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(2S,3R,4S)-3-ethenyl-4-[[(1S)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 3af6171a-deec-476a-8fc5-92a352a106bb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4S)-3-ethenyl-4-[[(1S)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
SMILES (Canonical) COC1=C(C=C2C(NCCC2=C1)CC3C(C(OC=C3C(=O)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)C=C)O
SMILES (Isomeric) COC1=C(C=C2[C@@H](NCCC2=C1)C[C@H]3[C@H]([C@@H](OC=C3C(=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)C=C)O
InChI InChI=1S/C31H43NO16/c1-3-13-15(7-17-14-8-18(34)19(43-2)6-12(14)4-5-32-17)16(28(41)42)10-44-29(13)48-31-27(40)25(38)23(36)21(47-31)11-45-30-26(39)24(37)22(35)20(9-33)46-30/h3,6,8,10,13,15,17,20-27,29-40H,1,4-5,7,9,11H2,2H3,(H,41,42)/t13-,15+,17+,20-,21-,22-,23-,24+,25+,26-,27-,29+,30+,31+/m1/s1
InChI Key FTLMDSQFEONTKX-XWTXEBILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H43NO16
Molecular Weight 685.70 g/mol
Exact Mass 685.25818428 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -4.70
Atomic LogP (AlogP) -2.64
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S)-3-ethenyl-4-[[(1S)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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 - 0.8999 89.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Nucleus 0.5106 51.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7924 79.24%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9220 92.20%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5754 57.54%
P-glycoprotein inhibitior - 0.4506 45.06%
P-glycoprotein substrate + 0.6113 61.13%
CYP3A4 substrate + 0.6884 68.84%
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 + 0.6833 68.33%
CYP inhibitory promiscuity - 0.9156 91.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6704 67.04%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9243 92.43%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5393 53.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7674 76.74%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6341 63.41%
skin sensitisation - 0.7950 79.50%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7340 73.40%
Acute Oral Toxicity (c) III 0.6495 64.95%
Estrogen receptor binding + 0.8149 81.49%
Androgen receptor binding + 0.5939 59.39%
Thyroid receptor binding + 0.5280 52.80%
Glucocorticoid receptor binding + 0.5667 56.67%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.6935 69.35%
Honey bee toxicity - 0.7080 70.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7200 72.00%
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 98.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.60% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.96% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.35% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.79% 99.17%
CHEMBL2581 P07339 Cathepsin D 90.43% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.72% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.38% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.37% 95.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.17% 82.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.32% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.05% 92.94%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.39% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.24% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.70% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.46% 89.50%
CHEMBL5028 O14672 ADAM10 80.82% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.79% 95.89%

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 101718134
LOTUS LTS0182549
wikiData Q105001112