PlantaeDB Logo
Login Sign-up

[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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

Top
Internal ID 262bed9b-8e63-4b33-bff0-be25a616f823
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H24O10/c23-10-17-19(27)20(28)21(29)22(32-17)31-14-5-1-13(2-6-14)11-30-18(26)8-4-12-3-7-15(24)16(25)9-12/h1-9,17,19-25,27-29H,10-11H2/b8-4+/t17-,19-,20+,21-,22-/m1/s1
InChI Key PGESVXQYTQWOPI-VMNLSUCYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C22H24O10
Molecular Weight 448.40 g/mol
Exact Mass 448.13694696 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.03
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6871 68.71%
Caco-2 - 0.9202 92.02%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.6087 60.87%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.9345 93.45%
OATP1B3 inhibitior + 0.9547 95.47%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6259 62.59%
P-glycoprotein inhibitior - 0.7065 70.65%
P-glycoprotein substrate - 0.9213 92.13%
CYP3A4 substrate + 0.5810 58.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.8685 86.85%
CYP2C9 inhibition - 0.8795 87.95%
CYP2C19 inhibition - 0.8786 87.86%
CYP2D6 inhibition - 0.9070 90.70%
CYP1A2 inhibition - 0.9246 92.46%
CYP2C8 inhibition + 0.6493 64.93%
CYP inhibitory promiscuity - 0.6201 62.01%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7080 70.80%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.8423 84.23%
Skin corrosion - 0.9659 96.59%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3869 38.69%
Micronuclear + 0.5233 52.33%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.7829 78.29%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9104 91.04%
Acute Oral Toxicity (c) III 0.6351 63.51%
Estrogen receptor binding + 0.6342 63.42%
Androgen receptor binding + 0.7499 74.99%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding - 0.5315 53.15%
Aromatase binding - 0.4867 48.67%
PPAR gamma + 0.8075 80.75%
Honey bee toxicity - 0.6861 68.61%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8889 88.89%

Targets

Top

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 99.63% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.64% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.80% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.98% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.84% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.62% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.41% 96.09%
CHEMBL3194 P02766 Transthyretin 91.63% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.45% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 87.91% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.52% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.39% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.28% 91.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.62% 95.50%
CHEMBL4208 P20618 Proteasome component C5 85.63% 90.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.48% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.95% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.20% 86.92%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.05% 85.31%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.71% 80.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.68% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.43% 94.45%

Plants that contains it

Top
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.
Pyrus calleryana
Vaccinium vitis-idaea

Cross-Links

Top
PubChem 5315598
NPASS NPC186406