Metabolite Card

Formula: C15H12I3NO4 (650.7901)
SMILES: N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C(O)=O

Synonyms [en]

triiodothyronine; 3,5,3'-triiodothyronine; liothyronine; 3,5,3'-Triiodo-L-thyronine; L-3,5,3'-Triiodothyronine; T3

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Triiodothyronine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000018850). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Liothyronine is a T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone that is finally delivered and used by the tissues is mainly T3. Liothyronine is mildly toxic by ingestion and is an experimental teratogen. When heated to decomposition it emits toxic fumes of NOx, I(-), and Cl(-) (Sax's Dangerous Properties of Industrial Materials).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 15785-49-6
  • CAS Registry Number: 20196-64-9
  • CAS Registry Number: 327-86-6
  • CAS Registry Number: 345957-19-9
  • CAS Registry Number: 5714-08-9
  • CAS Registry Number: 5817-39-0
  • CAS Registry Number: 66701-15-3
  • CAS Registry Number: 6893-02-3
  • PubChem: 5920
  • ChEBI: ChEBI:18258
  • HMDB: HMDB0000265
  • KEGG: C02465
  • BioCyc: CPD-10813
  • BioCyc: LIOTHYRONINE
  • NCBI MeSH: Triiodothyronine
  • Wikipedia: Triiodothyronine
  • DrugBank: DB00279
  • RefMet: RM0135923
  • MoNA: BAF_UVA_POS000635
  • MoNA: CCMSLIB00000076961
  • MoNA: CCMSLIB00005463885
  • MoNA: CCMSLIB00005720577
  • MoNA: CCMSLIB00005720888
  • MoNA: HMDB0000265_ms_ms_460
  • MoNA: HMDB0000265_ms_ms_461
  • MoNA: HMDB0000265_ms_ms_462
  • MoNA: KO001913
  • MoNA: KO001914
  • MoNA: KO001915
  • MoNA: KO001916
  • MoNA: KO001917
  • MoNA: KO004157
  • MoNA: KO004158
  • MoNA: KO004159
  • MoNA: KO004160
  • MoNA: KO004161
  • MoNA: LU070051
  • MoNA: LU070052
  • MoNA: LU070053
  • MoNA: LU070054
  • MoNA: LU070055
  • MoNA: LU070056
  • MoNA: MoNA016754
  • Metlin: METLIN_435
  • Coconut NaturalProduct: CNP0159539.1
  • Coconut NaturalProduct: CNP0159539.3
  • Coconut NaturalProduct: CNP0159539.5
  • Coconut NaturalProduct: CNP0255825.1
  • Coconut NaturalProduct: CNP0255825.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03734 1.21.99.4 3,3',5-triiodo-L-thyronine,iodide:acceptor oxidoreductase (iodinating)
KEGG:R03952 2.6.1.26 L-3,5,3'-triiodothyronine:2-oxoglutarate aminotransferase
KEGG:R03953 1.11.1.8 C02515 + C01060 + C00027<=>C02465 + C02218 + 2 C00001
KEGG:R08524 C16730<=>C02465
BioCyc:RXN-10611 LIOTHYRONINE --> CPD-11404
BioCyc:RXN-10609 2.4.1.17 UDP-GLUCURONATE + LIOTHYRONINE --> CPD-11402 + UDP + PROTON
BioCyc:RXN-12034 3,5,3'-triiodo-L-thyronine 3'-deiodinase
BioCyc:RXN-10474 Thyroglobulin-triiodothyronines + WATER --> LIOTHYRONINE + Unspecified-Degradation-Products
BioCyc:RXN-10613 LIOTHYRONINE --> CPD-11406
BioCyc:RXN-10607 2.4.1.17 UDP-GLUCURONATE + LIOTHYRONINE --> CPD-11400 + UDP + PROTON
BioCyc:RXN-10604 1.21.99.4 CPD-10813 + Donor-H2 --> CPD-11395 + CPD-387 + Acceptor + PROTON
BioCyc:THYROID-HORMONE-AMINOTRANSFERASE-RXN 2.6.1.26 LIOTHYRONINE + 2-KETOGLUTARATE<=>GLT + CPD-176
BioCyc:RXN-10615 2.8.2.1 LIOTHYRONINE + PAPS --> 3-5-ADP + PROTON + CPD-11408
BioCyc:1.97.1.11-RXN 1.21.99.3 L-THYROXINE + Donor-H2 --> CPD-10813 + CPD-387 + Acceptor + PROTON
BioCyc:RXN-12036 CPD-10813 + Donor-H2 --> CPD-13008 + Acceptor + CPD-387 + PROTON
BioCyc:RXN-10605 1.21.99.3 LIOTHYRONINE + Donor-H2 --> CPD-11395 + CPD-387 + Acceptor + PROTON
BioCyc:THYROXINE-DEIODINASE-RXN 1.21.99.4 L-THYROXINE + Donor-H2 --> LIOTHYRONINE + CPD-387 + Acceptor + PROTON
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Organism Source

Taxonomy Source

  1. Bos taurus [ncbi taxid: 9913]
  2. Bubalus bubalis [ncbi taxid: 89462]
  3. Homo sapiens [ncbi taxid: 9606]
  4. Mus musculus [ncbi taxid: 10090]
  5. Bos taurus [ncbi taxid: 9913]
  6. Bubalus bubalis [ncbi taxid: 89462]

Pathway Synthetic

pathway id name
WikiPathways:WP5385 Growth factors and hormones in Beta-cell proliferation
WikiPathways:WP15 Selenium micronutrient network
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP4746 Thyroid hormones production and peripheral downstream signaling effects
WikiPathways:WP4304 Oligodendrocyte specification and differentiation, leading to myelin components for CNS
WikiPathways:WP5373 Role of hypoxia, angiogenesis, and FGF pathway in OA chondrocyte hypertrophy
WikiPathways:WP3257 Selenium micronutrient network
PathBank:SMP0087362 Thyroid Hormone Synthesis
PathBank:SMP0063679 Thyroid hormone synthesis
PathBank:SMP0087269 Thyroid Hormone Synthesis
PathBank:SMP0000716 Thyroid Hormone Synthesis
View All Pathways