Tyrosine

Details

• Internal ID: 3984c5d6-4a86-4a7e-90bb-5a1a16b3292b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Tyrosine and derivatives
• IUPAC Name: (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1CC(C(=O)O)N)O
• SMILES (Isomeric): C1=CC(=CC=C1C[C@@H](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)/t8-/m0/s1
• InChI Key: OUYCCCASQSFEME-QMMMGPOBSA-N
• Popularity: 165,495 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

• tyrosine
• 60-18-4
• (S)-Tyrosine
• p-Tyrosine
• L-p-Tyrosine
• H-Tyr-OH
• (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
• 4-Hydroxy-L-phenylalanine
• Tyrosine, L-
• Tyrosinum [Latin]
• Tyrosine (VAN)
• Tirosina [Spanish]
• L-(-)-Tyrosine
• (-)-alpha-Amino-p-hydroxyhydrocinnamic acid
• L-Phenylalanine, 4-hydroxy-
• beta-(p-Hydroxyphenyl)alanine
• Tyrosine [USAN:INN]
• FEMA No. 3736
• (S)-alpha-Amino-4-hydroxybenzenepropanoic acid
• tirosina
• Tyrosinum
• L-2-Amino-3-p-hydroxyphenylpropanoic acid
• 3-(4-Hydroxyphenyl)-L-alanine
• (S)-3-(p-Hydroxyphenyl)alanine
• (S)-(-)-Tyrosine
• HSDB 2003
• alpha-Amino-beta-(4-hydroxyphenyl)propionic acid
• L-Tyrosin
• AI3-09055
• tyr
• Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-, (S)-
• NSC 82624
• alpha-Amino-p-hydroxyhydrocinnamic acid, (-)-
• L-Tyr
• (S)-2-Amino-3-(4-hydroxyphenyl)propanoic acid
• (S)-2-Amino-3-(p-hydroxyphenyl)propionic acid
• L-Tyrosine, monomer
• alpha-Amino-4-hydroxybenzenepropanoic acid, (S)-
• 2-Amino-3-(4-hydroxyphenyl)propanoic acid, (S)-
• L-Tyrosine (9CI)
• Benzenepropanoic acid, alpha-amino-4-hydroxy-, (S)-
• Tyrosine (USP/INN)
• 4ts1
• EINECS 200-460-4
• MFCD00002606
• DTXSID1023730
• UNII-42HK56048U
• CHEBI:17895
• (S)-2-Amino-3-(4-hydroxyphenyl)propionic acid
• 3-(p-Hydroxyphenyl)alanine
• NSC-82624
• L-Tyrosine (JAN)
• 42HK56048U
• NCGC00159350-02
• L-TYROSINE [JAN]
• Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs
• (-)-.alpha.-Amino-p-hydroxyhydrocinnamic acid
• 2-Amino-3-(p-hydroxyphenyl)propionic acid
• DTXCID603730
• 25619-78-7
• DD69927C-C6A8-4BC6-8E9A-0AB423B176E7
• Rxosine
• Tyrosine Power
• CAS-60-18-4
• Free-Form L-Tyrosine
• -tyrosine
• plovamer-acetate
• Benzenepropanoate
• 2csm
• (L)-Tyrosine
• (-) tyrosine
• H-Tyr
• L-Tyrosine,(S)
• Tyrosine (L-Tyrosine)
• L-Tyrosine (JP17)
• TYROSINE [HSDB]
• TYROSINE [INCI]
• TYROSINE [USAN]
• Tyrosine, L-(8CI)
• TYROSINE [INN]
• TYROSINE [II]
• TYROSINE [MI]
• L-TYR-OH
• TYROSINE [VANDF]
• Tyrosine, L- (8CI)
• .alpha.-Amino-.beta.-(4-hydroxyphenyl)propionic acid
• L-TYROSINE [FCC]
• TYR NH3+ COOH
• TYROSINE [MART.]
• bmse000051
• CHEMBL925
• D01CRB
• L-TYROSINE [FHFI]
• TYROSINE [WHO-DD]
• SCHEMBL1581
• L-[U-14C]Tyr
• L-Phenylalanine-4-hydroxy-
• L-Tyrosine non-animal source
• L-TYROSINE [USP-RS]
• Levodopa impurity, l-tyrosine-
• TYROSINE [ORANGE BOOK]
• CCRIS 6768
• GTPL4791
• L-Tyrosine, >=97%, FG
• TYROSINE [EP MONOGRAPH]
• TYROSINE [USP MONOGRAPH]
• BDBM18129
• N-acetyl-o-(dihydroxymethylsilyl)-
• HY-N0473
• L-Tyrosine, Vetec(TM), 98.5%
• Tox21_111594
• (-)-a-Amino-p-hydroxyhydrocinnamate
• AC2634
• s4608
• AKOS010400205
• IS_4-HYDROXYPHENYL-D4-ALANINE
• Tox21_111594_1
• (C14-H19-N3-O5)x-
• (S)-a-Amino-4-hydroxybenzenepropanoate
• AM82304
• CS-8013
• CS-O-02423
• DB00135
• LS-2336
• (-)-alpha-Amino-p-hydroxyhydrocinnamate
• (-)-a-Amino-p-hydroxyhydrocinnamic acid
• (S)-3-(4-HYDROXYPHENYL)ALANINE
• (S)-a-amino-4-hydroxy-Benzenepropanoate
• NCGC00159350-03
• NCGC00344525-01
• AC-11295
• AS-11772
• BP-13285
• LEVODOPA IMPURITY B [EP IMPURITY]
• (S)-alpha-Amino-4-hydroxybenzenepropanoate
• DIETHYL1,3,5-BENZENETRICARBOXYLATE
• L-Tyrosine, BioUltra, >=99.0% (NT)
• (S)-2-Amino-3-(p-hydroxyphenyl)propionate
• (S)-a-Amino-4-hydroxybenzenepropanoic acid
• L-Tyrosine, Free Base - CAS 60-18-4
• (S)-a-amino-4-hydroxy-Benzenepropanoic acid
• (S)-alpha-amino-4-hydroxy-Benzenepropanoate
• L-Tyrosine, reagent grade, >=98% (HPLC)
• L-Tyrosine, SAJ special grade, >=99.0%
• T0550
• EN300-52629
• C00082
• D00022
• D70837
• L-Tyrosine, Vetec(TM) reagent grade, >=98%
• M02963
• (2S)-2-amino-3-(4-hydroxyphenyl)propanoicacid
• (S)-alpha-amino-4-hydroxy-Benzenepropanoic acid
• L-Tyrosine, Cell Culture Reagent (H-L-Tyr-OH)
• (S)-.alpha.-Amino-4-hydroxybenzenepropanoic acid
• 2-Amino-3-(4-hydroxyphenyl)propanoic acid-(S)-
• A832631
• N-ACETYLTYROSINE IMPURITY A [EP IMPURITY]
• Q188017
• J-521656
• Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-(S)-
• LEVODOPA IMPURITY, L-TYROSINE- [USP IMPURITY]
• Q27115106
• Benzenepropanoic acid, .alpha.-amino-4-hydroxy-, (S)-
• F8889-8713
• L-Tyrosine, certified reference material, TraceCERT(R)
• Tyrosine, European Pharmacopoeia (EP) Reference Standard
• Z756440046
• L-Tyrosine, United States Pharmacopeia (USP) Reference Standard
• 2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoate
• 2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoic acid
• Benzeneethanaminium,a-carboxy-4-hydroxy-N,N,N-trimethyl-,inner salt,(as)-
• 1189756-47-5
• L-Tyrosine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, >=99.0%

