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[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

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 b6828af3-7d2f-4085-b1d3-7f74ed8d59e1
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) CC(=O)C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(COC(=O)C4=CC=C(C=C4)O)O)O
SMILES (Isomeric) CC(=O)C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC=C(C=C4)O)O)O
InChI InChI=1S/C26H30O13/c1-13(28)14-4-8-17(9-5-14)37-24-21(20(31)19(30)18(10-27)38-24)39-25-22(32)26(34,12-36-25)11-35-23(33)15-2-6-16(29)7-3-15/h2-9,18-22,24-25,27,29-32,34H,10-12H2,1H3/t18-,19-,20+,21-,22+,24-,25+,26-/m1/s1
InChI Key MQJMZJDOAGOKBY-JUKYQPCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O13
Molecular Weight 550.50 g/mol
Exact Mass 550.16864101 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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228405-07-0
Ethanone, 1-[4-[[2-O-[5-O-(4-hydroxybenzoyl)-D-apio-beta-D-furanosyl]-beta-D-glucopyranosyl]oxy]phenyl]-

2D Structure

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2D Structure of [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7785 77.85%
Caco-2 - 0.8774 87.74%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7344 73.44%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.8917 89.17%
OATP1B3 inhibitior + 0.9546 95.46%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6386 63.86%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6374 63.74%
CYP3A4 substrate + 0.6746 67.46%
CYP2C9 substrate - 0.8056 80.56%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.8933 89.33%
CYP2C9 inhibition - 0.9060 90.60%
CYP2C19 inhibition - 0.9139 91.39%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9319 93.19%
CYP2C8 inhibition + 0.6537 65.37%
CYP inhibitory promiscuity - 0.8551 85.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5598 55.98%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.8468 84.68%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6516 65.16%
Micronuclear - 0.5067 50.67%
Hepatotoxicity - 0.6716 67.16%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6502 65.02%
Acute Oral Toxicity (c) III 0.7218 72.18%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.6457 64.57%
Thyroid receptor binding - 0.5080 50.80%
Glucocorticoid receptor binding + 0.6013 60.13%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.6836 68.36%
Honey bee toxicity - 0.7720 77.20%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.7277 72.77%

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 98.34% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.35% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.58% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.25% 96.09%
CHEMBL4208 P20618 Proteasome component C5 92.61% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.55% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.08% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.32% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.22% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.14% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.71% 91.19%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.42% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.19% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.29% 85.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.16% 94.45%
CHEMBL2581 P07339 Cathepsin D 84.76% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.02% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.77% 91.07%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.21% 94.97%
CHEMBL3401 O75469 Pregnane X receptor 81.77% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.76% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 81.25% 97.79%

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.
Thymus vulgaris

Cross-Links

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PubChem 10816488
LOTUS LTS0028555
wikiData Q105170052