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[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl 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 9dbe0383-dfb5-4315-9ed3-5267d62d8aa5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl benzoate
SMILES (Canonical) C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)O)CO)OC(=O)C=CC4=CC=C(C=C4)O)O)O
SMILES (Isomeric) C1=CC=C(C=C1)C(=O)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC3=C(C=C(C=C3)O)CO)OC(=O)/C=C/C4=CC=C(C=C4)O)O)O
InChI InChI=1S/C29H28O11/c30-15-19-14-21(32)11-12-22(19)38-29-27(40-24(33)13-8-17-6-9-20(31)10-7-17)26(35)25(34)23(39-29)16-37-28(36)18-4-2-1-3-5-18/h1-14,23,25-27,29-32,34-35H,15-16H2/b13-8+/t23-,25-,26+,27-,29-/m0/s1
InChI Key XOPSQCHDLIYRBY-IZFARFNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H28O11
Molecular Weight 552.50 g/mol
Exact Mass 552.16316171 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5518 55.18%
Caco-2 - 0.8930 89.30%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7296 72.96%
OATP2B1 inhibitior - 0.8419 84.19%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7364 73.64%
P-glycoprotein inhibitior + 0.6775 67.75%
P-glycoprotein substrate - 0.7191 71.91%
CYP3A4 substrate + 0.6351 63.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition - 0.8891 88.91%
CYP2C9 inhibition - 0.7818 78.18%
CYP2C19 inhibition - 0.7875 78.75%
CYP2D6 inhibition - 0.9155 91.55%
CYP1A2 inhibition - 0.8875 88.75%
CYP2C8 inhibition + 0.8552 85.52%
CYP inhibitory promiscuity - 0.7939 79.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6902 69.02%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.8871 88.71%
Skin irritation - 0.8635 86.35%
Skin corrosion - 0.9596 95.96%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5295 52.95%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8152 81.52%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9651 96.51%
Acute Oral Toxicity (c) III 0.5910 59.10%
Estrogen receptor binding + 0.8305 83.05%
Androgen receptor binding + 0.7172 71.72%
Thyroid receptor binding + 0.5484 54.84%
Glucocorticoid receptor binding + 0.6144 61.44%
Aromatase binding - 0.5696 56.96%
PPAR gamma + 0.6842 68.42%
Honey bee toxicity - 0.7583 75.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.9374 93.74%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.35% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.80% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 93.31% 91.49%
CHEMBL3194 P02766 Transthyretin 92.93% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.32% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.16% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.73% 83.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 91.49% 89.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.23% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 89.07% 94.73%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.89% 89.44%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.63% 95.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.16% 94.23%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.80% 91.71%
CHEMBL226 P30542 Adenosine A1 receptor 86.46% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.44% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL4208 P20618 Proteasome component C5 84.36% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.32% 96.95%
CHEMBL2581 P07339 Cathepsin D 82.42% 98.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163187193
LOTUS LTS0089719
wikiData Q105337856