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Bentiromide

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Bentiromide
Names
IUPAC name 4- 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
CAS Number
3D model (JSmol)
Abbreviations Btpaba
ChEBI
ChemSpider
ECHA InfoCard 100.048.484 Edit this at Wikidata
EC Number
  • 253-349-8
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: SPPTWHFVYKCNNK-FQEVSTJZSA-N
  • 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/s1Key: SPPTWHFVYKCNNK-FQEVSTJZBR
SMILES
  • O=C(O)c1ccc(cc1)NC(=O)(NC(=O)c2ccccc2)Cc3ccc(O)cc3
Properties
Chemical formula C23H20N2O5
Molar mass 404.4153
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 Bentiromide is not available in the U.S. or Canada (It was withdrawn in the US in October 1996.)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

References

  1. Bentiromide - Compound Summary, PubChem.
Diagnostic agents (V04)
Digestive system
Diabetes
Fat absorption
Bile duct patency
Liver functional capacity
Gastric secretion
Exocrine pancreatic function
Endocrine system
Pituitary function
Thyroid function
Fertility disturbances
Tuberculosis
Renal function


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