N-methyltyraminium

Details

• Internal ID: 824d0a6c-89de-4742-b86e-e974fc77b30a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl-methylazanium
• SMILES (Canonical): C[NH2+]CCC1=CC=C(C=C1)O
• SMILES (Isomeric): C[NH2+]CCC1=CC=C(C=C1)O
• InChI: InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3/p+1
• InChI Key: AXVZFRBSCNEKPQ-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄NO+
• Molecular Weight: 152.21 g/mol
• Exact Mass: 152.107539070 g/mol
• Topological Polar Surface Area (TPSA): 36.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• N-methyltyraminium(1+)
• N-methyltyraminium cation
• CHEBI:58155
• 2-(4-hydroxyphenyl)ethyl-methylazanium
• 2-(4-hydroxyphenyl)ethyl-methylammonium
• 2-(4-hydroxyphenyl)ethyl-methyl-azanium
• 2-(4-hydroxyphenyl)-N-methylethanaminium
• A823530
• Q27125410

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	+	0.9249	92.49%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.7173	71.73%
OATP2B1 inhibitior	-	0.8697	86.97%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.8093	80.93%
CYP3A4 substrate	-	0.6926	69.26%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	+	0.4664	46.64%
CYP3A4 inhibition	-	0.9106	91.06%
CYP2C9 inhibition	-	0.9477	94.77%
CYP2C19 inhibition	-	0.9098	90.98%
CYP2D6 inhibition	-	0.8330	83.30%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	+	0.5119	51.19%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.7649	76.49%
Eye corrosion	-	0.5799	57.99%
Eye irritation	+	0.8324	83.24%
Skin irritation	+	0.6745	67.45%
Skin corrosion	+	0.7894	78.94%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7866	78.66%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6449	64.49%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5700	57.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6224	62.24%
Acute Oral Toxicity (c)	III	0.4737	47.37%
Estrogen receptor binding	-	0.7926	79.26%
Androgen receptor binding	+	0.6482	64.82%
Thyroid receptor binding	-	0.7617	76.17%
Glucocorticoid receptor binding	-	0.8583	85.83%
Aromatase binding	-	0.7701	77.01%
PPAR gamma	-	0.8834	88.34%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.9018	90.18%

Targets

Proven Targets:

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	94.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.09%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	84.82%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%

Plants that contains it

• Citrus × aurantium
• Citrus trifoliata
• Pleurolobus gangeticus
• Sida cordifolia

Cross-Links

• PubChem: 25202330
• NPASS: NPC248680