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methyl 4-[[6,7-dihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-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

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Internal ID cffbac89-e35e-4c2a-ad67-5dc3a4116b0a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 4-[[6,7-dihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)O
InChI InChI=1S/C35H41NO14/c1-4-19-21(22(33(45)47-3)16-48-34(19)50-35-32(44)31(43)30(42)28(15-37)49-35)13-23-20-14-26(40)25(39)12-18(20)9-10-36(23)29(41)8-6-17-5-7-24(38)27(11-17)46-2/h4-8,11-12,14,16,19,21,23,28,30-32,34-35,37-40,42-44H,1,9-10,13,15H2,2-3H3
InChI Key LISNXLPORWEKGF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H41NO14
Molecular Weight 699.70 g/mol
Exact Mass 699.25270498 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6191 61.91%
Caco-2 - 0.8835 88.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Nucleus 0.5259 52.59%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8137 81.37%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8859 88.59%
P-glycoprotein inhibitior + 0.6942 69.42%
P-glycoprotein substrate + 0.6923 69.23%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8549 85.49%
CYP3A4 inhibition - 0.7732 77.32%
CYP2C9 inhibition - 0.7331 73.31%
CYP2C19 inhibition - 0.7634 76.34%
CYP2D6 inhibition - 0.8882 88.82%
CYP1A2 inhibition - 0.7450 74.50%
CYP2C8 inhibition + 0.7743 77.43%
CYP inhibitory promiscuity - 0.8994 89.94%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5854 58.54%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.7701 77.01%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6568 65.68%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8670 86.70%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8320 83.20%
Acute Oral Toxicity (c) III 0.6446 64.46%
Estrogen receptor binding + 0.8653 86.53%
Androgen receptor binding + 0.7100 71.00%
Thyroid receptor binding + 0.5744 57.44%
Glucocorticoid receptor binding + 0.7371 73.71%
Aromatase binding - 0.5104 51.04%
PPAR gamma + 0.7109 71.09%
Honey bee toxicity - 0.6999 69.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9180 91.80%

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 99.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.09% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.73% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.96% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.91% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.36% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.21% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 90.83% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.31% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.93% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.62% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.44% 90.00%
CHEMBL267 P12931 Tyrosine-protein kinase SRC 87.86% 95.69%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.91% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.48% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.89% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.83% 89.50%
CHEMBL5028 O14672 ADAM10 83.38% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.13% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.52% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.92% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.48% 82.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.45% 90.24%

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.
Carapichea ipecacuanha

Cross-Links

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PubChem 162991632
LOTUS LTS0267607
wikiData Q105152350