Dextrothyroxine

Dextrothyroxine (trade name Choloxin) is a dextrorotary isomer of thyroxine.^[1] It saw research as a cholesterol-lowering drug^[2] but was pulled due to cardiac side-effects. It increases hepatic lipase which in turn improves utilization of triglycerides and decreases levels of lipoprotein(a) in blood serum.^[3]

Dextrothyroxine

Clinical data
Trade names	Choloxin
Other names	D-3,5,3',5'-tetraiodothyronine
AHFS/Drugs.com	Multum Consumer Information
ATC code	C10AX01 (WHO)
Identifiers
IUPAC name (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
CAS Number	51-49-0
PubChem CID	8730
DrugBank	DB00509
ChemSpider	8402
UNII	4W9K63FION
ChEBI	CHEBI:30659
ChEMBL	ChEMBL559
CompTox Dashboard (EPA)	DTXSID60199000
ECHA InfoCard	100.000.094
Chemical and physical data
Formula	C15H11I4NO4
Molar mass	776.874 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(O)[C@H](N)Cc2cc(I)c(Oc1cc(I)c(O)c(I)c1)c(I)c2
InChI InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m1/s1 Key:XUIIKFGFIJCVMT-GFCCVEGCSA-N