Bentiromide

"Chymex" redirects here. For the human body digestive fluid, see Chyme.

Bentiromide
IUPAC name 4-[2-benzamido-3- (4-hydroxyphenyl)- propanoyl] aminobenzoic acid
Other names (S)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl) -1-oxopropyl)amino)benzoic acid (S)-p-(α-benzamido-p-hydroxyhydrocinnamamido) benzoic acid BRN 2910938 Benzoyltyrosyl-p-aminobenzoic acid (Btpaba) C12779 CHEMBANK2959 Chymex D01346 N-benzoyl-L-tyrosyl-p-aminobenzoic acid P-((N-benzoyl-L-tyrosin)amido)benzoic acid PFD PFT Ro 11-7891
Identifiers
Abbreviations	Btpaba
CAS number	37106-97-1 Y
PubChem	6957673
ChemSpider	5329364 Y
UNII	239IF5W61J Y
EC number	253-349-8
ChEBI	CHEBI:31263 Y
ChEMBL	CHEMBL1200368 N
ATC code	V04CK03
Jmol-3D images	Image 1
SMILES O=C(O)c1ccc(cc1)NC(=O)[C@@H](NC(=O)c2ccccc2)Cc3ccc(O)cc3
InChI InChI=1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1 Y Key: SPPTWHFVYKCNNK-FQEVSTJZSA-N Y InChI=1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1 Key: SPPTWHFVYKCNNK-FQEVSTJZBR
Properties
Molecular formula	C23H20N2O5
Molar mass	404.4153
Pharmacology
DrugBank	APRD00818
Supplementary data page
Structure and properties	n, εr, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bentiromide is a peptide used as a screening test for exocrine pancreatic insufficiency and to monitor the adequacy of supplemental pancreatic therapy. It is given by mouth as a noninvasive test. The amount of 4-aminobenzoic acid and its metabolites excreted in the urine is taken as a measure of the chymotrypsin-secreting activity of the pancreas. Headache and gastrointestinal disturbances have been reported in patients taking bentiromide. Bentiromide is not available in the U.S. or Canada (It was withdrawn in the US in October 1996.)

Data

• XLogP=3.201
• tautomers=12
• H_bond_donor=4
• H_bond_acceptor=5

See also

• Chronic pancreatitis