(2s)-2-phenylpropionyl 6-O-beta-d-xylopyranosyl-beta-d-glucopyranoside

Details

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Internal ID c1a69607-5cf2-4569-b2e7-f6b6fb61167c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl] (2S)-2-phenylpropanoate
SMILES (Canonical) CC(C1=CC=CC=C1)C(=O)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H](C1=CC=CC=C1)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O)O)O
InChI InChI=1S/C20H28O11/c1-9(10-5-3-2-4-6-10)18(27)31-20-17(26)15(24)14(23)12(30-20)8-29-19-16(25)13(22)11(21)7-28-19/h2-6,9,11-17,19-26H,7-8H2,1H3/t9-,11+,12+,13-,14+,15-,16+,17+,19-,20-/m0/s1
InChI Key UKEKQJFPQMRZQN-LPXGNRJLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H28O11
Molecular Weight 444.40 g/mol
Exact Mass 444.16316171 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -2.40
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2s)-2-phenylpropionyl 6-O-beta-d-xylopyranosyl-beta-d-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8533 85.33%
Caco-2 - 0.8505 85.05%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8123 81.23%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9185 91.85%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8785 87.85%
P-glycoprotein inhibitior - 0.8348 83.48%
P-glycoprotein substrate - 0.8930 89.30%
CYP3A4 substrate + 0.5384 53.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8818 88.18%
CYP3A4 inhibition - 0.9623 96.23%
CYP2C9 inhibition - 0.9631 96.31%
CYP2C19 inhibition - 0.9601 96.01%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition - 0.9521 95.21%
CYP2C8 inhibition - 0.9094 90.94%
CYP inhibitory promiscuity - 0.9434 94.34%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7060 70.60%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9658 96.58%
Skin irritation - 0.8621 86.21%
Skin corrosion - 0.9689 96.89%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6059 60.59%
Micronuclear - 0.6726 67.26%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9232 92.32%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9492 94.92%
Acute Oral Toxicity (c) III 0.6695 66.95%
Estrogen receptor binding + 0.7122 71.22%
Androgen receptor binding - 0.6308 63.08%
Thyroid receptor binding + 0.6015 60.15%
Glucocorticoid receptor binding - 0.5779 57.79%
Aromatase binding + 0.6245 62.45%
PPAR gamma - 0.5059 50.59%
Honey bee toxicity - 0.8401 84.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity - 0.4327 43.27%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.77% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 91.37% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 88.97% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.75% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 87.12% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.56% 96.00%
CHEMBL5028 O14672 ADAM10 85.65% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.38% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.63% 94.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.72% 96.47%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.49% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.94% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.34% 95.50%

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.
Panax ginseng

Cross-Links

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PubChem 129848152
LOTUS LTS0065741
wikiData Q105274478