Title: Abrine
CAS Registry Number: 526-31-8
CAS Name: N-Methyl-L-tryptophan
Additional Names: a-methylamino-b-(3-indole)propionic acid
Molecular Formula: C12H14N2O2
Molecular Weight: 218.25
Percent Composition: C 66.04%, H 6.47%, N 12.84%, O 14.66%
Literature References: Not to be confused with the albuminous substance abrin, q.v. Obtained from the seeds of Abrus precatorius L., Leguminosae (jequirity): Hoshino, Ann. 520, 31 (1935). Synthesis: Miller, Robson, J. Chem. Soc. 1938, 1910. Configuration: Cahill, Jackson, J. Biol. Chem. 126, 29 (1938).
Properties: Prisms from water, dec 295°. [a]D21 +44° (0.28 g in 10 ml 0.5N HCl). One gram dissolves in about 100 ml methanol, slightly sol in water, insol in ether. Sol in dil acids, alkalies.
Optical Rotation: [a]D21 +44° (0.28 g in 10 ml 0.5N HCl)
Derivative Type: Hydrochloride
Molecular Formula: C12H14N2O2.HCl
Molecular Weight: 254.71
Percent Composition: C 56.59%, H 5.94%, N 11.00%, O 12.56%, Cl 13.92%
Properties: Needles, mp 222°, soluble in water.
Melting point: mp 222°
Derivative Type: Nitrate
Molecular Formula: C12H14N2O2.HNO3
Molecular Weight: 281.26
Percent Composition: C 51.24%, H 5.38%, N 14.94%, O 28.44%
Properties: Needles, dec 143°.
Derivative Type: Acetyl derivative
Molecular Formula: C14H16N2O3
Molecular Weight: 260.29
Percent Composition: C 64.60%, H 6.20%, N 10.76%, O 18.44%
Properties: mp 176°. [a]D25 -148° (43 mg in 5 ml 0.1N NaOH).
Melting point: mp 176°
Optical Rotation: [a]D25 -148° (43 mg in 5 ml 0.1N NaOH)
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