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[(2S,3R,4S,5R,6R)-4-acetyloxy-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)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 a8bcd21b-4fee-4c67-85f7-35f9b00e48b8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(2S,3R,4S,5R,6R)-4-acetyloxy-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(O1)(CO)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)OC(=O)C)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C36H42O19/c1-18(38)49-16-27-31(45)34(53-29(43)12-8-21-6-10-23(41)25(14-21)48-4)36(17-37,54-27)55-35-32(46)33(51-19(2)39)30(44)26(52-35)15-50-28(42)11-7-20-5-9-22(40)24(13-20)47-3/h5-14,26-27,30-35,37,40-41,44-46H,15-17H2,1-4H3/b11-7+,12-8+/t26-,27+,30+,31+,32+,33-,34-,35+,36-/m0/s1
InChI Key BUPIAPOFVZLORW-CMQKFLGHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O19
Molecular Weight 778.70 g/mol
Exact Mass 778.23202911 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-4-acetyloxy-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)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 - 0.4943 49.43%
Caco-2 - 0.8769 87.69%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6729 67.29%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8628 86.28%
OATP1B3 inhibitior + 0.9243 92.43%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9623 96.23%
P-glycoprotein inhibitior + 0.7587 75.87%
P-glycoprotein substrate - 0.6065 60.65%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition - 0.7705 77.05%
CYP2C9 inhibition - 0.8146 81.46%
CYP2C19 inhibition - 0.8243 82.43%
CYP2D6 inhibition - 0.9233 92.33%
CYP1A2 inhibition - 0.8728 87.28%
CYP2C8 inhibition + 0.7460 74.60%
CYP inhibitory promiscuity - 0.6339 63.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9628 96.28%
Carcinogenicity (trinary) Non-required 0.6727 67.27%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.8425 84.25%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7473 74.73%
Micronuclear - 0.5826 58.26%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8390 83.90%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8627 86.27%
Acute Oral Toxicity (c) III 0.5330 53.30%
Estrogen receptor binding + 0.8524 85.24%
Androgen receptor binding + 0.6887 68.87%
Thyroid receptor binding + 0.5773 57.73%
Glucocorticoid receptor binding + 0.7174 71.74%
Aromatase binding + 0.5899 58.99%
PPAR gamma + 0.7685 76.85%
Honey bee toxicity - 0.7274 72.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9601 96.01%

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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.00% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 96.82% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.61% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.18% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.19% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.17% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.06% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.17% 94.73%
CHEMBL3194 P02766 Transthyretin 88.17% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.66% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.35% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.29% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.19% 95.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.91% 89.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.73% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.31% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.51% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.21% 97.21%

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.
Lilium speciosum

Cross-Links

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PubChem 163188019
LOTUS LTS0078455
wikiData Q104946216