4941. Indican (Metabolic Indican)

Nomenclature

CAS number: 487-94-5
1H-Indol-3-ol hydrogen sulfate ester; indol-3-yl sulfate; 3-indoxylsulfuric acid.
C8H7NO4S; mol wt 213.21.
C 45.07%, H 3.31%, N 6.57%, O 30.02%, S 15.04%.

Description and references

Unstable as the free acid. Occurs in urine of mammals, also in blood plasma. Prepn of potassium salt from potassium indoxyl and potassium bisulfate: Baeyer, Ber. 14, 1745 (1881); from chlorosulfonic acid and N-acetylindoxyl in pyridine: Schwenk, Jolles, Biochem. Z. 69, 467 (1915); by persulfate oxidation of indole: Boyland et al., Biochem. J. 62, 546 (1956).

Chemical structure

Derivative

Potassium salt.

Nomenclature

Indol-3-yl potassium sulfate; urinary indican; potassium indoxyl sulfate.
C8H6KNO4S; mol wt 251.30.
C 38.24%, H 2.41%, K 15.56%, N 5.57%, O 25.47%, S 12.76%.

Properties

Light brown plates from aq alc, dec 179-180° with sublimation. Very sol in water. Practically insol in cold alcohol.