Reverse triiodothyronine
Athanor · official
C15H12I3NO4 · 650.97 g/mol
IUPAC name: (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid
Also called rT3, reverse T3, 3,3,5-triiodothyronine
WarningHarmful if swallowed · Harmful in contact with skin · Harmful if inhaledNames and identifiers
- IUPAC name
- (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid
- Synonyms
- rT3, reverse T3, 3,3,5-triiodothyronine
+ 37 more
3,3',5'-Triiodo-L-thyronine, Reverse T3, Triiodothyronine, reverse, DTXSID3046908, L-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3-iodo-, 3',5',3-Triiodothyronine, 8NZ4Y08T96, DTXCID1026908, 3,3,5 Triiodothyronine, 3,3,5-Triiodothyronine, 4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenylalanine, RefChem:879496, 621-265-4, 3,3',5'-Triiodothyronine, (S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl)propanoic acid, Levothyroxine EP Impurity K, Isoliothyronine, Reverse L-triiodothyronine, MFCD00036864, (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid, L-3,3',5'-triiodothyronine, 3,3',5'-L-Triiodothyronine, O-(4-hydroxy-3,5-diiodophenyl)-3-iodo-L-tyrosine, 3,3 inverted exclamation marka,5 inverted exclamation marka-Triiodo-L-thyronine, 3,3',5'-T3, 4-(4-hydroxy-3,5-diiodophenoxy)-3-iodo-L-phenylalanine, CAS-5817-39-0, REVERSETRIIODOTHYRONINE, 3,3,5-Triiodo-L-thyronine, UNII-8NZ4Y08T96, NCGC00181338-01, Levothyroxine Impurity K, Reverse Tri-Iodothyronine, 3,5',3'-triiodothyronine, SCHEMBL93385, orb1299690, orb3141092
- Molecular formula
- C15H12I3NO4
- Empirical formula
- C15H12I3NO4
- Molecular weight
- 650.97 g/mol
- Exact mass
- 650.79010
- CAS number
- 5817-39-0
- PubChem CID
- 644280
- Canonical SMILES
- C1=CC(=C(C=C1CC(C(=O)O)N)I)OC2=CC(=C(C(=C2)I)O)I
- Isomeric SMILES
- C1=CC(=C(C=C1C[C@@H](C(=O)O)N)I)OC2=CC(=C(C(=C2)I)O)I
- InChI
- InChI=1S/C15H12I3NO4/c16-9-3-7(4-12(19)15(21)22)1-2-13(9)23-8-5-10(17)14(20)11(18)6-8/h1-3,5-6,12,20H,4,19H2,(H,21,22)/t12-/m0/s1
- InChIKey
- HZCBWYNLGPIQRK-LBPRGKRZSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 23
- Rings
- 2
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.13
- H-bond donors
- 3
- H-bond acceptors
- 4 computed here · PubChem 5
- Rotatable bonds
- 5
- TPSA (Ų)
- 92.8
- Formal charge
- 0
- XLogP3
- 1.7 PubChem
- Complexity
- 402 PubChem
- Stereocenters
- 1 definedCIP: C2: S
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C27.68%
- H1.86%
- I58.48%
- N2.15%
- O9.83%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 3.95 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -6.42 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.12 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 650.98
- log P ≤ 5 (Crippen): 3.95
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 4
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Warning
Most widely reported: 39 company reports to ECHA. Source [1].
- Harmful or irritant
- H302Harmful if swallowed
- H312Harmful in contact with skin
- H332Harmful if inhaled
Precautionary statements: P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501
Safety data sheets on the supplier’s page: Chem-Space.com Database, TargetMol, eMolecules.
Always read the supplier’s safety data sheet before working with it.
Spectra
- LC-MSMassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · positive) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · positive)
- Other MSMassBank of North America (MoNA) (qTof · positive) · MassBank of North America (MoNA) (qTof · negative)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.