Iodothyronamine

3-Iodothyronamine

Names
IUPAC name 4-[4-(2-Amino-ethyl)-2-iodo-phenoxy]-phenol
Other names T1AM
Identifiers
CAS Number	712349-95-6 N
3D model (JSmol)	Interactive image Interactive image
ChemSpider	8126125 Y
ECHA InfoCard	100.211.501
PubChem CID	9950514
InChI InChI=1S/C14H14INO2/c15-13-9-10(7-8-16)1-6-14(13)18-12-4-2-11(17)3-5-12/h1-6,9,17H,7-8,16H2 Y Key: XIINYOJWNGOUPF-UHFFFAOYSA-N Y InChI=1/C14H14INO2/c15-13-9-10(7-8-16)1-6-14(13)18-12-4-2-11(17)3-5-12/h1-6,9,17H,7-8,16H2 Key: XIINYOJWNGOUPF-UHFFFAOYAJ
SMILES OC1=CC=C(OC2=C(I)C=C(CCN)C=C2)C=C1 Ic2cc(ccc2Oc1ccc(O)cc1)CCN
Properties
Chemical formula	C14H14INO2
Molar mass	355.17 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

3-Iodothyronamine (T₁AM) is an endogenous thyronamine. T₁AM is a high-affinity ligand for the trace amine-associated receptor TAAR1 (TAR1, TA1), a recently discovered G protein-coupled receptor. T₁AM is the most potent endogenous TAAR1 agonist yet discovered. Activation of TAAR1 by T₁AM results in the production of large amounts of cAMP. This effect is coupled with decreased body temperature and cardiac output. Wu et al. have pointed out that this relationship is not typical of the endocrine system, indicating that TAAR1 activity may not be coupled to G-proteins in some tissues, or that T₁AM may interact with other receptor subtypes.

T₁AM may be part of a signaling pathway to modulate cardiac function, as the compound can induce negative inotropic effects and decrease cardiac output.