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[(2S,3S,4R,5R)-2-(acetyloxymethyl)-2-[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-hydroxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)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

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Internal ID c77307ae-22df-4e43-ad62-db3ac01ba6c7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(2S,3S,4R,5R)-2-(acetyloxymethyl)-2-[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-hydroxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC=C(C=C3)O)COC(=O)C)OC(=O)C)OC(=O)C)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)/C=C/C3=CC=C(C=C3)O)COC(=O)C)OC(=O)C)OC(=O)C)O
InChI InChI=1S/C29H36O17/c1-14(31)39-12-21-23(37)25(41-16(3)33)26(42-17(4)34)28(43-21)46-29(13-40-15(2)32)27(24(38)20(11-30)45-29)44-22(36)10-7-18-5-8-19(35)9-6-18/h5-10,20-21,23-28,30,35,37-38H,11-13H2,1-4H3/b10-7+/t20-,21-,23-,24-,25+,26-,27+,28-,29+/m1/s1
InChI Key VQQQOHZYZBIHTQ-SZPJFCLSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O17
Molecular Weight 656.60 g/mol
Exact Mass 656.19524968 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 17
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-2-(acetyloxymethyl)-2-[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-hydroxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5322 53.22%
Caco-2 - 0.8684 86.84%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7742 77.42%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8164 81.64%
OATP1B3 inhibitior + 0.9024 90.24%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9546 95.46%
P-glycoprotein inhibitior + 0.7353 73.53%
P-glycoprotein substrate - 0.6722 67.22%
CYP3A4 substrate + 0.6632 66.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7829 78.29%
CYP2C9 inhibition - 0.8721 87.21%
CYP2C19 inhibition - 0.8851 88.51%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.9014 90.14%
CYP2C8 inhibition + 0.7545 75.45%
CYP inhibitory promiscuity - 0.6265 62.65%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9628 96.28%
Carcinogenicity (trinary) Non-required 0.6507 65.07%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9198 91.98%
Skin irritation - 0.8184 81.84%
Skin corrosion - 0.9567 95.67%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3754 37.54%
Micronuclear - 0.6726 67.26%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5298 52.98%
Acute Oral Toxicity (c) III 0.5565 55.65%
Estrogen receptor binding + 0.8587 85.87%
Androgen receptor binding + 0.6715 67.15%
Thyroid receptor binding + 0.5485 54.85%
Glucocorticoid receptor binding + 0.6980 69.80%
Aromatase binding + 0.6178 61.78%
PPAR gamma + 0.7443 74.43%
Honey bee toxicity - 0.6697 66.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6555 65.55%
Fish aquatic toxicity + 0.9466 94.66%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.28% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.27% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.92% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.52% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 90.95% 95.93%
CHEMBL2581 P07339 Cathepsin D 89.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.30% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.07% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.07% 95.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.13% 85.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.01% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 84.62% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.57% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.20% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL3194 P02766 Transthyretin 82.68% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.15% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.37% 92.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.52% 93.10%
CHEMBL4208 P20618 Proteasome component C5 80.15% 90.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.00% 89.67%

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.
Prunus padus

Cross-Links

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PubChem 21629981
LOTUS LTS0168417
wikiData Q105291426