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3,3',5-triiodo-L-thyronine
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-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.

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03. Biological Effects of Specific Chemicals

			molecular messenger [CHEBI:33280] (92)

				hormone [CHEBI:24621] (55)

					thyroid hormone [CHEBI:60311] (2)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

08. Chemical Category

			main group molecular entity [CHEBI:33579] (25650)

					s-block molecular entity [CHEBI:33674] (7287)

							hydrogen molecular entity [CHEBI:33608] (6932)

								hydroxides [CHEBI:24651] (5641)

									oxoacid [CHEBI:24833] (3119)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

									organic hydroxy compound [CHEBI:33822] (3050)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

					p-block molecular entity [CHEBI:33675] (25343)

						halogen molecular entity [CHEBI:24471] (1475)

								iodine molecular entity [CHEBI:24860] (127)

organoiodine compound [CHEBI:37142] (56)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								halide [CHEBI:37578] (1402)

									organohalogen compound [CHEBI:36684] (976)

organoiodine compound [CHEBI:37142] (56)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

						pnictogen molecular entity [CHEBI:33302] (10027)

								nitrogen molecular entity [CHEBI:51143] (7930)

									organonitrogen compound [CHEBI:35352] (6705)

organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

						chalcogen molecular entity [CHEBI:33304] (15225)

								oxygen molecular entity [CHEBI:25806] (14414)

hydroxides [CHEBI:24651] (5641)

oxoacid [CHEBI:24833] (3119)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

organic hydroxy compound [CHEBI:33822] (3050)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organochalcogen compound [CHEBI:36962] (11874)

									organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

						carbon group molecular entity [CHEBI:33582] (23847)

							organic molecular entity [CHEBI:50860] (23769)

								heteroorganic entity [CHEBI:33285] (15197)

organonitrogen compound [CHEBI:35352] (6705)

organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

organohalogen compound [CHEBI:36684] (976)

organoiodine compound [CHEBI:37142] (56)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

organochalcogen compound [CHEBI:36962] (11874)

organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organic hydroxy compound [CHEBI:33822] (3050)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organic acid [CHEBI:64709] (3008)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organic molecule [CHEBI:72695] (11399)

									organic cyclic compound [CHEBI:33832] (7633)

organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

									organic oxo compound [CHEBI:36587] (5932)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

			polyatomic entity [CHEBI:36357] (18777)

				molecule [CHEBI:25367] (11520)

						cyclic compound [CHEBI:33595] (7817)

								aromatic compound [CHEBI:33655] (3799)

organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								organic cyclic compound [CHEBI:33832] (7633)

									organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

						organic molecule [CHEBI:72695] (11399)

							organic cyclic compound [CHEBI:33832] (7633)

									organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

							organic oxo compound [CHEBI:36587] (5932)

								carbonyl compound [CHEBI:36586] (5928)

									carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

				heteroatomic molecular entity [CHEBI:37577] (13672)

					hydroxides [CHEBI:24651] (5641)

							oxoacid [CHEBI:24833] (3119)

									carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

haloamino acid [CHEBI:24470] (22)

iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

							organic hydroxy compound [CHEBI:33822] (3050)

								phenols [CHEBI:33853] (868)

									iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

									halophenol [CHEBI:38856] (19)

iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

2-halophenol [CHEBI:53291] (5)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

					halide [CHEBI:37578] (1402)

						organohalogen compound [CHEBI:36684] (976)

							organoiodine compound [CHEBI:37142] (56)

								iodoamino acid [CHEBI:24862] (12)

iodothyronine [CHEBI:24864] (8)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

								iodophenol [CHEBI:24863] (6)

3,3',5-triiodo-L-thyronine [CHEBI:18258] (1)

ChEBI Compound Accession Identifier:

[CHEBI:18258]

ChEBI Compound Description:

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-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.

ChEBI Compound Identification Number:

18258

ChEBI InChI Value:

InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1

ChEBI InChIKey Value:

AUYYCJSJGJYCDS-LBPRGKRZSA-N

ChEBI Compound Name:

3,3',5-triiodo-L-thyronine

ChEBI SMILES Value:

N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O

ChEBI Substance ID:

8145172

ChEBI URL:

ChemSpider ID:

5707

Ontomatica Chemical Accession Key (OnChAKey):

AUYYCJSJGJYCDS_LBPRGKRZSA_N_000_000000

PubChem Compound ID:

5920