Record Information |
---|
Version | 5.0 |
---|
Status | Detected and Quantified |
---|
Creation Date | 2006-05-22 15:12:06 UTC |
---|
Update Date | 2021-09-14 15:20:03 UTC |
---|
HMDB ID | HMDB0002728 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Thyroxine sulfate |
---|
Description | Thyroxine Sulfate (abbreviated T4) is a major Thyroid hormone metabolite secreted by follicular cells of the Thyroid gland. T4 is transported in blood, with 99.95% of the secreted T4 being protein bound, principally to thyroxine binding globulin (TBG) and to a lesser extent to thyroxine binding pre-albumin (TBPA) and serum albumin. T4 is involved in controlling the rate of metabolic processes in the body and influencing physical development. T4 is considered a prohormone and a reservoir for the active thyroid hormone triiodothyronine (T3), T4 being converted as required in the tissues by deiodinases. |
---|
Structure | N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C(I)=C1)C(O)=O InChI=1S/C15H11I4NO7S/c16-8-1-6(3-12(20)15(21)22)2-9(17)13(8)26-7-4-10(18)14(11(19)5-7)27-28(23,24)25/h1-2,4-5,12H,3,20H2,(H,21,22)(H,23,24,25)/t12-/m0/s1 |
---|
Synonyms | Value | Source |
---|
Thyroxine sulfuric acid | Generator | Thyroxine sulphate | Generator | Thyroxine sulphuric acid | Generator | 3,5,3',5'-Tetraiodo-L-thyronine 4'-O-sulfate | HMDB | 3,5,3',5'-Tetraiodo-L-thyronine 4'-O-sulphate | HMDB | 3,5,3',5'-Tetraiodo-L-thyronine 4-O-sulfate | HMDB | 3,5,3',5'-Tetraiodo-L-thyronine 4-O-sulphate | HMDB | 3-[4-(4-Hydroxy-3,5-diiodophenoxy-4-O-sulfate)-3,5-diiodophenyl]-L-alanine | HMDB | 3-[4-(4-Hydroxy-3,5-diiodophenoxy-4-O-sulphate)-3,5-diiodophenyl]-L-alanine | HMDB | L-Thyroxine 4'-O-sulfate | HMDB | L-Thyroxine 4'-O-sulphate | HMDB | O-(4-Hydroxy-3,5-diiodophenyl-4-O-sulfate)-3,5-diiodo-L-tyrosine | HMDB | O-(4-Hydroxy-3,5-diiodophenyl-4-O-sulphate)-3,5-diiodo-L-tyrosine | HMDB | T4S | HMDB | Thyroxine-4-sulfate | HMDB | T4 Sulfate | HMDB | (2S)-2-Amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3,5-diiodophenyl}propanoate | HMDB | (2S)-2-Amino-3-{4-[3,5-diiodo-4-(sulphooxy)phenoxy]-3,5-diiodophenyl}propanoate | HMDB | (2S)-2-Amino-3-{4-[3,5-diiodo-4-(sulphooxy)phenoxy]-3,5-diiodophenyl}propanoic acid | HMDB | Thyroxine sulfate | MeSH |
|
---|
Chemical Formula | C15H11I4NO7S |
---|
Average Molecular Weight | 856.933 |
---|
Monoisotopic Molecular Weight | 856.643496081 |
---|
IUPAC Name | (2S)-2-amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3,5-diiodophenyl}propanoic acid |
---|
Traditional Name | thyroxine sulfic acid |
---|
CAS Registry Number | 77074-49-8 |
---|
SMILES | N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C(I)=C1)C(O)=O |
---|
InChI Identifier | InChI=1S/C15H11I4NO7S/c16-8-1-6(3-12(20)15(21)22)2-9(17)13(8)26-7-4-10(18)14(11(19)5-7)27-28(23,24)25/h1-2,4-5,12H,3,20H2,(H,21,22)(H,23,24,25)/t12-/m0/s1 |
---|
InChI Key | QYXIJUZWSSQICT-LBPRGKRZSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Amino acids, peptides, and analogues |
---|
Direct Parent | Phenylalanine and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Phenylalanine or derivatives
- Diphenylether
- 3-phenylpropanoic-acid
- Phenylsulfate
- Diaryl ether
- Alpha-amino acid
- Amphetamine or derivatives
- L-alpha-amino acid
