DL-Tyrosine

Details

• Internal ID: 7ae92e5f-7f3a-4df0-862c-b9392c2d0c0b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Tyrosine and derivatives
• IUPAC Name: 2-amino-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1CC(C(=O)O)N)O
• SMILES (Isomeric): C1=CC(=CC=C1CC(C(=O)O)N)O
• InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)
• InChI Key: OUYCCCASQSFEME-UHFFFAOYSA-N
• Popularity: 581 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19 g/mol
• Exact Mass: 181.07389321 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 556-03-6
• H-DL-Tyr-OH
• 2-amino-3-(4-hydroxyphenyl)propanoic acid
• Tyrosine, DL-
• (.+-.)-Tyrosine
• MFCD00063074
• A9BAT9B32M
• DL-TYROSINE-BETA-13C
• L-Tyrosine (phenol-4-13C)
• DL-4-Hydroxyphenylalanine-15N
• L-Tryosine
• CHEBI:18186
• NSC-205006
• 55520-40-6
• L-Tyrosine-2,3,5,6-D4
• tirosina
• L-TYROSINE-BETA-13C
• Benzenepropanoic acid, (S)-
• tyrosin
• L-TYROSINE (3,3-D2)
• L-4-Hydroxyphenyl-3,5-d2-alanine
• (+-)-Tyrosine
• 3-(4-Hydroxyphenyl)-DL-alanine
• L-4-HYDROXYPHENYL-D4-ALANINE-2,3,3-D3
• 25619-78-7
• UNII-A9BAT9B32M
• 2-amino-3-(4-hydroxyphenyl)-propanoic acid
• 3-(p-Hydroxyphenyl)alanine
• dl-p-tyrosine
• MFCD00063073
• DL-Tyrozine
• Tyrosine #
• (2s)-tyrosine
• (DL)-Tyrosine
• 55443-60-2
• EINECS 209-113-1
• DL-Tyrosine 25GR
• NSC 205006
• DL-Tyrosine, 99%
• AI3-18479
• (.+/-.)-Tyrosine
• .alpha.-Amino-.beta.-(4-hydroxyphenyl)propionic acid
• TYROSINE, (L)
• 2-Amino-3-(p-hydroxyphenyl)propionic acid
• SCHEMBL1580
• NCIOpen2_001002
• (+/-)-TYROSINE
• CHEMBL108615
• DTXSID50859040
• NSC9973
• Pharmakon1600-01300046
• BCP28669
• HY-Y0123
• NSC-9973
• NSC82624
• NSC205006
• NSC760112
• AKOS000119676
• AKOS016050613
• AB00245
• AB02505
• AM82305
• CCG-202972
• Intermediates of Sacubitril(AHU-377)
• NSC-760112
• UPCMLD0ENAT5883816:001
• AC-24050
• AS-11716
• SY013607
• SY014304
• 2-amino-3-(4-hydroxyphenyl)propionic acid
• DL-Tyrosine, puriss., >=99.0% (NT)
• 2-amino-3-(4-hydroxyphenyl)-propionic acid
• CS-0008411
• EU-0066703
• FT-0602783
• FT-0625526
• FT-0628034
• FT-0693464
• T0549
• 2-amino-3-(4-hydroxy-phenyl)-propionic acid
• EN300-17972
• C01536
• T-9020
• A830719
• SR-01000597209
• (+/-)-2-Amino-3-(4-hydroxyphenyl)propionic acid
• SR-01000597209-1
• Q27102882
• Q27115119
• Z57127380
• F0345-2313
• 5C49731F-8609-4ECA-909D-8E4C8515147E

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5662	56.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5547	55.47%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.9572	95.72%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9206	92.06%
P-glycoprotein inhibitior	-	0.9927	99.27%
P-glycoprotein substrate	-	0.9494	94.94%
CYP3A4 substrate	-	0.7665	76.65%
CYP2C9 substrate	-	0.6404	64.04%
CYP2D6 substrate	-	0.7186	71.86%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.9862	98.62%
CYP2C19 inhibition	-	0.9324	93.24%
CYP2D6 inhibition	-	0.9760	97.60%
CYP1A2 inhibition	-	0.9649	96.49%
CYP2C8 inhibition	-	0.7891	78.91%
CYP inhibitory promiscuity	-	0.9807	98.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5945	59.45%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9969	99.69%
Eye irritation	-	0.6277	62.77%
Skin irritation	-	0.6979	69.79%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8311	83.11%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	-	0.5975	59.75%
skin sensitisation	+	0.7628	76.28%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	-	0.9338	93.38%
Androgen receptor binding	-	0.5573	55.73%
Thyroid receptor binding	-	0.8761	87.61%
Glucocorticoid receptor binding	-	0.7793	77.93%
Aromatase binding	-	0.9025	90.25%
PPAR gamma	-	0.7324	73.24%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.6184	61.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	91.68%	90.20%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.91%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.47%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.71%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.68%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.64%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.25%	83.82%
CHEMBL2514	O95665	Neurotensin receptor 2	82.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.43%	94.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.12%	91.71%

Plants that contains it

• Allium tuberosum
• Antirrhinum majus
• Arabidopsis thaliana
• Castanea sativa
• Catha edulis
• Colchicum trigynum
• Glycine max
• Hyacinthoides non-scripta
• Inga laurina
• Lemna aequinoctialis
• Lupinus albus
• Pseudostellaria heterophylla
• Rhodiola rosea
• Ripariosida hermaphrodita
• Stellaria media
• Vigna unguiculata subsp. unguiculata

Cross-Links

• PubChem: 1153
• LOTUS: LTS0224182
• wikiData: Q27102882