ChemSpider 2D Image | liothyronine | C15H12I3NO4


  • Molecular FormulaC15H12I3NO4
  • Average mass650.974 Da
  • Monoisotopic mass650.790039 Da
  • ChemSpider ID5707
  • defined stereocentres - 1 of 1 defined stereocentres

More details:

Featured data source

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

liothyronine [INN] [Wiki]
(2S)-2-Amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
229-999-3 [EINECS]
3,3',5 Triiodothyronine (T3)
6893-02-3 [RN]

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRN 2710227 [DBID]
C02465 [DBID]
CAS-1823692 [DBID]
CHEBI:18258 [DBID]
HSDB 3110 [DBID]
KBio2_001925 [DBID]
KBio2_002568 [DBID]
KBio2_004493 [DBID]
KBio2_005136 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Toxicity:

      Organic Compound; Amine; Ether; Drug; Food Toxin; Hormone Replacement Agent; Metabolite; Animal Toxin; Natural Compound Toxin, Toxin-Target Database T3D4759
    • Safety:

      26-37-60 Alfa Aesar H34068
      36/37/38 Alfa Aesar H34068
      H315-H319-H335 Alfa Aesar H34068
      IRRITANT Matrix Scientific 094322
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar H34068
      Warning Alfa Aesar H34068
    • Chemical Class:

      An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-<stereo>L</stereo>-thyronine in the body is gene rated by mono-deiodination of <stereo>L</stereo>-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of <stereo>L</stereo>-thyroxine. The sodium salt is used in the treatment of hypothyroidism. ChEBI CHEBI:18258, CHEBI:533015
      The amino acid zwitterion formed from 3,3',5-triiodo-<stereo>L</stereo>-thyronine by tranfer of a proton from the carboxy group to the amino group. It is the major species at pH 7.3. ChEBI CHEBI:18258, CHEBI:533015
    • Therapeutical Effect:

      T3 thyroid hormone Sean Ekins
    • Bio Activity:

      3,3',5-Triiodo-L-thyronine(T3) is a thyroid hormone generated by deiodination of the prohormone thyroxine (T4); is a potent agonist of both thyroid hormone receptors TR? and TR? (Kis = 2.3 nM for both). MedChem Express HY-A0070A
      Others MedChem Express HY-A0070A

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 2.4±0.1 g/cm3
Boiling Point: 563.5±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.6 mmHg at 25°C
Enthalpy of Vaporization: 89.1±3.0 kJ/mol
Flash Point: 294.6±30.1 °C
Index of Refraction: 1.763
Molar Refractivity: 112.5±0.3 cm3
#H bond acceptors: 5
#H bond donors: 4
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 2
ACD/LogP: 5.08
ACD/LogD (pH 5.5): 1.62
ACD/BCF (pH 5.5): 2.53
ACD/KOC (pH 5.5): 13.21
ACD/LogD (pH 7.4): 1.54
ACD/BCF (pH 7.4): 2.09
ACD/KOC (pH 7.4): 10.87
Polar Surface Area: 93 Å2
Polarizability: 44.6±0.5 10-24cm3
Surface Tension: 75.9±3.0 dyne/cm
Molar Volume: 272.7±3.0 cm3

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