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 sativum
• Allium tuberosum
• Alpinia purpurata
• Ananas comosus
• Antirrhinum majus
• Arabidopsis thaliana
• Brassica napus
• Calendula officinalis
• Cannabis sativa
• Castanea sativa
• Catha edulis
• Colchicum trigynum
• Coptis japonica
• Cucurbita foetidissima
• Daucus carota
• Ginkgo biloba
• Glycine max
• Indigofera hirsuta
• Inga laurina
• Iochroma fuchsioides
• Juncus roemerianus
• Juniperus occidentalis
• Lotus corniculatus subsp. corniculatus
• Loxocalyx urticifolius
• Lupinus albus
• Macleaya cordata
• Manihot esculenta
• Nicotiana tabacum
• Opuntia ficus-indica
• Panax ginseng
• Passiflora incarnata
• Phyllostachys edulis
• Pinus densiflora
• Pinus ponderosa
• Prunus domestica
• Psophocarpus tetragonolobus
• Ripariosida hermaphrodita
• Rosa nisami
• Ruellia tuberosa
• Spermacoce pusilla
• Stellaria media
• Suaeda aegyptiaca
• Telekia speciosa
• Thymus transcaucasicus
• Treculia africana
• Triticum aestivum
• Vigna radiata
• Vigna unguiculata subsp. unguiculata

Cross-Links

• PubChem: 6057
• NPASS: NPC106551
• ChEMBL: CHEMBL925
• LOTUS: LTS0029981
• wikiData: Q188017