase C delta 83.35% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.15% 95.89%
CHEMBL3891 P07384 Calpain 1 82.42% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.81% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.24% 95.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.71% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.32% 97.21%
CHEMBL2581 P07339 Cathepsin D 80.17% 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.
Planchonella obovata

Cross-Links

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PubChem 46193039
LOTUS LTS0076064
wikiData Q105242996