3,5-Diiodotyrosine
Star0
Identification
- Generic Name
- 3,5-Diiodotyrosine
- DrugBank Accession Number
- DB03374
- Background
A product from the iodination of MONOIODOTYROSINE. In the biosynthesis of thyroid hormones, diiodotyrosine residues are coupled with other monoiodotyrosine or diiodotyrosine residues to form T4 or T3 thyroid hormones (THYROXINE and TRIIODOTHYRONINE). [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 432.9816
Monoisotopic: 432.867179999 - Chemical Formula
- C9H9I2NO3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UcAMP-dependent protein kinase inhibitor alpha Not Available Humans UcAMP-dependent protein kinase catalytic subunit alpha Not Available Humans UAlpha-amylase G-6 Not Available Bacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125) UTrypsin-1 Not Available Humans UNickel-binding periplasmic protein Not Available Escherichia coli (strain K12) UIodotyrosine dehalogenase 1 Not Available Humans - 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
Pathway Category Thyroid Hormone Synthesis Metabolic - 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.
Drug Interaction Integrate drug-drug
interactions in your softwareAbciximab 3,5-Diiodotyrosine may increase the anticoagulant activities of Abciximab. Acalabrutinib The therapeutic efficacy of 3,5-Diiodotyrosine can be decreased when used in combination with Acalabrutinib. Acebutolol The risk or severity of adverse effects can be increased when Acebutolol is combined with 3,5-Diiodotyrosine. Acenocoumarol 3,5-Diiodotyrosine may increase the anticoagulant activities of Acenocoumarol. Acetohexamide The therapeutic efficacy of Acetohexamide can be decreased when used in combination with 3,5-Diiodotyrosine. - Food Interactions
- Not Available
Categories
- Drug Categories
- 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 / Amphetamines and derivatives / L-alpha-amino acids / O-iodophenols / Aralkylamines / Iodobenzenes / Aryl iodides / Amino acids / Monocarboxylic acids and derivatives show 7 more
- Substituents
- 2-halophenol / 2-iodophenol / 3-phenylpropanoic-acid / Alpha-amino acid / Amine / Amino acid / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Aryl halide show 23 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- non-proteinogenic L-alpha-amino acid, L-tyrosine derivative, diiodotyrosine (CHEBI:15768) / Other amino acids (C01060)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6L57Q44ZWW
- CAS number
- 300-39-0
- InChI Key
- NYPYHUZRZVSYKL-ZETCQYMHSA-N
- InChI
- InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
- SMILES
- [H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0003474
- KEGG Compound
- C01060
- PubChem Compound
- 9305
- PubChem Substance
- 46507686
- ChemSpider
- 8946
- ChEBI
- 15768
- ChEMBL
- CHEMBL1236469
- ZINC
- ZINC000003861723
- PDBe Ligand
- TYI
- PDB Entries
- 1ctp / 1l0s / 1qi9 / 2axe / 2c3v / 2d8o / 2d8p / 2d8w / 2d97 / 2d98 … show 13 more
Clinical Trials
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 617 mg/L (at 25 °C) CRC HANDBOOK - Predicted Properties
Property Value Source Water Solubility 0.519 mg/mL ALOGPS logP -0.7 ALOGPS logP 0.37 Chemaxon logS -2.9 ALOGPS pKa (Strongest Acidic) 0.48 Chemaxon pKa (Strongest Basic) 9.45 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 83.55 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 73.82 m3·mol-1 Chemaxon Polarizability 29.1 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9138 Blood Brain Barrier - 0.7811 Caco-2 permeable - 0.5568 P-glycoprotein substrate Non-substrate 0.6471 P-glycoprotein inhibitor I Non-inhibitor 0.9789 P-glycoprotein inhibitor II Non-inhibitor 0.9962 Renal organic cation transporter Non-inhibitor 0.922 CYP450 2C9 substrate Non-substrate 0.8536 CYP450 2D6 substrate Non-substrate 0.8758 CYP450 3A4 substrate Non-substrate 0.7515 CYP450 1A2 substrate Non-inhibitor 0.9044 CYP450 2C9 inhibitor Non-inhibitor 0.9099 CYP450 2D6 inhibitor Non-inhibitor 0.9465 CYP450 2C19 inhibitor Non-inhibitor 0.9455 CYP450 3A4 inhibitor Non-inhibitor 0.9077 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.955 Ames test Non AMES toxic 0.804 Carcinogenicity Non-carcinogens 0.9127 Biodegradation Not ready biodegradable 0.9332 Rat acute toxicity 2.6025 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9657 hERG inhibition (predictor II) Non-inhibitor 0.9459
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 151.2598307 predictedDarkChem Lite v0.1.0 [M-H]- 151.0320307 predictedDarkChem Lite v0.1.0 [M-H]- 167.16743 predictedDeepCCS 1.0 (2019) [M+H]+ 151.2387307 predictedDarkChem Lite v0.1.0 [M+H]+ 151.2990307 predictedDarkChem Lite v0.1.0 [M+H]+ 169.52544 predictedDeepCCS 1.0 (2019) [M+Na]+ 150.2814307 predictedDarkChem Lite v0.1.0 [M+Na]+ 150.0910307 predictedDarkChem Lite v0.1.0 [M+Na]+ 175.61858 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein kinase a catalytic subunit binding
- Specific Function
- Extremely potent competitive inhibitor of cAMP-dependent protein kinase activity, this protein interacts with the catalytic subunit of the enzyme after the cAMP-induced dissociation of its regulato...
- Gene Name
- PKIA
- Uniprot ID
- P61925
- Uniprot Name
- cAMP-dependent protein kinase inhibitor alpha
- Molecular Weight
- 7988.435 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Phosphorylates a large number of substrates in the cytoplasm and the nucleus. Regulates the abundance of compartmentalized pools of its regulatory subunits through phosphorylation of PJA2 which bin...
- Gene Name
- PRKACA
- Uniprot ID
- P17612
- Uniprot Name
- cAMP-dependent protein kinase catalytic subunit alpha
- Molecular Weight
- 40589.38 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
3. DetailsAlpha-amylase G-6
- Kind
- Protein
- Organism
- Bacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125)
- Pharmacological action
- Unknown
- General Function
- Starch binding
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q9KFR4
- Uniprot Name
- Alpha-amylase G-6
- Molecular Weight
- 107161.875 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
4. DetailsTrypsin-1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Has activity against the synthetic substrates Boc-Phe-Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val-Pro-Arg-Mec. The single-chain form is more active than the two-chain form aga...
- Gene Name
- PRSS1
- Uniprot ID
- P07477
- Uniprot Name
- Trypsin-1
- Molecular Weight
- 26557.88 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
5. DetailsNickel-binding periplasmic protein
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Transition metal ion binding
- Specific Function
- Involved in a nickel transport system, probably represents the nickel binder.
- Gene Name
- nikA
- Uniprot ID
- P33590
- Uniprot Name
- Nickel-binding periplasmic protein
- Molecular Weight
- 58718.435 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
6. DetailsIodotyrosine dehalogenase 1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity
- Specific Function
- Catalyzes the oxidative NADPH-dependent deiodination of monoiodotyrosine (L-MIT) or diiodotyrosine (L-DIT). Acts during the hydrolysis of thyroglobulin to liberate iodide, which can then reenter th...
- Gene Name
- IYD
- Uniprot ID
- Q6PHW0
- Uniprot Name
- Iodotyrosine deiodinase 1
- Molecular Weight
- 33359.41 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52