[(2R,3R,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

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Internal ID 5a30ab20-6aa8-463f-bbfd-32d1b4e4b491
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O
InChI InChI=1S/C26H24O16/c27-11-5-12(28)7-13(6-11)40-26-22(36)23(42-25(38)10-3-16(31)20(34)17(32)4-10)21(35)18(41-26)8-39-24(37)9-1-14(29)19(33)15(30)2-9/h1-7,18,21-23,26-36H,8H2/t18-,21-,22-,23+,26-/m1/s1
InChI Key ITHMBOGHYUFVOR-KBZMTRQBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H24O16
Molecular Weight 592.50 g/mol
Exact Mass 592.10643467 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.24
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,5-dihydroxy-4-(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 - 0.6029 60.29%
Caco-2 - 0.8872 88.72%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6859 68.59%
OATP2B1 inhibitior - 0.7013 70.13%
OATP1B1 inhibitior + 0.7034 70.34%
OATP1B3 inhibitior - 0.4608 46.08%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.5748 57.48%
P-glycoprotein inhibitior + 0.6584 65.84%
P-glycoprotein substrate - 0.8791 87.91%
CYP3A4 substrate + 0.5902 59.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.8919 89.19%
CYP2C9 inhibition - 0.8621 86.21%
CYP2C19 inhibition - 0.9098 90.98%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.9265 92.65%
CYP2C8 inhibition + 0.5652 56.52%
CYP inhibitory promiscuity - 0.8660 86.60%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7448 74.48%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8403 84.03%
Skin irritation - 0.8346 83.46%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8347 83.47%
Micronuclear + 0.6866 68.66%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8296 82.96%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8803 88.03%
Acute Oral Toxicity (c) III 0.7660 76.60%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.6230 62.30%
Thyroid receptor binding - 0.4947 49.47%
Glucocorticoid receptor binding + 0.5780 57.80%
Aromatase binding - 0.5951 59.51%
PPAR gamma + 0.6104 61.04%
Honey bee toxicity - 0.8112 81.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9091 90.91%

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 99.15% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.92% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.34% 95.64%
CHEMBL3194 P02766 Transthyretin 93.77% 90.71%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 93.71% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.21% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.73% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 90.58% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.89% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.96% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.91% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.48% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.70% 94.42%
CHEMBL2581 P07339 Cathepsin D 84.95% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.74% 97.09%
CHEMBL4208 P20618 Proteasome component C5 84.65% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.24% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.07% 95.93%

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.
Phyllanthus ruber

Cross-Links

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PubChem 10745993
LOTUS LTS0072760
wikiData Q105120046