3,5-Diiodothyronine, L-

HCID 92859CAS 1041-01-6

Substructure search Find similar structures

Basic information

Standard SMILES: N[C@@H](Cc1cc(I)c(Oc2ccc(O)cc2)c(I)c1)C(=O)O
InChIKey: ZHSOTLOTTDYIIK-ZDUSSCGKSA-N
Molecular formula: C15H13I2NO4
Average molar mass: 525.08 g/mol
Monoisotopic mass: 524.8934

Names & identifiers

Preferred name: 3,5-Diiodothyronine, L-
IUPAC: (2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
English name: 3,5-Diiodo-L-thyronine
Molecular formula: C15H13I2NO4
Molecular weight: 525.08

Names & synonyms

3,5-Diiodo-L-thyronineDiiodo-L-thyronine3,5-Diiodothyronine, L-L-3,5-DiiodothyronineCAL3MRM51FL-Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo-DTXSID801016529NSC-90469Alanine, 3-(4-(p-hydroxyphenoxy)-3,5-diiodophenyl)-, L-RefChem:1065917DTXCID301474720213-867-7

Show more names

3,5-T23,5-DIIODO-4-(4-HYDROXYPHENOXY)-L-PHENYLALANINEL-T2Nsc90469abs42008180L-Diiodothyronine5-Chloro-3,3’3,5-diiodothyronine

1041-01-6DiiodothyronineNSC 90469O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosineMFCD00064987(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid(S)-2-amino-3-(4-(4-hydroxyphenoxy)-3,5-diiodophenyl)propanoic acidCHEMBL1877304

Database identifiers

CAS: 1041-01-6
PubChem CID: 92859
DTXSID: DTXSID801016529
ChEMBL: CHEMBL1743303、CHEMBL1877304
ChEBI: CHEBI:94696
UNII: CAL3MRM51F
Nikkaji: J156.560E

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 92.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 22
Formal charge: 0
Complexity: 365

Experimental & physicochemical properties

Collision Cross Section · 2 items

198.5 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；188.2 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；189.4 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

189.2 Å² [M+Na]+；188.2 Å² [M-H]-；198.4 Å² [M+H]+

Physicochemical properties

Melting point: 255 · 255-260 °C (dec.)
Boiling point: 559.4 · 559.4±50.0 °C(Predicted)
Density: 2.095 · 2.095±0.06 g/cm3(Predicted)
vapor pressure: 0.011 Pa · 0.011Pa at 45℃
storage temp.: -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility: Acidic Alcohol (Slightly), Aqueous Base (Slightly)
form: Solid
pka: 2.15 · 2.15±0.30(Predicted)
color: White to Light Brown
Water Solubility: 20.147 mg/L · 20.147mg/L at 20℃
BRN: 2707891 · 2707891
Stability: Hygroscopic
Major Application: pharmaceutical
InChI: 1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1
InChIKey: ZHSOTLOTTDYIIK-ZDUSSCGKSA-N
SMILES: Ic1c(c(cc(c1)C[C@H](N)C(=O)O)I)Oc2ccc(cc2)O
LogP: 1.1 at · 1.1 at 25℃
CAS DataBase Reference: 1041 · 1041-01-6(CAS DataBase Reference)
FDA UNII: 3 MRM51F · CAL3MRM51F
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 · P280-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
F: 8 · 8
HS Code: 29225090 · 29225090
Storage Class: 13 · 13 - Non Combustible Solids
Hazard Classifications: 3 · Aquatic Chronic 3
REACH Registrations: Active

Safety & regulation

Safety data

F: 8
wgk: 3
hs_code: 29225090
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications

Uses3,5-Diiodo-L-thyronine is an iodinated thyronine hormone that regulates gene activity affecting processes such as homeostasis, lipid metabolism and insulin resistance.

UsesOf interest for the early detection and treatment of congenital or drug-induced hypothyroidism.