D-Tyrosine
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Identification
- Generic Name
- D-Tyrosine
- DrugBank Accession Number
- DB03839
- Background
A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 181.1885
Monoisotopic: 181.073893223 - Chemical Formula
- C9H11NO3
- Synonyms
- (R)-2-Amino-3-(p-hydroxyphenyl)propionic acid
- (R)-3-(p-Hydroxyphenyl)alanine
- D-Tyr
- D-Tyrosin
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Tyrosine and derivatives
- Alternative Parents
- Phenylalanine and derivatives / Phenylpropanoic acids / D-alpha-amino acids / Amphetamines and derivatives / Aralkylamines / 1-hydroxy-2-unsubstituted benzenoids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds show 4 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 3-phenylpropanoic-acid / Alpha-amino acid / Amine / Amino acid / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group show 16 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- D-alpha-amino acid, tyrosine (CHEBI:28479) / Other amino acids (C06420)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- WQ5G9JQ7GC
- CAS number
- 556-02-5
- InChI Key
- OUYCCCASQSFEME-MRVPVSSYSA-N
- 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-/m1/s1
- IUPAC Name
- (2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
- SMILES
- N[C@H](CC1=CC=C(O)C=C1)C(O)=O
References
- General References
- Soutourina O, Soutourina J, Blanquet S, Plateau P: Formation of D-tyrosyl-tRNATyr accounts for the toxicity of D-tyrosine toward Escherichia coli. J Biol Chem. 2004 Oct 8;279(41):42560-5. Epub 2004 Aug 2. [Article]
- External Links
- KEGG Compound
- C06420
- PubChem Compound
- 71098
- PubChem Substance
- 46504669
- ChemSpider
- 64252
- ChEBI
- 58570
- ChEMBL
- CHEMBL1076637
- ZINC
- ZINC000000002234
- PDBe Ligand
- DTY
- PDB Entries
- 1c4b / 1d7t / 1of6 / 1uno / 1xa0 / 1zea / 2h9e / 2igz / 2ih0 / 2la0 … show 119 more
Clinical Trials
- Clinical Trials
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Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source water solubility 453 mg/L (at 25 °C) CRC HANDBOOK - Predicted Properties
Property Value Source Water Solubility 7.67 mg/mL ALOGPS logP -2.4 ALOGPS logP -1.5 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 2 Chemaxon pKa (Strongest Basic) 9.19 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 83.55 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 47.1 m3·mol-1 Chemaxon Polarizability 18.06 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9821 Blood Brain Barrier - 0.876 Caco-2 permeable - 0.618 P-glycoprotein substrate Non-substrate 0.6478 P-glycoprotein inhibitor I Non-inhibitor 0.9925 P-glycoprotein inhibitor II Non-inhibitor 0.9937 Renal organic cation transporter Non-inhibitor 0.9126 CYP450 2C9 substrate Non-substrate 0.8458 CYP450 2D6 substrate Non-substrate 0.7971 CYP450 3A4 substrate Non-substrate 0.7817 CYP450 1A2 substrate Non-inhibitor 0.9649 CYP450 2C9 inhibitor Non-inhibitor 0.9862 CYP450 2D6 inhibitor Non-inhibitor 0.976 CYP450 2C19 inhibitor Non-inhibitor 0.9324 CYP450 3A4 inhibitor Non-inhibitor 0.9128 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9807 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.9118 Biodegradation Ready biodegradable 0.763 Rat acute toxicity 2.2474 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.969 hERG inhibition (predictor II) Non-inhibitor 0.9692
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-052r-4900000000-9be1412408207db5df4e Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0900000000-877d22adbedb032dca94 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-1900000000-07b229a98220303e4783 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0900000000-577e2392ad8529a54c16 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-9700000000-aca7da1058880365e8d7 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-016u-9500000000-a015957f0fe7c01f049a Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0603-9700000000-924d82a48c7bc201bf92 13C NMR Spectrum 1D NMR Not Applicable Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 147.1604199 predictedDarkChem Lite v0.1.0 [M-H]- 134.80571 predictedDeepCCS 1.0 (2019) [M+H]+ 148.0667199 predictedDarkChem Lite v0.1.0 [M+H]+ 137.65758 predictedDeepCCS 1.0 (2019) [M+Na]+ 147.8275199 predictedDarkChem Lite v0.1.0 [M+Na]+ 146.82306 predictedDeepCCS 1.0 (2019)
Transporters
1. DetailsMonocarboxylate transporter 10
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Sodium- and proton-independent thyroid hormones and aromatic acids transporter (PubMed:11827462, PubMed:18337592, PubMed:28754537). Mediates both uptake and efflux of 3,5,3'-triiodothyronine (T3) and 3,5,3',5'-tetraiodothyronine (T4) with high affinity, suggesting a role in the homeostasis of thyroid hormone levels (PubMed:18337592). Responsible for low affinity bidirectional transport of the aromatic amino acids, such as phenylalanine, tyrosine, tryptophan and L-3,4-dihydroxyphenylalanine (L-dopa) (PubMed:11827462, PubMed:28754537). Plays an important role in homeostasis of aromatic amino acids (By similarity)
- Specific Function
- amino acid transmembrane transporter activity
- Gene Name
- SLC16A10
- Uniprot ID
- Q8TF71
- Uniprot Name
- Monocarboxylate transporter 10
- Molecular Weight
- 55492.07 Da
References
- Kim DK, Kanai Y, Chairoungdua A, Matsuo H, Cha SH, Endou H: Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters. J Biol Chem. 2001 May 18;276(20):17221-8. Epub 2001 Feb 20. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52