PlantaeDB Logo
Login Sign-up

[3-Hydroxy-4-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-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

Top
Internal ID d3a89b53-194c-48bb-905c-f39edd67eb50
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [3-hydroxy-4-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(O2)(COC(=O)C=CC3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(O2)(COC(=O)C=CC3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O
InChI InChI=1S/C42H46O20/c1-54-28-16-22(4-10-25(28)44)7-13-33(47)57-20-32-37(51)40(60-35(49)15-9-24-6-12-27(46)30(18-24)56-3)42(61-32,62-41-39(53)38(52)36(50)31(19-43)59-41)21-58-34(48)14-8-23-5-11-26(45)29(17-23)55-2/h4-18,31-32,36-41,43-46,50-53H,19-21H2,1-3H3
InChI Key FFNAFGRRWKNBNB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H46O20
Molecular Weight 870.80 g/mol
Exact Mass 870.25824385 g/mol
Topological Polar Surface Area (TPSA) 296.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.54
H-Bond Acceptor 20
H-Bond Donor 8
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [3-Hydroxy-4-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7827 78.27%
Caco-2 - 0.8765 87.65%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.5817 58.17%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9035 90.35%
P-glycoprotein inhibitior + 0.7479 74.79%
P-glycoprotein substrate - 0.7064 70.64%
CYP3A4 substrate + 0.6467 64.67%
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 + 0.7800 78.00%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.7362 73.62%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9088 90.88%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8115 81.15%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9112 91.12%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8087 80.87%
Androgen receptor binding + 0.6943 69.43%
Thyroid receptor binding + 0.5966 59.66%
Glucocorticoid receptor binding + 0.6727 67.27%
Aromatase binding + 0.5380 53.80%
PPAR gamma + 0.7296 72.96%
Honey bee toxicity - 0.7239 72.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9374 93.74%

Targets

Top

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 98.01% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.31% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.09% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.98% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.83% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 91.66% 94.73%
CHEMBL3194 P02766 Transthyretin 90.06% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.13% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.05% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.62% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.96% 97.36%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.75% 95.50%
CHEMBL4208 P20618 Proteasome component C5 84.90% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.31% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.78% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.07% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.11% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 80.05% 91.49%

Plants that contains it

Top
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

Top
PubChem 74337035
LOTUS LTS0017442
wikiData Q104994579