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[2-[3-Acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 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 b23ededd-cd07-4cd2-a473-c09eeb5215be
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [2-[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H46O20/c1-23(45)59-40-39(54)37(52)32(20-44)60-42(40)63-43(22-58-35(50)15-8-24-4-11-27(46)12-5-24)41(61-36(51)17-10-26-7-14-29(48)31(19-26)56-3)38(53)33(62-43)21-57-34(49)16-9-25-6-13-28(47)30(18-25)55-2/h4-19,32-33,37-42,44,46-48,52-54H,20-22H2,1-3H3
InChI Key JFUNTNHRWXZULB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H46O20
Molecular Weight 882.80 g/mol
Exact Mass 882.25824385 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 20
H-Bond Donor 7
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[3-Acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxolan-2-yl]methyl 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 - 0.7827 78.27%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior + 0.5573 55.73%
OATP1B1 inhibitior + 0.8167 81.67%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9083 90.83%
P-glycoprotein inhibitior + 0.7607 76.07%
P-glycoprotein substrate - 0.5509 55.09%
CYP3A4 substrate + 0.6838 68.38%
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 + 0.8195 81.95%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8107 81.07%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8235 82.35%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8304 83.04%
Androgen receptor binding + 0.7193 71.93%
Thyroid receptor binding + 0.6156 61.56%
Glucocorticoid receptor binding + 0.6874 68.74%
Aromatase binding + 0.5680 56.80%
PPAR gamma + 0.7559 75.59%
Honey bee toxicity - 0.6712 67.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5555 55.55%
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 99.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.62% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.22% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.46% 96.00%
CHEMBL3194 P02766 Transthyretin 94.70% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.19% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.28% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.00% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.29% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.09% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.87% 99.17%
CHEMBL4208 P20618 Proteasome component C5 87.58% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.38% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.54% 91.19%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 85.75% 97.03%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.46% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.31% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.16% 89.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.87% 89.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.73% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.19% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 82.59% 92.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.65% 93.10%
CHEMBL2581 P07339 Cathepsin D 81.25% 98.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.23% 82.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.23% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.22% 99.15%

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.
Smilax bracteata

Cross-Links

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PubChem 74336997
LOTUS LTS0212425
wikiData Q105127034