n-(2-Hydroxybenzoyl) tyramine

Details

• Internal ID: 5785a9f0-a4a1-49d0-a193-9b47b7398eca
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylamides
• IUPAC Name: 2-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]benzamide
• SMILES (Canonical): C1=CC=C(C(=C1)C(=O)NCCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C(=O)NCCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C15H15NO3/c17-12-7-5-11(6-8-12)9-10-16-15(19)13-3-1-2-4-14(13)18/h1-8,17-18H,9-10H2,(H,16,19)
• InChI Key: VTLOQFRBRRZEIC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.10519334 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• AKOS005812092

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8166	81.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7007	70.07%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	+	0.6866	68.66%
CYP3A4 substrate	-	0.5738	57.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8386	83.86%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	+	0.5579	55.79%
CYP1A2 inhibition	+	0.5160	51.60%
CYP2C8 inhibition	+	0.6529	65.29%
CYP inhibitory promiscuity	-	0.6540	65.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8310	83.10%
Carcinogenicity (trinary)	Non-required	0.7259	72.59%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.6211	62.11%
Skin irritation	-	0.7274	72.74%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6895	68.95%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8181	81.81%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7411	74.11%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.8907	89.07%
Androgen receptor binding	+	0.8204	82.04%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.8636	86.36%
PPAR gamma	+	0.6594	65.94%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5935	59.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	91.01%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.09%	89.33%
CHEMBL2535	P11166	Glucose transporter	88.41%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.53%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.20%	100.00%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	82.16%	80.00%
CHEMBL1255126	O15151	Protein Mdm4	81.95%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.64%	95.56%

Plants that contains it

• Aniba riparia

Cross-Links

• PubChem: 24285087
• LOTUS: LTS0248471
• wikiData: Q104246425