3,4,5-Trimethoxyphenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside

Details

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Internal ID 9567e70b-5f8e-47c9-a7f0-1ea2400a7623
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)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/C20H30O13/c1-27-10-4-8(5-11(28-2)18(10)29-3)32-20-17(26)15(24)14(23)12(33-20)7-31-19-16(25)13(22)9(21)6-30-19/h4-5,9,12-17,19-26H,6-7H2,1-3H3/t9-,12-,13+,14-,15+,16-,17-,19+,20-/m1/s1
InChI Key GGIDHIBVLYVTAU-WYOQWEDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O13
Molecular Weight 478.40 g/mol
Exact Mass 478.16864101 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -2.65
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-Trimethoxyphenyl 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 - 0.7917 79.17%
Caco-2 - 0.8263 82.63%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6384 63.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9383 93.83%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8083 80.83%
P-glycoprotein inhibitior - 0.7233 72.33%
P-glycoprotein substrate - 0.8190 81.90%
CYP3A4 substrate + 0.5577 55.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7789 77.89%
CYP3A4 inhibition - 0.9585 95.85%
CYP2C9 inhibition - 0.9287 92.87%
CYP2C19 inhibition - 0.9311 93.11%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.9087 90.87%
CYP2C8 inhibition - 0.6492 64.92%
CYP inhibitory promiscuity - 0.9002 90.02%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6766 67.66%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9390 93.90%
Skin irritation - 0.8534 85.34%
Skin corrosion - 0.9629 96.29%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7367 73.67%
Micronuclear - 0.6226 62.26%
Hepatotoxicity - 0.8208 82.08%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity - 0.7333 73.33%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9329 93.29%
Acute Oral Toxicity (c) III 0.7725 77.25%
Estrogen receptor binding + 0.6964 69.64%
Androgen receptor binding - 0.7337 73.37%
Thyroid receptor binding + 0.6037 60.37%
Glucocorticoid receptor binding - 0.6419 64.19%
Aromatase binding + 0.5932 59.32%
PPAR gamma + 0.6031 60.31%
Honey bee toxicity - 0.8489 84.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6249 62.49%
Fish aquatic toxicity - 0.4504 45.04%

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 98.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.63% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.27% 89.62%
CHEMBL4208 P20618 Proteasome component C5 87.83% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.41% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.31% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.05% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.24% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.56% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 83.81% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.79% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.54% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.94% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.70% 95.89%

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.
Ailanthus integrifolia
Stereospermum cylindricum

Cross-Links

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PubChem 10367775
LOTUS LTS0265374
wikiData Q105008119