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[3,4,5-Trihydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxyoxan-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 2da3a840-f35b-41da-8be2-5ee278e5ed27
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [3,4,5-trihydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)CO)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)CO)O
InChI InChI=1S/C33H40O17/c1-43-20-12-18(13-21(44-2)30(20)45-3)7-11-25(38)48-31-27(40)22(14-34)49-33(31,16-35)50-32-29(42)28(41)26(39)23(47-32)15-46-24(37)10-6-17-4-8-19(36)9-5-17/h4-13,22-23,26-29,31-32,34-36,39-42H,14-16H2,1-3H3
InChI Key UJPKRVBOYSBABW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O17
Molecular Weight 708.70 g/mol
Exact Mass 708.22654980 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 17
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 [3,4,5-Trihydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxyoxan-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 - 0.8830 88.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7237 72.37%
OATP1B1 inhibitior + 0.8577 85.77%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7586 75.86%
P-glycoprotein inhibitior + 0.6773 67.73%
P-glycoprotein substrate - 0.6156 61.56%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
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 + 0.8406 84.06%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9207 92.07%
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 + 0.7205 72.05%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8199 81.99%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8608 86.08%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8362 83.62%
Androgen receptor binding + 0.6618 66.18%
Thyroid receptor binding + 0.5455 54.55%
Glucocorticoid receptor binding + 0.6819 68.19%
Aromatase binding + 0.5662 56.62%
PPAR gamma + 0.7108 71.08%
Honey bee toxicity - 0.6791 67.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.35% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.69% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.37% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.28% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.07% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.57% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.24% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.22% 94.45%
CHEMBL3194 P02766 Transthyretin 87.80% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.61% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.73% 95.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.30% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 82.34% 91.19%
CHEMBL2535 P11166 Glucose transporter 80.98% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.96% 89.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.33% 86.92%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.07% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.06% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.01% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 73157755
LOTUS LTS0195964
wikiData Q105274084