3',5'-Diiodo-L-tyrosine
Completing data — refresh the page later to see the latest
Basic information
- CAS
300-39-0- Standard SMILES
N[C@@H](Cc1cc(I)c(O)c(I)c1)C(=O)O- InChIKey
NYPYHUZRZVSYKL-ZETCQYMHSA-N- Molecular formula
- C9H9I2NO3
- Average molar mass
- 432.98 g/mol
- Monoisotopic mass
- 432.86719
Names & identifiers
- Preferred name
- 3',5'-Diiodo-L-tyrosine
- IUPAC
- (2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
- English name
- 3,5-Diiodo-L-tyrosine dihydrate
- Molecular formula
- C9H9I2NO3
- Molecular weight
- 432.98
Names & synonyms
3,5-Diiodo-L-tyrosine300-39-0L-3,5-DiiodotyrosineL-Diiodotyrosine(2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acidL-Tyrosine, 3,5-diiodo-Tyrosine, 3,5-diiodo-, L-DTXSID00486803',5'-Diiodo-L-tyrosineCHEBI:15768DTXCID6028606(2S)-2-azaniumyl-3-(4-hydroxy-3,5-diiodophenyl)propanoate
Show more names
Liothyronine sodium EP Impurity BAGONTANDITYRIN3,5-Diiodo-LIODOGORGOIC ACID
RefChem:1065392206-092-0Diiodotyrosine(S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acidH-Tyr(3,5-I2)-OHMFCD000165423,5-L-Diiodotyrosine3,5-Iodo-L-tyrosine
Database identifiers
- CAS
300-39-0- PubChem CID
- 9305
- DTXSID
DTXSID0048680- ChEMBL
CHEMBL1236469- ChEBI
CHEBI:15768- UNII
- 6L57Q44ZWW
- EC Number
- 206-092-0
- Nikkaji
- J4.841K
Properties
Computed structural propertiesFilling in
- XLogP
- -0.5
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 227
Experimental & physicochemical properties
Solubility
0.617 mg/mL at 25 °C
>64.9 [ug/mL] (The mean of the results at pH 7.4)
Physical DescriptionSolid
Collision Cross Section
159.3 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；165.2 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；171.1 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
Physicochemical properties
- Melting point
- 200 °C · 200 °C (dec.)(lit.)
- alpha
- -20.7 · -20.7 º (c=2.5, 0.1N NaOH/H2O)
- Boiling point
- 546.5 °C · 546.5°C (rough estimate)
- Density
- 2.405 · 2.405±0.06 g/cm3(Predicted)
- refractive index
- 1.2 ° · 1.2 ° (C=5, 1mol/L HCl)
- storage temp.
- 2 · 2-8°C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 14.3% (2 of 14) of reports.
Warning
H315 (85.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (85.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (85.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 14 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 2 of 14 reports by companies.；There are 3 notifications provided by 12 of 14 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationStatus: Active Update: 03-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24532
Other Safety InformationIMAP assessments - L-Tyrosine, 3,5-diiodo-: Environment tier I assessment；IMAP assessments - L-Tyrosine, 3,5-diiodo-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (85.7%)；Eye Irrit. 2 (85.7%)；STOT SE 3 (85.7%)
Regulatory information
Chemistry & industry
Pharmacology
ATC Code
H - Systemic hormonal preparations, excl. sex hormones and insulins；H03 - Thyroid therapy；H03B - Antithyroid preparations；H03BX - Other antithyroid preparations；H03BX01 - Diiodotyrosine
QH - Systemic hormonal preparations, excl. sex hormones and insulin；QH03 - Thyroid therapy；QH03B - Antithyroid preparations；QH03BX - Other antithyroid preparations；QH03BX01 - Diiodotyrosine
Cellular LocationsCytoplasm
Metabolite PathwaysThyroid hormone synthesis；Tyrosine metabolism
Uses & manufacturing
General Manufacturing InformationL-Tyrosine, 3,5-diiodo-: INACTIVE
Applications
DescriptionDiiodotyrosine does not possess pronounced hormonal activity. However, it stops production of thyrotropic hormone by the anterior lobe of the hypophysis, which activates thyroid gland activity.
UsesIt is used for hyperthyroid forms of endemic and sporadic goiters, diffuse, toxic goiters, and other illnesses accompanied by thyrotoxicity.
Uses3,5-Diiodo-L-tyrosine is a reactant used in the synthesis of fluorescent unnatural amino acids bearing stilbene or vinylene backbones. Also used in the discovery of potent heterodimeric antagonists of inhibitor of Apoptosis proteins with prolonged anti-tumor activity.
Uses3,5-Diiodo-L-tyrosine Dihydrate is a thyroid hormone receptor agonist.
Upstream & downstream products
Upstream raw materials
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
3 records
Compound notes
Loading…