2-Methoxy-1-(9H-pyrido(3,4-b)indol-1-yl)ethanol

Details

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Internal ID 6e7ff490-62f7-4f06-92bd-f865cfede6a2
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 2-methoxy-1-(9H-pyrido[3,4-b]indol-1-yl)ethanol
SMILES (Canonical) COCC(C1=NC=CC2=C1NC3=CC=CC=C23)O
SMILES (Isomeric) COCC(C1=NC=CC2=C1NC3=CC=CC=C23)O
InChI InChI=1S/C14H14N2O2/c1-18-8-12(17)14-13-10(6-7-15-14)9-4-2-3-5-11(9)16-13/h2-7,12,16-17H,8H2,1H3
InChI Key QZQZNYPPPNBAEP-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 1.40
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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2-Methoxy-1-(9H-pyrido(3,4-b)indol-1-yl)ethanol
DTXSID60924531
2-Methoxy-1-(9H-pyrido[3,4-b]indol-1-yl)ethan-1-ol

2D Structure

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2D Structure of 2-Methoxy-1-(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 + 0.9692 96.92%
Caco-2 - 0.5921 59.21%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5802 58.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9213 92.13%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6241 62.41%
P-glycoprotein inhibitior - 0.8979 89.79%
P-glycoprotein substrate - 0.6988 69.88%
CYP3A4 substrate + 0.5687 56.87%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.6900 69.00%
CYP3A4 inhibition - 0.6076 60.76%
CYP2C9 inhibition - 0.6999 69.99%
CYP2C19 inhibition - 0.6024 60.24%
CYP2D6 inhibition - 0.7027 70.27%
CYP1A2 inhibition + 0.5276 52.76%
CYP2C8 inhibition + 0.6560 65.60%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.6159 61.59%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.7601 76.01%
Skin irritation - 0.7915 79.15%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5664 56.64%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8614 86.14%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7690 76.90%
Acute Oral Toxicity (c) III 0.6694 66.94%
Estrogen receptor binding + 0.8337 83.37%
Androgen receptor binding + 0.7088 70.88%
Thyroid receptor binding + 0.6763 67.63%
Glucocorticoid receptor binding + 0.6955 69.55%
Aromatase binding + 0.6271 62.71%
PPAR gamma + 0.6151 61.51%
Honey bee toxicity - 0.9210 92.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.9589 95.89%

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 98.68% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.34% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL2885 P07451 Carbonic anhydrase III 92.76% 87.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.34% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.84% 94.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 90.43% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 89.97% 91.49%
CHEMBL255 P29275 Adenosine A2b receptor 88.30% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.91% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.71% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.58% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.19% 91.71%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.88% 88.56%
CHEMBL4208 P20618 Proteasome component C5 81.74% 90.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 81.68% 96.47%
CHEMBL1907 P15144 Aminopeptidase N 81.57% 93.31%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.36% 85.49%

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.
Arenaria kansuensis

Cross-Links

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PubChem 5491732
LOTUS LTS0276122
wikiData Q82898720