Tyramine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	1629815e-706f-4618-a24a-d50d5ba927d4
Taxonomy	Benzenoids > Benzene and substituted derivatives > Phenethylamines
IUPAC Name	4-(2-aminoethyl)phenol
SMILES (Canonical)	C1=CC(=CC=C1CCN)O
SMILES (Isomeric)	C1=CC(=CC=C1CCN)O
InChI	InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
InChI Key	DZGWFCGJZKJUFP-UHFFFAOYSA-N
Popularity	14,000 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₈H₁₁NO
Molecular Weight	137.18 g/mol
Exact Mass	137.084063974 g/mol
Topological Polar Surface Area (TPSA)	46.20 Å²
XlogP	1.10
Atomic LogP (AlogP)	0.89
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

Top

51-67-2

4-(2-Aminoethyl)phenol

4-Hydroxyphenethylamine

2-(4-Hydroxyphenyl)ethylamine

Uteramine

Tyrosamine

Tocosine

Tyramin

Systogene

4-Hydroxyphenylethylamine

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9637	96.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5368	53.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.9893	98.93%
P-glycoprotein substrate	-	0.8844	88.44%
CYP3A4 substrate	-	0.7771	77.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6209	62.09%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.9361	93.61%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6034	60.34%
CYP inhibitory promiscuity	-	0.7840	78.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6110	61.10%
Carcinogenicity (trinary)	Non-required	0.7249	72.49%
Eye corrosion	+	0.9424	94.24%
Eye irritation	+	0.9442	94.42%
Skin irritation	+	0.8021	80.21%
Skin corrosion	+	0.8926	89.26%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8152	81.52%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.4905	49.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8059	80.59%
Acute Oral Toxicity (c)	II	0.6377	63.77%
Estrogen receptor binding	-	0.6992	69.92%
Androgen receptor binding	-	0.5288	52.88%
Thyroid receptor binding	-	0.7864	78.64%
Glucocorticoid receptor binding	-	0.7783	77.83%
Aromatase binding	-	0.8127	81.27%
PPAR gamma	-	0.6713	67.13%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.9480	94.80%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	39810.7 nM	Potency	via CMAUP
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	12589.3 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	26000 nM	EC50	PMID: 18033297
CHEMBL5857	Q96RJ0	Trace amine-associated receptor 1	731 nM 881.84 nM	EC50 IC50	via Super-PRED via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.89%	90.24%
CHEMBL242	Q92731	Estrogen receptor beta	87.77%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.97%	94.45%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.31%	94.01%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.34%	96.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.50%	91.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.60%	91.71%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.63%	82.86%

Plants that contains it

Top

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.

Adenocarpus hispanicus

Aristolochia gigantea

Artocarpus styracifolius

Bossiaea pulchella

Brickellia cylindracea

Calocephalus citreus

Cannabis sativa