PlantaeDB Logo
Login Sign-up

methyl 3-ethenyl-4-[[7-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

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 a786a81c-b5f3-4f74-8019-01c7332a3951
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 3-ethenyl-4-[[7-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC1=C(C=C2C(N(CCC2=C1)C(=O)C=CC3=CC(=C(C=C3)O)OC)CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O
SMILES (Isomeric) COC1=C(C=C2C(N(CCC2=C1)C(=O)C=CC3=CC(=C(C=C3)O)OC)CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O
InChI InChI=1S/C36H43NO14/c1-5-20-22(23(34(45)48-4)17-49-35(20)51-36-33(44)32(43)31(42)29(16-38)50-36)14-24-21-15-26(40)28(47-3)13-19(21)10-11-37(24)30(41)9-7-18-6-8-25(39)27(12-18)46-2/h5-9,12-13,15,17,20,22,24,29,31-33,35-36,38-40,42-44H,1,10-11,14,16H2,2-4H3
InChI Key AVWLFUPXDFPXOR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H43NO14
Molecular Weight 713.70 g/mol
Exact Mass 713.26835505 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 3-ethenyl-4-[[7-hydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6623 66.23%
Caco-2 - 0.8774 87.74%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Nucleus 0.5551 55.51%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.8190 81.90%
OATP1B3 inhibitior + 0.9245 92.45%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9251 92.51%
P-glycoprotein inhibitior + 0.7238 72.38%
P-glycoprotein substrate + 0.7067 70.67%
CYP3A4 substrate + 0.7172 71.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8553 85.53%
CYP3A4 inhibition - 0.6770 67.70%
CYP2C9 inhibition - 0.7462 74.62%
CYP2C19 inhibition - 0.8237 82.37%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.7784 77.84%
CYP2C8 inhibition + 0.7775 77.75%
CYP inhibitory promiscuity - 0.9173 91.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5623 56.23%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9257 92.57%
Skin irritation - 0.7693 76.93%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6452 64.52%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6414 64.14%
skin sensitisation - 0.8709 87.09%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8193 81.93%
Acute Oral Toxicity (c) III 0.6498 64.98%
Estrogen receptor binding + 0.8637 86.37%
Androgen receptor binding + 0.7133 71.33%
Thyroid receptor binding + 0.5932 59.32%
Glucocorticoid receptor binding + 0.7500 75.00%
Aromatase binding - 0.5107 51.07%
PPAR gamma + 0.7073 70.73%
Honey bee toxicity - 0.7148 71.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9165 91.65%

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 99.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.02% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.03% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.96% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.75% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.21% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.93% 96.00%
CHEMBL2581 P07339 Cathepsin D 90.66% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.59% 94.45%
CHEMBL267 P12931 Tyrosine-protein kinase SRC 90.21% 95.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.94% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.87% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.62% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.83% 90.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.69% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.75% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.89% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.83% 89.50%
CHEMBL1951 P21397 Monoamine oxidase A 84.37% 91.49%
CHEMBL5028 O14672 ADAM10 84.28% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.13% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.48% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.00% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.92% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.45% 90.24%

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.
Carapichea ipecacuanha

Cross-Links

Top
PubChem 163049305
LOTUS LTS0102828
wikiData Q104919880