Tyropanoic acid and its salt sodium tyropanoate are radiocontrast agents used in cholecystography (X-ray diagnosis of gallstones). Trade names include Bilopaque, Lumopaque, Tyropaque, and Bilopac.^[1] This molecule contains three heavy iodine atoms which obstruct X-rays in the same way as the calcium in bones to produce a visible image. After injection it is rapidly excreted into the bile.^[2]

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Tyropanoic acid

Names
Preferred IUPAC name 2-[(3-Butanamido-2,4,6-triiodophenyl)methyl]butanoic acid
Other names 2-(3-Butyramido-2,4,6-triiodobenzyl)butanoic acid 2-[[2,4,6-Triiodo-3-(1-oxobutylamino)phenyl]methyl]butanoic acid
Identifiers
CAS Number	27293-82-9 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1201261 N
ChemSpider	5409 N
ECHA InfoCard	100.043.976
EC Number	248-389-8
KEGG	D01884 N
MeSH	D014441
PubChem CID	5611
UNII	4F05V145YR N
CompTox Dashboard (EPA)	DTXSID5048269
InChI InChI=1S/C15H18I3NO3/c1-3-5-12(20)19-14-11(17)7-10(16)9(13(14)18)6-8(4-2)15(21)22/h7-8H,3-6H2,1-2H3,(H,19,20)(H,21,22) N Key: YMOXVLQZFAUUKI-UHFFFAOYSA-N N
SMILES CCCC(=O)NC1=C(C=C(C(=C1I)CC(CC)C(=O)O)I)I
Properties
Chemical formula	C15H18I3NO3
Molar mass	641.02 g/mol
Pharmacology
ATC code	V08AC09 (WHO)
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

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