PlantaeDB Logo
Login Sign-up

[6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)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 acf7659c-31ad-4c9a-b92f-d443717edd32
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
InChI InChI=1S/C39H44O18/c1-19-32(47)33(48)34(49)39(54-19)57-37-35(50)38(52-14-13-22-4-9-24(41)27(44)16-22)55-29(18-53-30(45)11-6-21-5-10-25(42)28(17-21)51-2)36(37)56-31(46)12-7-20-3-8-23(40)26(43)15-20/h3-12,15-17,19,29,32-44,47-50H,13-14,18H2,1-2H3
InChI Key FDRZMRMXURZSAM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H44O18
Molecular Weight 800.80 g/mol
Exact Mass 800.25276455 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.96
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8364 83.64%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7530 75.30%
OATP2B1 inhibitior - 0.7226 72.26%
OATP1B1 inhibitior + 0.8692 86.92%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9249 92.49%
P-glycoprotein inhibitior + 0.6650 66.50%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6833 68.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8601 86.01%
CYP3A4 inhibition - 0.8297 82.97%
CYP2C9 inhibition - 0.6400 64.00%
CYP2C19 inhibition - 0.7612 76.12%
CYP2D6 inhibition - 0.8870 88.70%
CYP1A2 inhibition - 0.8471 84.71%
CYP2C8 inhibition + 0.8210 82.10%
CYP inhibitory promiscuity - 0.7542 75.42%
UGT catelyzed + 0.8362 83.62%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6851 68.51%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.8615 86.15%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6521 65.21%
Micronuclear - 0.6167 61.67%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8534 85.34%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.9763 97.63%
Acute Oral Toxicity (c) III 0.7870 78.70%
Estrogen receptor binding + 0.7983 79.83%
Androgen receptor binding - 0.5822 58.22%
Thyroid receptor binding + 0.5534 55.34%
Glucocorticoid receptor binding + 0.6209 62.09%
Aromatase binding - 0.5190 51.90%
PPAR gamma + 0.7288 72.88%
Honey bee toxicity - 0.6721 67.21%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.8599 85.99%

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 99.65% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.48% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 97.48% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.35% 96.00%
CHEMBL3194 P02766 Transthyretin 95.03% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.73% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.93% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.34% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 89.77% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 87.41% 80.78%
CHEMBL4208 P20618 Proteasome component C5 85.95% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.11% 86.92%
CHEMBL2581 P07339 Cathepsin D 84.57% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.54% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.28% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.20% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.67% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.14% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.73% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.40% 90.71%

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.
Globularia alypum

Cross-Links

Top
PubChem 162995494
LOTUS LTS0097510
wikiData Q104993747