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(2S,3R,11bS)-3-ethyl-2-[(6-hydroxy-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-11-ol

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 0e6a1d25-662a-4018-a8db-3878429753df
Taxonomy Alkaloids and derivatives > Emetine alkaloids
IUPAC Name (2S,3R,11bS)-3-ethyl-2-[(6-hydroxy-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-11-ol
SMILES (Canonical) CCC1CN2CCC3=CC(=C(C(=C3C2CC1CC4=NCCC5=CC(=C(C=C54)OC)O)O)OC)OC
SMILES (Isomeric) CC[C@H]1CN2CCC3=CC(=C(C(=C3[C@@H]2C[C@H]1CC4=NCCC5=CC(=C(C=C54)OC)O)O)OC)OC
InChI InChI=1S/C28H36N2O5/c1-5-16-15-30-9-7-18-13-25(34-3)28(35-4)27(32)26(18)22(30)11-19(16)10-21-20-14-24(33-2)23(31)12-17(20)6-8-29-21/h12-14,16,19,22,31-32H,5-11,15H2,1-4H3/t16-,19+,22-/m0/s1
InChI Key DXPFGVRAUALPBT-NBCNXNJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36N2O5
Molecular Weight 480.60 g/mol
Exact Mass 480.26242225 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6487 64.87%
Caco-2 - 0.5267 52.67%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7514 75.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9247 92.47%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9219 92.19%
P-glycoprotein inhibitior + 0.5744 57.44%
P-glycoprotein substrate + 0.7626 76.26%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 0.8101 81.01%
CYP2D6 substrate + 0.4880 48.80%
CYP3A4 inhibition - 0.8369 83.69%
CYP2C9 inhibition - 0.9371 93.71%
CYP2C19 inhibition - 0.8787 87.87%
CYP2D6 inhibition - 0.6853 68.53%
CYP1A2 inhibition - 0.8629 86.29%
CYP2C8 inhibition + 0.5904 59.04%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6549 65.49%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9584 95.84%
Skin irritation - 0.7819 78.19%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8246 82.46%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8727 87.27%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9098 90.98%
Acute Oral Toxicity (c) III 0.6734 67.34%
Estrogen receptor binding + 0.8294 82.94%
Androgen receptor binding + 0.7050 70.50%
Thyroid receptor binding + 0.6640 66.40%
Glucocorticoid receptor binding + 0.7070 70.70%
Aromatase binding + 0.6503 65.03%
PPAR gamma + 0.5288 52.88%
Honey bee toxicity - 0.7702 77.02%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5551 55.51%
Fish aquatic toxicity + 0.7855 78.55%

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 99.26% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.08% 92.94%
CHEMBL261 P00915 Carbonic anhydrase I 95.41% 96.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.66% 91.11%
CHEMBL5747 Q92793 CREB-binding protein 92.63% 95.12%
CHEMBL217 P14416 Dopamine D2 receptor 92.10% 95.62%
CHEMBL2581 P07339 Cathepsin D 92.07% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.91% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.18% 94.00%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 90.14% 96.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.02% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.26% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.15% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.75% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.51% 97.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.29% 91.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.70% 91.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.56% 93.99%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.61% 96.38%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.31% 92.68%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.16% 93.40%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 81.80% 95.34%
CHEMBL3438 Q05513 Protein kinase C zeta 81.39% 88.48%

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 162988916
LOTUS LTS0136429
wikiData Q104991122