- Arylsulfate
- Phenoxy compound
- Phenol ether
- Halobenzene
- Aralkylamine
- Iodobenzene
- Monocyclic benzene moiety
- Benzenoid
- Sulfuric acid ester
- Sulfate-ester
- Sulfuric acid monoester
- Aryl halide
- Aryl iodide
- Organic sulfuric acid or derivatives
- Amino acid
- Carboxylic acid
- Ether
- Monocarboxylic acid or derivatives
- Primary aliphatic amine
- Organonitrogen compound
- Organooxygen compound
- Amine
- Primary amine
- Organic nitrogen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organohalogen compound
- Organoiodide
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
---|
| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 10V, Positive-QTOF | splash10-08fu-0000000190-60a2d3c20ec6cb9d1c69 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 20V, Positive-QTOF | splash10-03ec-0000000960-1acc6f8ba4fa640eea14 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 40V, Positive-QTOF | splash10-016r-0009201200-f3a8fb5f5d259b4a08de | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 10V, Negative-QTOF | splash10-0a4i-0000000190-dcd5150fd64eb9666b36 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 20V, Negative-QTOF | splash10-056r-1001200930-81382d7ac99b1b206504 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 40V, Negative-QTOF | splash10-00am-9004204800-333dbdf28ab736330d4a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 10V, Negative-QTOF | splash10-0a4i-0000000090-d55170c46c67ae342e9e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 20V, Negative-QTOF | splash10-056r-2800000190-20c0887d6c545eb80a28 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 40V, Negative-QTOF | splash10-004i-0900000000-0dba40d354fa6a5575e0 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 10V, Positive-QTOF | splash10-0a4i-0000000090-0f9cdad016a751aa1ba6 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 20V, Positive-QTOF | splash10-03di-0000000290-c5f42e3c3ab1663956b8 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thyroxine sulfate 40V, Positive-QTOF | splash10-0fai-0000000900-4ef5f51f90403aad561a | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|
General References | - Chopra IJ, Santini F, Hurd RE, Chua Teco GN: A radioimmunoassay for measurement of thyroxine sulfate. J Clin Endocrinol Metab. 1993 Jan;76(1):145-50. [PubMed:8421080 ]
- Wu SY, Huang WS, Polk D, Florsheim WH, Green WL, Fisher DA: Identification of thyroxine-sulfate (T4S) in human serum and amniotic fluid by a novel T4S radioimmunoassay. Thyroid. 1992 Summer;2(2):101-5. [PubMed:1525576 ]
- Peeters RP, Kester MH, Wouters PJ, Kaptein E, van Toor H, Visser TJ, Van den Berghe G: Increased thyroxine sulfate levels in critically ill patients as a result of a decreased hepatic type I deiodinase activity. J Clin Endocrinol Metab. 2005 Dec;90(12):6460-5. Epub 2005 Sep 27. [PubMed:16189257 ]
- Wu S, Polk D, Wong S, Reviczky A, Vu R, Fisher DA: Thyroxine sulfate is a major thyroid hormone metabolite and a potential intermediate in the monodeiodination pathways in fetal sheep. Endocrinology. 1992 Oct;131(4):1751-6. [PubMed:1396320 ]
- Huang WS, Cherng SC, Wang CH, Shih BF, Kuo SW, Wu SY: Increased urinary thyroxine sulfate excretion in thyroxine therapy. Endocr J. 1997 Aug;44(4):467-72. [PubMed:9447277 ]
|
---|