Thyronamine

Thyronamine

Names
Preferred IUPAC name 4-[4-(2-Aminoethyl)phenoxy]phenol
Identifiers
CAS Number	500-78-7  N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL201896  Y
ChemSpider	2340781  Y
MeSH	thyronamine
PubChem CID	3083601
CompTox Dashboard (EPA)	DTXSID60198174
InChI InChI=1S/C14H15NO2/c15-10-9-11-1-5-13(6-2-11)17-14-7-3-12(16)4-8-14/h1-8,16H,9-10,15H2 Y Key: OVUVNKDANCKDCK-UHFFFAOYSA-N Y InChI=1/C14H15NO2/c15-10-9-11-1-5-13(6-2-11)17-14-7-3-12(16)4-8-14/h1-8,16H,9-10,15H2 Key: OVUVNKDANCKDCK-UHFFFAOYAP
SMILES O(c1ccc(cc1)CCN)c2ccc(O)cc2
Properties
Chemical formula	C14H15NO2
Molar mass	229.279 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

Thyronamine refers both to a molecule, and to derivatives of that molecule: a family of decarboxylated and deiodinated metabolites of the thyroid hormones thyroxine (T4) and 3,5,3'-triiodothyronine (T3).

Types

The group includes:

• Thyronamine (T0AM)
• 3-Iodothyronamine (T1AM), which is the most notable one as it is a trace amine found in the nervous system. It is a possible candidate for the natural ligand of the trace amine-associated receptor TAAR1 (TAR1), an intracellular G protein-coupled receptor ^[1]
• 3,5-Diiodothyronamine (T2AM)
• 3,5,3'-Triiodothyronamine (T3AM)

See also

• Trace amines
• Thyroid hormone

References

1. Piehl S, Hoefig CS, Scanlan TS, Köhrle J (2011). "Thyronamines - Past, Present, and Future". Endocrine Reviews. 32 (1): 64–80. doi: 10.1210/er.2009-0040 . PMID   20880963.