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[(2R,3R,4S,5S)-3-acetyloxy-4-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxymethyl]-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl (E)-3-(4-acetyloxyphenyl)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 d3946576-687e-4bce-9a84-af6ff25ad551
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(2R,3R,4S,5S)-3-acetyloxy-4-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxymethyl]-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl (E)-3-(4-acetyloxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC=C(C=C3)OC(=O)C)OC(=O)C)OC(=O)C=CC4=CC=C(C=C4)OC(=O)C)COC(=O)C=CC5=CC=C(C=C5)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
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)COC(=O)/C=C/C3=CC=C(C=C3)OC(=O)C)OC(=O)C)OC(=O)/C=C/C4=CC=C(C=C4)OC(=O)C)COC(=O)/C=C/C5=CC=C(C=C5)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C55H56O25/c1-30(56)67-27-44-49(73-34(5)60)51(75-36(7)62)52(76-37(8)63)54(77-44)80-55(29-69-47(65)25-16-39-11-20-42(21-12-39)71-32(3)58)53(78-48(66)26-17-40-13-22-43(23-14-40)72-33(4)59)50(74-35(6)61)45(79-55)28-68-46(64)24-15-38-9-18-41(19-10-38)70-31(2)57/h9-26,44-45,49-54H,27-29H2,1-8H3/b24-15+,25-16+,26-17+/t44-,45-,49+,50-,51+,52-,53+,54-,55+/m1/s1
InChI Key ZSXALDGJPAPDLM-ZJAAGXPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H56O25
Molecular Weight 1117.00 g/mol
Exact Mass 1116.31106727 g/mol
Topological Polar Surface Area (TPSA) 317.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 25
H-Bond Donor 0
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S)-3-acetyloxy-4-[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-acetyloxyphenyl)prop-2-enoyl]oxymethyl]-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl (E)-3-(4-acetyloxyphenyl)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 + 0.9371 93.71%
Caco-2 - 0.8545 85.45%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8494 84.94%
OATP2B1 inhibitior + 0.5633 56.33%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.8320 83.20%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9943 99.43%
P-glycoprotein inhibitior + 0.7935 79.35%
P-glycoprotein substrate - 0.7729 77.29%
CYP3A4 substrate + 0.6727 67.27%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition - 0.6675 66.75%
CYP2C9 inhibition - 0.8761 87.61%
CYP2C19 inhibition - 0.7385 73.85%
CYP2D6 inhibition - 0.9251 92.51%
CYP1A2 inhibition - 0.7337 73.37%
CYP2C8 inhibition + 0.7224 72.24%
CYP inhibitory promiscuity + 0.6377 63.77%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9028 90.28%
Carcinogenicity (trinary) Non-required 0.5479 54.79%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.8370 83.70%
Skin corrosion - 0.9627 96.27%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear - 0.5852 58.52%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.6890 68.90%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity + 0.5182 51.82%
Acute Oral Toxicity (c) III 0.7118 71.18%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding + 0.6507 65.07%
Glucocorticoid receptor binding + 0.7548 75.48%
Aromatase binding + 0.6417 64.17%
PPAR gamma + 0.7826 78.26%
Honey bee toxicity - 0.6314 63.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9904 99.04%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.70% 86.33%
CHEMBL4208 P20618 Proteasome component C5 94.40% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.78% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 92.26% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.77% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.35% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.01% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.36% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.34% 95.50%
CHEMBL2581 P07339 Cathepsin D 85.22% 98.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.19% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.45% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.82% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 81.92% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 80.05% 91.19%

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.
Persicaria hydropiper

Cross-Links

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PubChem 163188596
LOTUS LTS0031417
wikiData Q105382776