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3-ethenyl-4-[(6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

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 9146b179-6654-472c-a183-f2d5431d5b70
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 3-ethenyl-4-[(6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
SMILES (Canonical) COC1=C(C=C2CCNC(C2=C1)CC3C(C(OC=C3C(=O)O)OC4C(C(C(C(O4)CO)O)O)O)C=C)O
SMILES (Isomeric) COC1=C(C=C2CCNC(C2=C1)CC3C(C(OC=C3C(=O)O)OC4C(C(C(C(O4)CO)O)O)O)C=C)O
InChI InChI=1S/C25H33NO11/c1-3-12-14(7-16-13-8-18(34-2)17(28)6-11(13)4-5-26-16)15(23(32)33)10-35-24(12)37-25-22(31)21(30)20(29)19(9-27)36-25/h3,6,8,10,12,14,16,19-22,24-31H,1,4-5,7,9H2,2H3,(H,32,33)
InChI Key XLTXRMBIJSESJQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H33NO11
Molecular Weight 523.50 g/mol
Exact Mass 523.20536087 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -0.46
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-ethenyl-4-[(6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7848 78.48%
Caco-2 - 0.8978 89.78%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Nucleus 0.5106 51.06%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.7814 78.14%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9220 92.20%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5526 55.26%
P-glycoprotein inhibitior - 0.5980 59.80%
P-glycoprotein substrate + 0.5082 50.82%
CYP3A4 substrate + 0.6716 67.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8261 82.61%
CYP3A4 inhibition - 0.9125 91.25%
CYP2C9 inhibition - 0.8644 86.44%
CYP2C19 inhibition - 0.8087 80.87%
CYP2D6 inhibition - 0.6484 64.84%
CYP1A2 inhibition - 0.6617 66.17%
CYP2C8 inhibition + 0.6393 63.93%
CYP inhibitory promiscuity - 0.9156 91.56%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6704 67.04%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9493 94.93%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5193 51.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7632 76.32%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6318 63.18%
skin sensitisation - 0.7950 79.50%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7609 76.09%
Acute Oral Toxicity (c) III 0.6495 64.95%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.5754 57.54%
Thyroid receptor binding + 0.5635 56.35%
Glucocorticoid receptor binding + 0.5770 57.70%
Aromatase binding + 0.5912 59.12%
PPAR gamma + 0.6453 64.53%
Honey bee toxicity - 0.7166 71.66%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.3616 36.16%

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 98.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.57% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.05% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.67% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.01% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.00% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.22% 95.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.17% 82.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.00% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.13% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.09% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.81% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.52% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.17% 90.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.30% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.41% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.33% 95.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.24% 90.24%

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 162984079
LOTUS LTS0005357
wikiData Q105330395