2-(9,9a-dihydro-4aH-pyrido[3,4-b]indol-1-yl)ethanol

Details

• Internal ID: ebf4ddd3-25c4-4dbd-93b5-6aa005948f9b
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 2-(9,9a-dihydro-4aH-pyrido[3,4-b]indol-1-yl)ethanol
• SMILES (Canonical): C1=CC=C2C(=C1)C3C=CN=C(C3N2)CCO
• SMILES (Isomeric): C1=CC=C2C(=C1)C3C=CN=C(C3N2)CCO
• InChI: InChI=1S/C13H14N2O/c16-8-6-12-13-10(5-7-14-12)9-3-1-2-4-11(9)15-13/h1-5,7,10,13,15-16H,6,8H2
• InChI Key: UWNSNYRZIMSDHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 214.26 g/mol
• Exact Mass: 214.110613074 g/mol
• Topological Polar Surface Area (TPSA): 44.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.6514	65.14%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6732	67.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8653	86.53%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8831	88.31%
P-glycoprotein inhibitior	-	0.9830	98.30%
P-glycoprotein substrate	-	0.7385	73.85%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	+	0.3520	35.20%
CYP3A4 inhibition	+	0.5687	56.87%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.8114	81.14%
CYP2D6 inhibition	+	0.6095	60.95%
CYP1A2 inhibition	+	0.5988	59.88%
CYP2C8 inhibition	+	0.5191	51.91%
CYP inhibitory promiscuity	-	0.7207	72.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6707	67.07%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5212	52.12%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5614	56.14%
Acute Oral Toxicity (c)	III	0.6639	66.39%
Estrogen receptor binding	-	0.6032	60.32%
Androgen receptor binding	-	0.5872	58.72%
Thyroid receptor binding	-	0.5367	53.67%
Glucocorticoid receptor binding	-	0.7306	73.06%
Aromatase binding	+	0.5474	54.74%
PPAR gamma	+	0.6163	61.63%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.8467	84.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.80%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.17%	89.44%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.34%	97.25%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.46%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 162927167
• LOTUS: LTS0116614
• wikiData: Q105280464