Benzyl 2-[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxybenzoate

Details

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Internal ID 37542b0f-2511-4e0c-9164-9dd16f050523
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name benzyl 2-[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxybenzoate
SMILES (Canonical) CC(=O)OC1C(C(C(OC1OC2=C(C=C(C=C2)O)C(=O)OCC3=CC=CC=C3)CO)O)O
SMILES (Isomeric) CC(=O)OC1C(C(C(OC1OC2=C(C=C(C=C2)O)C(=O)OCC3=CC=CC=C3)CO)O)O
InChI InChI=1S/C22H24O10/c1-12(24)30-20-19(27)18(26)17(10-23)32-22(20)31-16-8-7-14(25)9-15(16)21(28)29-11-13-5-3-2-4-6-13/h2-9,17-20,22-23,25-27H,10-11H2,1H3
InChI Key DDHKGWRHXCLCSZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O10
Molecular Weight 448.40 g/mol
Exact Mass 448.13694696 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Benzyl 2-[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8292 82.92%
Caco-2 - 0.8650 86.50%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6863 68.63%
OATP2B1 inhibitior - 0.8405 84.05%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6599 65.99%
P-glycoprotein inhibitior - 0.4862 48.62%
P-glycoprotein substrate - 0.7885 78.85%
CYP3A4 substrate + 0.5974 59.74%
CYP2C9 substrate - 0.7852 78.52%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.9099 90.99%
CYP2C9 inhibition - 0.8501 85.01%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.9051 90.51%
CYP2C8 inhibition + 0.6007 60.07%
CYP inhibitory promiscuity - 0.8159 81.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7217 72.17%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.8794 87.94%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5566 55.66%
Micronuclear + 0.5233 52.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9062 90.62%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8122 81.22%
Acute Oral Toxicity (c) III 0.6984 69.84%
Estrogen receptor binding + 0.7490 74.90%
Androgen receptor binding + 0.7248 72.48%
Thyroid receptor binding - 0.5447 54.47%
Glucocorticoid receptor binding + 0.6682 66.82%
Aromatase binding - 0.5178 51.78%
PPAR gamma + 0.7031 70.31%
Honey bee toxicity - 0.7696 76.96%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6704 67.04%
Fish aquatic toxicity + 0.8321 83.21%

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
CHEMBL2581 P07339 Cathepsin D 97.98% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.55% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.18% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.05% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.59% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 92.02% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 90.23% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.77% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.18% 94.62%
CHEMBL3202 P48147 Prolyl endopeptidase 83.79% 90.65%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.10% 94.00%
CHEMBL3891 P07384 Calpain 1 82.33% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.52% 94.45%

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.
Salix babylonica

Cross-Links

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PubChem 162895559
LOTUS LTS0152540
wikiData Q104976367