2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline

Details

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Internal ID 55ef125e-ac46-4d66-b93b-1747be4c4fb8
Taxonomy Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
IUPAC Name 2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline
SMILES (Canonical) COC1CC23C(=CCN2CCC4=C3C=C(C=C4)OC)C=C1
SMILES (Isomeric) COC1CC23C(=CCN2CCC4=C3C=C(C=C4)OC)C=C1
InChI InChI=1S/C18H21NO2/c1-20-15-5-3-13-7-9-19-10-8-14-4-6-16(21-2)12-18(14,19)17(13)11-15/h3-6,8,11,16H,7,9-10,12H2,1-2H3
InChI Key IHGAFCLLUGHOCJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H21NO2
Molecular Weight 283.40 g/mol
Exact Mass 283.157228913 g/mol
Topological Polar Surface Area (TPSA) 21.70 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 + 0.9246 92.46%
Blood Brain Barrier + 0.9237 92.37%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7352 73.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9256 92.56%
OATP1B3 inhibitior + 0.9546 95.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.8445 84.45%
P-glycoprotein inhibitior - 0.6487 64.87%
P-glycoprotein substrate - 0.5405 54.05%
CYP3A4 substrate + 0.6214 62.14%
CYP2C9 substrate + 0.5716 57.16%
CYP2D6 substrate + 0.6550 65.50%
CYP3A4 inhibition - 0.7125 71.25%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.7980 79.80%
CYP2D6 inhibition + 0.7717 77.17%
CYP1A2 inhibition - 0.7830 78.30%
CYP2C8 inhibition - 0.8005 80.05%
CYP inhibitory promiscuity - 0.6459 64.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6011 60.11%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9415 94.15%
Skin irritation - 0.7610 76.10%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7771 77.71%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5790 57.90%
skin sensitisation - 0.8041 80.41%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7881 78.81%
Acute Oral Toxicity (c) II 0.4856 48.56%
Estrogen receptor binding + 0.7785 77.85%
Androgen receptor binding + 0.6634 66.34%
Thyroid receptor binding + 0.5994 59.94%
Glucocorticoid receptor binding - 0.5435 54.35%
Aromatase binding - 0.5126 51.26%
PPAR gamma - 0.6890 68.90%
Honey bee toxicity - 0.8773 87.73%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.7144 71.44%

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 98.63% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.44% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.72% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.47% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.86% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.65% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.40% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.74% 91.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.62% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.91% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.34% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.90% 93.40%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.82% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.41% 86.33%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 84.40% 81.29%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.07% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.87% 91.07%
CHEMBL3820 P35557 Hexokinase type IV 82.94% 91.96%
CHEMBL4581 P52732 Kinesin-like protein 1 81.56% 93.18%
CHEMBL2056 P21728 Dopamine D1 receptor 81.54% 91.00%

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.
Cocculus laurifolius

Cross-Links

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PubChem 162864646
LOTUS LTS0003666
wikiData Q105113011