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Psychotrin

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 7852fe42-8ffc-4fbe-9893-135eca778bc9
Taxonomy Alkaloids and derivatives > Emetine alkaloids
IUPAC Name 1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-7-methoxy-3,4-dihydroisoquinolin-6-ol
SMILES (Canonical) CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4=NCCC5=CC(=C(C=C54)OC)O)OC)OC
SMILES (Isomeric) CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4=NCCC5=CC(=C(C=C54)OC)O)OC)OC
InChI InChI=1S/C28H36N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,24,31H,5-11,16H2,1-4H3
InChI Key NCALAYAMQHIWMN-UHFFFAOYSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36N2O4
Molecular Weight 464.60 g/mol
Exact Mass 464.26750763 g/mol
Topological Polar Surface Area (TPSA) 63.50 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.80
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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MEGxp0_001991
CHEBI:181080
AKOS040734392
NCGC00385294-01
1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-7-methoxy-3,4-dihydroisoquinolin-6-ol
NCGC00385294-01_C28H36N2O4_6-Isoquinolinol, 1-[(3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizin-2-yl)methyl]-3,4-dihydro-7-methoxy-

2D Structure

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2D Structure of Psychotrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8055 80.55%
Caco-2 + 0.5641 56.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6718 67.18%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.9043 90.43%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9861 98.61%
P-glycoprotein inhibitior + 0.7244 72.44%
P-glycoprotein substrate + 0.8304 83.04%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 0.8101 81.01%
CYP2D6 substrate + 0.4880 48.80%
CYP3A4 inhibition - 0.7288 72.88%
CYP2C9 inhibition - 0.9280 92.80%
CYP2C19 inhibition - 0.9125 91.25%
CYP2D6 inhibition - 0.6373 63.73%
CYP1A2 inhibition - 0.8564 85.64%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9042 90.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6968 69.68%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9610 96.10%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9351 93.51%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8776 87.76%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6428 64.28%
Acute Oral Toxicity (c) III 0.6937 69.37%
Estrogen receptor binding + 0.8586 85.86%
Androgen receptor binding + 0.6943 69.43%
Thyroid receptor binding + 0.6929 69.29%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding + 0.6418 64.18%
PPAR gamma + 0.5351 53.51%
Honey bee toxicity - 0.7957 79.57%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.7985 79.85%

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 99.45% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 98.14% 92.94%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.95% 95.89%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.73% 91.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.29% 85.14%
CHEMBL261 P00915 Carbonic anhydrase I 91.97% 96.76%
CHEMBL5747 Q92793 CREB-binding protein 91.40% 95.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.49% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.96% 95.89%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 88.07% 96.25%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.39% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.13% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.51% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.34% 82.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.26% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.98% 93.99%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.34% 95.69%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.76% 91.03%
CHEMBL3438 Q05513 Protein kinase C zeta 83.98% 88.48%
CHEMBL217 P14416 Dopamine D2 receptor 83.38% 95.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.95% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.55% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.22% 89.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.56% 93.03%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.42% 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
Pogonopus speciosus

Cross-Links

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PubChem 3496498
LOTUS LTS0273378
wikiData Q105177097