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(2R,3S,4R,5R)-2-[[(1R)-1-[[(2R,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-8-hydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]methyl]oxane-2,3,4,5-tetrol

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 e271ae95-cab2-4e52-8b9c-11cb72994761
Taxonomy Organoheterocyclic compounds > Quinolizidines
IUPAC Name (2R,3S,4R,5R)-2-[[(1R)-1-[[(2R,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-8-hydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]methyl]oxane-2,3,4,5-tetrol
SMILES (Canonical) CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=C(CCN4CC6(C(C(C(CO6)O)O)O)O)C=CC(=C5O)OC)OC)OC
SMILES (Isomeric) CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@@H]4C5=C(CCN4C[C@@]6([C@H]([C@@H]([C@@H](CO6)O)O)O)O)C=CC(=C5O)OC)OC)OC
InChI InChI=1S/C34H48N2O9/c1-5-19-16-35-10-9-21-14-28(43-3)29(44-4)15-23(21)24(35)12-22(19)13-25-30-20(6-7-27(42-2)32(30)39)8-11-36(25)18-34(41)33(40)31(38)26(37)17-45-34/h6-7,14-15,19,22,24-26,31,33,37-41H,5,8-13,16-18H2,1-4H3/t19-,22+,24-,25+,26+,31+,33-,34+/m0/s1
InChI Key NATGFJZOCKZGKQ-VUEHLOLASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H48N2O9
Molecular Weight 628.80 g/mol
Exact Mass 628.33598111 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5R)-2-[[(1R)-1-[[(2R,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-8-hydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]methyl]oxane-2,3,4,5-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8214 82.14%
Caco-2 - 0.8045 80.45%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Lysosomes 0.4746 47.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9220 92.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9584 95.84%
P-glycoprotein inhibitior + 0.6949 69.49%
P-glycoprotein substrate + 0.8758 87.58%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 0.8035 80.35%
CYP2D6 substrate - 0.6563 65.63%
CYP3A4 inhibition - 0.9619 96.19%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.8735 87.35%
CYP2D6 inhibition - 0.8608 86.08%
CYP1A2 inhibition - 0.9268 92.68%
CYP2C8 inhibition + 0.6503 65.03%
CYP inhibitory promiscuity - 0.9639 96.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6303 63.03%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9402 94.02%
Skin irritation - 0.8008 80.08%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8807 88.07%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8342 83.42%
Acute Oral Toxicity (c) III 0.5848 58.48%
Estrogen receptor binding + 0.8630 86.30%
Androgen receptor binding + 0.7804 78.04%
Thyroid receptor binding + 0.5777 57.77%
Glucocorticoid receptor binding + 0.7506 75.06%
Aromatase binding + 0.6280 62.80%
PPAR gamma + 0.6549 65.49%
Honey bee toxicity - 0.7566 75.66%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.6650 66.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.89% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.59% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.26% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.93% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.83% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.79% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.63% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.89% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.27% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.78% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.42% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.31% 91.03%
CHEMBL5747 Q92793 CREB-binding protein 85.95% 95.12%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.19% 90.71%
CHEMBL217 P14416 Dopamine D2 receptor 84.89% 95.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.74% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.35% 97.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 84.28% 91.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.15% 100.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.26% 90.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.16% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.74% 95.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.02% 97.33%
CHEMBL2535 P11166 Glucose transporter 80.29% 98.75%

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 101014463
LOTUS LTS0163104
wikiData Q105176527