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Trigonostemonine C

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 3abe4959-7c4a-464a-8593-1cb54d555f1f
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 7-methoxy-1-quinolin-4-yl-9H-pyrido[3,4-b]indole
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H15N3O/c1-25-13-6-7-15-17-9-11-23-20(21(17)24-19(15)12-13)16-8-10-22-18-5-3-2-4-14(16)18/h2-12,24H,1H3
InChI Key XXGIAGKWTXSGQY-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H15N3O
Molecular Weight 325.40 g/mol
Exact Mass 325.121512110 g/mol
Topological Polar Surface Area (TPSA) 50.80 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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7-methoxy-1-quinolin-4-yl-9H-pyrido(3,4-b)indole
7-methoxy-1-quinolin-4-yl-9H-pyrido[3,4-b]indole
RefChem:191656
SCHEMBL2761449
CHEMBL1957104

2D Structure

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2D Structure of Trigonostemonine C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5173 51.73%
Blood Brain Barrier + 0.8129 81.29%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8886 88.86%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.9238 92.38%
OATP1B3 inhibitior + 0.9632 96.32%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9425 94.25%
P-glycoprotein inhibitior + 0.6001 60.01%
P-glycoprotein substrate - 0.5295 52.95%
CYP3A4 substrate + 0.6236 62.36%
CYP2C9 substrate - 0.8134 81.34%
CYP2D6 substrate + 0.3643 36.43%
CYP3A4 inhibition + 0.7877 78.77%
CYP2C9 inhibition - 0.8166 81.66%
CYP2C19 inhibition + 0.5438 54.38%
CYP2D6 inhibition + 0.8816 88.16%
CYP1A2 inhibition + 0.9690 96.90%
CYP2C8 inhibition + 0.8510 85.10%
CYP inhibitory promiscuity + 0.8133 81.33%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9723 97.23%
Carcinogenicity (trinary) Non-required 0.4710 47.10%
Eye corrosion - 0.9900 99.00%
Eye irritation + 0.6879 68.79%
Skin irritation - 0.8329 83.29%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7024 70.24%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6023 60.23%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8460 84.60%
Acute Oral Toxicity (c) III 0.6125 61.25%
Estrogen receptor binding + 0.9364 93.64%
Androgen receptor binding + 0.9555 95.55%
Thyroid receptor binding + 0.8791 87.91%
Glucocorticoid receptor binding + 0.8941 89.41%
Aromatase binding + 0.8973 89.73%
PPAR gamma + 0.7985 79.85%
Honey bee toxicity - 0.8679 86.79%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.7700 77.00%
Fish aquatic toxicity - 0.7292 72.92%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.18% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 96.46% 92.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 95.52% 96.47%
CHEMBL240 Q12809 HERG 95.31% 89.76%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 93.79% 93.24%
CHEMBL1907 P15144 Aminopeptidase N 93.77% 93.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.70% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.43% 93.99%
CHEMBL255 P29275 Adenosine A2b receptor 91.23% 98.59%
CHEMBL1781 P11387 DNA topoisomerase I 89.13% 97.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.40% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.28% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.22% 98.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 88.12% 85.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.53% 91.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.38% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.22% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.17% 89.44%
CHEMBL2535 P11166 Glucose transporter 86.36% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.13% 80.96%
CHEMBL4208 P20618 Proteasome component C5 86.09% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.47% 85.14%
CHEMBL5747 Q92793 CREB-binding protein 84.51% 95.12%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.58% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.13% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.64% 94.62%
CHEMBL5903 Q04771 Activin receptor type-1 81.49% 89.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.85% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.52% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.51% 100.00%
CHEMBL2424504 P29375 Lysine-specific demethylase 5A 80.38% 99.23%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.28% 96.39%

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.
Trigonostemon bonianus

Cross-Links

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PubChem 49800816
NPASS NPC167860
ChEMBL CHEMBL1957104
LOTUS LTS0056649
wikiData Q105344012