2-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)ethanol

Details

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Internal ID 8822f526-33c4-45c5-aa68-723642e7ab6d
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 2-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)ethanol
SMILES (Canonical) COC1=CN=C(C2=C1C3=CC=CC=C3N2)CCO
SMILES (Isomeric) COC1=CN=C(C2=C1C3=CC=CC=C3N2)CCO
InChI InChI=1S/C14H14N2O2/c1-18-12-8-15-11(6-7-17)14-13(12)9-4-2-3-5-10(9)16-14/h2-5,8,16-17H,6-7H2,1H3
InChI Key XAKXPUZLFGDHAO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H14N2O2
Molecular Weight 242.27 g/mol
Exact Mass 242.105527694 g/mol
Topological Polar Surface Area (TPSA) 58.10 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.26
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)ethanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.7271 72.71%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8339 83.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8689 86.89%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.5249 52.49%
P-glycoprotein inhibitior - 0.9303 93.03%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.5855 58.55%
CYP2C9 substrate - 0.6433 64.33%
CYP2D6 substrate + 0.4107 41.07%
CYP3A4 inhibition - 0.6048 60.48%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition + 0.5496 54.96%
CYP2D6 inhibition + 0.6167 61.67%
CYP1A2 inhibition + 0.6471 64.71%
CYP2C8 inhibition + 0.8656 86.56%
CYP inhibitory promiscuity + 0.5608 56.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6499 64.99%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8764 87.64%
Skin irritation - 0.7961 79.61%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3889 38.89%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5449 54.49%
skin sensitisation - 0.8839 88.39%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6063 60.63%
Acute Oral Toxicity (c) III 0.6941 69.41%
Estrogen receptor binding + 0.7901 79.01%
Androgen receptor binding + 0.7210 72.10%
Thyroid receptor binding + 0.5569 55.69%
Glucocorticoid receptor binding + 0.6545 65.45%
Aromatase binding - 0.5052 50.52%
PPAR gamma + 0.5595 55.95%
Honey bee toxicity - 0.8780 87.80%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6849 68.49%
Fish aquatic toxicity - 0.9823 98.23%

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 97.72% 96.09%
CHEMBL2885 P07451 Carbonic anhydrase III 93.29% 87.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.58% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.10% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.06% 93.99%
CHEMBL2535 P11166 Glucose transporter 90.25% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 90.09% 94.75%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.95% 89.44%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.26% 94.62%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 87.96% 85.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.42% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.42% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.88% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.59% 94.45%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.06% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 85.44% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.49% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.80% 96.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.16% 88.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.68% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.78% 86.92%
CHEMBL1781 P11387 DNA topoisomerase I 81.70% 97.00%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.45% 95.48%
CHEMBL2581 P07339 Cathepsin D 81.09% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.50% 94.08%

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.
Ailanthus altissima
Picrasma quassioides

Cross-Links

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PubChem 21680076
LOTUS LTS0036517
wikiData Q105323981