9H-Pyrido[3,4-B]indole-1-methanol

Details

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Internal ID dd913d14-b7e9-4841-8cdb-5f3798937173
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 9H-pyrido[3,4-b]indol-1-ylmethanol
SMILES (Canonical) C1=CC=C2C(=C1)C3=C(N2)C(=NC=C3)CO
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C(N2)C(=NC=C3)CO
InChI InChI=1S/C12H10N2O/c15-7-11-12-9(5-6-13-11)8-3-1-2-4-10(8)14-12/h1-6,14-15H,7H2
InChI Key XKCXIUDPGSNQIQ-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C12H10N2O
Molecular Weight 198.22 g/mol
Exact Mass 198.079312947 g/mol
Topological Polar Surface Area (TPSA) 48.90 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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9H-pyrido[3,4-b]indol-1-ylmethanol
17337-22-3
9H-Pyrido(3,4-b)indole-1-methanol
9H-Pyrido[3,4-B]indole-1-methanol
(9H-pyrido[3,4-b]indol-1-yl)methanol
1-Hydroxymethyl-beta-carboline
CHEMBL3400674
SCHEMBL11490695
DTXSID40938373
9H-Beta-carbolin-1-ylmethanol #
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 9H-Pyrido[3,4-B]indole-1-methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 - 0.6564 65.64%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5694 56.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9277 92.77%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7548 75.48%
P-glycoprotein inhibitior - 0.9755 97.55%
P-glycoprotein substrate - 0.8023 80.23%
CYP3A4 substrate - 0.5629 56.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7195 71.95%
CYP3A4 inhibition - 0.6669 66.69%
CYP2C9 inhibition - 0.7378 73.78%
CYP2C19 inhibition - 0.6148 61.48%
CYP2D6 inhibition + 0.5571 55.71%
CYP1A2 inhibition + 0.6252 62.52%
CYP2C8 inhibition + 0.5402 54.02%
CYP inhibitory promiscuity - 0.5953 59.53%
UGT catelyzed + 0.5159 51.59%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7731 77.31%
Eye corrosion - 0.9879 98.79%
Eye irritation + 0.7240 72.40%
Skin irritation - 0.7224 72.24%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis + 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6014 60.14%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5723 57.23%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7556 75.56%
Acute Oral Toxicity (c) III 0.6620 66.20%
Estrogen receptor binding + 0.8897 88.97%
Androgen receptor binding + 0.7194 71.94%
Thyroid receptor binding + 0.6133 61.33%
Glucocorticoid receptor binding + 0.6460 64.60%
Aromatase binding + 0.8094 80.94%
PPAR gamma + 0.7974 79.74%
Honey bee toxicity - 0.9559 95.59%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.8969 89.69%

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 94.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.31% 91.11%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.15% 88.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.13% 93.99%
CHEMBL1781 P11387 DNA topoisomerase I 87.83% 97.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.23% 94.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.44% 91.71%
CHEMBL255 P29275 Adenosine A2b receptor 85.57% 98.59%
CHEMBL2885 P07451 Carbonic anhydrase III 85.37% 87.45%
CHEMBL1951 P21397 Monoamine oxidase A 85.20% 91.49%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 84.79% 93.24%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.82% 85.49%
CHEMBL2581 P07339 Cathepsin D 83.44% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.69% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.67% 89.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 81.46% 96.47%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%

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.
Clausena excavata
Picrasma quassioides

Cross-Links

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PubChem 5318284
NPASS NPC48938
LOTUS LTS0143677
wikiData Q82914681