Details of the Drug

General Information of Drug (ID: DMVJD1A)

Drug Name
Triiodo-l-thyronine
Synonyms
Reverse Tri-Iodothyronine; Triiodothyronine, reverse; (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid; (S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl)propanoic acid; 3,3',5'-Triiodo-L-thyronine; 3,3',5'-Triiodothyronine; 5817-39-0; 3,3',5'-Triiodo-l-thyronine; REVERSE TRIIODOTHYRONINE; Reverse T3; 8NZ4Y08T96; CHEBI:11684; DSSTox_CID_26908; DSSTox_GSID_46908; DSSTox_RID_82006; L-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3-iodo-; Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3-iodo-; UNII-8NZ4Y08T96
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 650.97
Logarithm of the Partition Coefficient (xlogp) 1.7
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C15H12I3NO4
IUPAC Name
(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid
Canonical SMILES
C1=CC(=C(C=C1CC(C(=O)O)N)I)OC2=CC(=C(C(=C2)I)O)I
InChI
HZCBWYNLGPIQRK-LBPRGKRZSA-N
InChIKey
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
Cross-matching ID
PubChem CID
644280
ChEBI ID
CHEBI:11684
CAS Number
5817-39-0
INTEDE ID
DR1947

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Sulfotransferase 1A1 (SULT1A1)
Main DME 		DEYWLRK ST1A1_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Thyroid hormone receptor beta (THRB) OTBBIRHZ THB_HUMAN Gene/Protein Processing [2]
Type I iodothyronine deiodinase (DIO1) OTFYLYJ0 IOD1_HUMAN Regulation of Drug Effects [3]
Type II iodothyronine deiodinase (DIO2) OTGPNSLH IOD2_HUMAN Gene/Protein Processing [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Characterization of human liver thermostable phenol sulfotransferase (SULT1A1) allozymes with 3,3',5-triiodothyronine as the substrate. J Endocrinol. 2001 Dec;171(3):525-32.
2 Chemical genomics profiling of environmental chemical modulation of human nuclear receptors. Environ Health Perspect. 2011 Aug;119(8):1142-8. doi: 10.1289/ehp.1002952. Epub 2011 May 4.
3 Halogenated phenolic contaminants inhibit the in vitro activity of the thyroid-regulating deiodinases in human liver. Toxicol Sci. 2011 Dec;124(2):339-47. doi: 10.1093/toxsci/kfr117. Epub 2011 May 11.
4 Disruption of type 2 iodothyronine deiodinase activity in cultured human glial cells by polybrominated diphenyl ethers. Chem Res Toxicol. 2015 Jun 15;28(6):1265-74. doi: 10.1021/acs.chemrestox.5b00072. Epub 2015 Jun 2.