U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H9I2NO3
Molecular Weight 432.9816
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIIODOTYROSINE

SMILES

N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(O)=O

InChI

InChIKey=NYPYHUZRZVSYKL-ZETCQYMHSA-N
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

HIDE SMILES / InChI
Diiodotyrosine (DIT) is a regulatory ligand for thyroid peroxidase, enzyme, which is involved in the production of thyroxine (T4) and triiodothyronine (T3), the thyroid hormones. Diiodotyrosine was proposed to be a new marker of leukocyte phagocytic activity in sepsis and severe infections.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P07202|||Q8TCI9
Gene ID: 7173.0
Gene Symbol: TPO
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Enzymatic deiodination of diiodotyrosine; possible mediation by reduced flavin nucleotide.
1969 Apr
Inhibition of deiodination of diiodotyrosine in vivo; relation to catecholamine biosynthesis.
1969 Mar 15
Free diiodotyrosine effects on protein iodination and thyroid hormone synthesis catalyzed by thyroid peroxidase.
1975 Feb 21
Diiodotyrosine (DIT): a new marker of leukocyte phagocytic activity in sepsis and severe infections.
1989
Elevated serum diiodotyrosine (DIT) in severe infections and sepsis: DIT, a possible new marker of leukocyte activity.
1991 Apr
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Inhibition of thyroglobulin iodination catalyzed by thyroid peroxidase was observed when free diiodotyrosine concentration was higher than 5 muM. This inhibition was competitive, suggesting that free diiodotyrosine interacts with the substrate site(s) of thyroid peroxidase. Free diiodotyrosine also competively inhibited iodide peroxidation to I2. 2. Free diiodotyrosine, when incubated with thyroid peroxidase in the absence of iodide was recovered unmodified; in the presence of iodide an exchange reaction was observed between the iodine atoms present in the diiodotyrosine molecule and iodide present in the medium. Using 14C-labelled diiodotyrosine, 14C-labelled non-iodinated products were also observed, showing that deiodination occurred as a minor degradation pathway.
Name Type Language
DIIODOTYROSINE
MART.  
Systematic Name English
NSC-4143
Code English
DIIODOTYROSINE [EP IMPURITY]
Common Name English
LIOTHYRONINE SODIUM IMPURITY B [EP IMPURITY]
Common Name English
3,5-DIIODOTYROSINE, L-
Common Name English
3,5-DIIODOTYROSINE L-FORM [MI]
Common Name English
(2S)-2-AMINO-3-(4-HYDROXY-3,5-DIIODOPHENYL)PROPANOIC ACID
Systematic Name English
L-DIIODOTYROSINE
Common Name English
L-TYROSINE, 3,5-DIIODO-
Systematic Name English
3,5-DIIODOTYROSINE L-FORM
MI  
Common Name English
TYROSINE, 3,5-DIIODO-, L-
Systematic Name English
DIIODOTYROSINE, L-
Common Name English
DIIODOTYROSINE [MART.]
Common Name English
3,5-DIIODO-L-TYROSINE
Systematic Name English
Classification Tree Code System Code
WHO-VATC QH03BX01
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
WHO-ATC H03BX01
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
DSLD 3527 (Number of products:4)
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
Code System Code Type Description
CAS
300-39-0
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
PUBCHEM
9305
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
CHEBI
57506
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
NSC
4143
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-092-0
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
FDA UNII
6L57Q44ZWW
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
SMS_ID
100000079224
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
DRUG CENTRAL
3146
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
WIKIPEDIA
DIIODOTYROSINE
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
CHEBI
15768
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
MERCK INDEX
m4480
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY Merck Index
EVMPD
SUB13599MIG
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048680
Created by admin on Fri Dec 15 16:27:54 GMT 2023 , Edited by admin on Fri Dec 15 16:27:54 GMT 2023
PRIMARY