N-Methoxy-1-vinyl-beta-carboline

Details

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Internal ID 70e5c220-6a78-45b0-859f-7cc906a016ed
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-ethenyl-9-methoxypyrido[3,4-b]indole
SMILES (Canonical) CON1C2=CC=CC=C2C3=C1C(=NC=C3)C=C
SMILES (Isomeric) CON1C2=CC=CC=C2C3=C1C(=NC=C3)C=C
InChI InChI=1S/C14H12N2O/c1-3-12-14-11(8-9-15-12)10-6-4-5-7-13(10)16(14)17-2/h3-9H,1H2,2H3
InChI Key CXIOSEMXFPKHOB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H12N2O
Molecular Weight 224.26 g/mol
Exact Mass 224.094963011 g/mol
Topological Polar Surface Area (TPSA) 27.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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UNII-BV0ZG2K9EU
69355-01-7
BV0ZG2K9EU
9H-Pyrido(3,4-b)indole, 1-ethenyl-9-methoxy-
9H-pyrido[3,4-b]indole, 1-ethenyl-9-methoxy-
1-Vinyl-9-methoxy-beta-carboline
9-methoxy-1-vinyl-9H-beta-carboline
1-ethenyl-9-methoxypyrido[3,4-b]indole
N-Methoxy-1-vinyl-b-carboline
DTXSID20348658
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of N-Methoxy-1-vinyl-beta-carboline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.5694 56.94%
Blood Brain Barrier + 0.9317 93.17%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6441 64.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9479 94.79%
OATP1B3 inhibitior + 0.9475 94.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6518 65.18%
P-glycoprotein inhibitior - 0.8770 87.70%
P-glycoprotein substrate - 0.7746 77.46%
CYP3A4 substrate + 0.5170 51.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7945 79.45%
CYP3A4 inhibition + 0.5356 53.56%
CYP2C9 inhibition - 0.8356 83.56%
CYP2C19 inhibition - 0.6487 64.87%
CYP2D6 inhibition - 0.8007 80.07%
CYP1A2 inhibition + 0.8248 82.48%
CYP2C8 inhibition + 0.5763 57.63%
CYP inhibitory promiscuity + 0.6593 65.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.3764 37.64%
Eye corrosion - 0.9726 97.26%
Eye irritation + 0.8224 82.24%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5280 52.80%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.7625 76.25%
skin sensitisation - 0.8141 81.41%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5609 56.09%
Nephrotoxicity - 0.8040 80.40%
Acute Oral Toxicity (c) III 0.5487 54.87%
Estrogen receptor binding + 0.8553 85.53%
Androgen receptor binding - 0.5211 52.11%
Thyroid receptor binding + 0.7449 74.49%
Glucocorticoid receptor binding + 0.5868 58.68%
Aromatase binding + 0.7521 75.21%
PPAR gamma - 0.5138 51.38%
Honey bee toxicity - 0.8438 84.38%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8686 86.86%

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 94.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.11% 85.14%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 92.21% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.28% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.84% 86.33%
CHEMBL240 Q12809 HERG 87.32% 89.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.67% 89.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 85.91% 88.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.67% 91.49%
CHEMBL3524 P56524 Histone deacetylase 4 85.12% 92.97%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.65% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.23% 94.62%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.09% 93.65%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.58% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.46% 85.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.01% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 80.20% 94.73%

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.
Picrasma excelsa

Cross-Links

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PubChem 639591
LOTUS LTS0203066
wikiData Q27274898