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[3-Acetyloxy-4,5-dihydroxy-6-[4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl 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 956c66e6-f771-45db-9139-c4a217ce46b5
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [3-acetyloxy-4,5-dihydroxy-6-[4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OC1C(OC(C(C1O)O)OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)COC(=O)C=CC4=CC(=C(C=C4)O)OC
SMILES (Isomeric) CC(=O)OC1C(OC(C(C1O)O)OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)COC(=O)C=CC4=CC(=C(C=C4)O)OC
InChI InChI=1S/C34H40O18/c1-17(37)48-31-25(15-47-26(40)10-6-18-4-8-20(38)22(12-18)45-2)49-33(30(44)29(31)43)52-34(16-36)32(28(42)24(14-35)51-34)50-27(41)11-7-19-5-9-21(39)23(13-19)46-3/h4-13,24-25,28-33,35-36,38-39,42-44H,14-16H2,1-3H3
InChI Key HPAGXLBCLUUXRW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O18
Molecular Weight 736.70 g/mol
Exact Mass 736.22146442 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.87
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-Acetyloxy-4,5-dihydroxy-6-[4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl 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 - 0.7827 78.27%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8832 88.32%
P-glycoprotein inhibitior + 0.7112 71.12%
P-glycoprotein substrate - 0.6210 62.10%
CYP3A4 substrate + 0.6691 66.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.7802 78.02%
CYP2C9 inhibition - 0.8269 82.69%
CYP2C19 inhibition - 0.8158 81.58%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.7239 72.39%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7298 72.98%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8324 83.24%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8530 85.30%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8493 84.93%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding + 0.5738 57.38%
Glucocorticoid receptor binding + 0.6675 66.75%
Aromatase binding + 0.5827 58.27%
PPAR gamma + 0.7295 72.95%
Honey bee toxicity - 0.7111 71.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9374 93.74%

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 99.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.08% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.28% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.01% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 92.81% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.66% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.63% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.41% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.46% 99.17%
CHEMBL3194 P02766 Transthyretin 88.43% 90.71%
CHEMBL4208 P20618 Proteasome component C5 85.60% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.19% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.03% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.92% 86.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.53% 95.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.41% 95.83%
CHEMBL5028 O14672 ADAM10 80.08% 97.50%

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 163021005
LOTUS LTS0086935
wikiData Q105175809