PlantaeDB Logo
Login Sign-up

[(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (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 7e067796-1532-4db1-8bdf-f27efb038d26
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34O17/c1-12(29)38-10-19-21(35)23(37)24(40-14(3)31)26(41-19)44-27(11-39-13(2)30)25(22(36)18(9-28)43-27)42-20(34)7-5-15-4-6-16(32)17(33)8-15/h4-8,18-19,21-26,28,32-33,35-37H,9-11H2,1-3H3/b7-5+/t18-,19-,21-,22-,23+,24-,25+,26-,27+/m1/s1
InChI Key GPRGICKQIUUCOG-DCSFWXSNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H34O17
Molecular Weight 630.50 g/mol
Exact Mass 630.17959961 g/mol
Topological Polar Surface Area (TPSA) 254.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.01
H-Bond Acceptor 17
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (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 - 0.6572 65.72%
Caco-2 - 0.8873 88.73%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7625 76.25%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8446 84.46%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9047 90.47%
P-glycoprotein inhibitior + 0.6453 64.53%
P-glycoprotein substrate - 0.7164 71.64%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.8199 81.99%
CYP2C9 inhibition - 0.8574 85.74%
CYP2C19 inhibition - 0.8624 86.24%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8443 84.43%
CYP2C8 inhibition + 0.6874 68.74%
CYP inhibitory promiscuity - 0.7498 74.98%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6954 69.54%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9210 92.10%
Skin irritation - 0.8256 82.56%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3946 39.46%
Micronuclear - 0.6326 63.26%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8275 82.75%
Acute Oral Toxicity (c) III 0.6097 60.97%
Estrogen receptor binding + 0.8651 86.51%
Androgen receptor binding + 0.6483 64.83%
Thyroid receptor binding + 0.5256 52.56%
Glucocorticoid receptor binding + 0.6544 65.44%
Aromatase binding + 0.6362 63.62%
PPAR gamma + 0.7439 74.39%
Honey bee toxicity - 0.7092 70.92%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6755 67.55%
Fish aquatic toxicity + 0.9642 96.42%

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 99.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.48% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.75% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.67% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 93.42% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.03% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.00% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.57% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL3194 P02766 Transthyretin 88.83% 90.71%
CHEMBL2581 P07339 Cathepsin D 88.82% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.90% 94.80%
CHEMBL4208 P20618 Proteasome component C5 85.13% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.62% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 83.65% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.52% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.04% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 80.40% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.36% 97.09%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.09% 80.78%
CHEMBL5028 O14672 ADAM10 80.05% 97.50%

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.
Prunus tomentosa

Cross-Links

Top
PubChem 90676541
NPASS NPC471883
ChEMBL CHEMBL3262772
LOTUS LTS0176441
wikiData Q105015075