Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1950)
Drug Name
L-thyroxine
Synonyms
DL-Thyroxin; L-3,5,3',5'-Tetraiodothyronine; L-Thyroxin; L-thyroxine; Laevothyroxinum; Laevothyroxinum (acid); Levothyroxin; Levothyroxinum (acid); T4 (Hormone); Tetraiodothyronine; Tetramet; Thyratabs; Thyrax; Thyreoideum; Thyroxinal; Thyroxine (VAN); Thyroxine (l); Thyroxine I 125; Thyroxine iodine; levothyroxine; thyroxin; thyroxine; (-)-Thyroxine; 3,3',5,5'-Tetraiodo-L-thyronine; 3,5,3',5'-Tetraiodo-L-thyronine; 3,5,3',5'-Tetraiodothyronine; 51-48-9; L-T4; t4
Indication Hypogonadism [ICD11: 5A61] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 776.87 Topological Polar Surface Area 92.8
Heavy Atom Count 24 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5819
ChEBI ID
CHEBI:18332
CAS Number
51-48-9
Formula
C15H11I4NO4
Canonical SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)O)N
InChI
1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1
InChIKey
XUIIKFGFIJCVMT-LBPRGKRZSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Liothyronine DM005499
5920
Unclear 1 [4] , [5]
Unclear DM009999 N. A. Unclear 1 [2]
3, 3'-T2 DM005501
65559
Unclear 2 [5]
Diiodothyronine DM000313
92859
Unclear 2 [5]
Reverse triiodothyronine DM000314
644280
Unclear 2 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005865 L-thyroxine Liothyronine Unclear DIO3 [4], [5]
MR005869 L-thyroxine Unclear Unclear SULT1A1 [2]
MR005866 Liothyronine Reverse triiodothyronine Unclear DIO3 [5]
MR005867 Liothyronine Diiodothyronine Unclear DIO3 [5]
MR005868 Liothyronine 3, 3'-T2 Unclear Unclear [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Sulfotransferase 1A1 (SULT1A1) DME0008 Homo sapiens
ST1A1_HUMAN
2.8.2.1
[2]
Thyroxine 5-deiodinase (DIO3) DME0535 Homo sapiens
IOD3_HUMAN
1.21.99.3
[3]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Thyroxine 5-deiodinase (DIO3) DME0535 Km = 0.0000035 microM
IOD3_HUMAN
[3]
Sulfotransferase 1A1 (SULT1A1) DME0008 Km = 0.101 microM
ST1A1_HUMAN
[2]
References
1 The Drugs.com International Drug Name Database: Levothyroxine-sodium
2 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.
3 Substitution of cysteine for selenocysteine in the catalytic center of type III iodothyronine deiodinase reduces catalytic efficiency and alters substrate preference. Endocrinology. 2003 Jun;144(6):2505-13.
4 [Trazodon--the antidepressant: mechanism of action and its position in the treatment of depression]. Psychiatr Pol. 2011 Jul-Aug;45(4):611-25.
5 Lipoatrophic diabetes: endocrine dysfunction and the response to control hypertriglyceridemia

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