1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid

ChEBI: A member of the class of beta-carbolines that is 1,2,3,4-tetrahydro-beta-carboline substituted at position 3 by a carboxy group.

Solid

1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid is a member of the class of beta-carbolines that is 1,2,3,4-tetrahydro-beta-carboline substituted at position 3 by a carboxy group. It has a role as a plant metabolite, a rat metabolite, a human urinary metabolite and a human xenobiotic metabolite. It is a beta-carboline alkaloid, an aromatic amino acid and an alpha-amino acid.

A mixture of l-tryprophan (4) (817 mg, 4 mmol) and 2.5 M NaOH (1.6 ml) was stirred until the mixture became clear at room temperature, and then 37percent formalin (4.87 ml) was added. The mixture was stirred for 2 h at this temperature, refluxed for 3 h and then neutralized (pH 5) with 2 M HCl. The precipitate was filtered, washed with HL-tryptophan (10.2 g, 50 mmol) was dissolved in 20 ml of 2.5N H2SO4 solution, A solution of 13.8 ml of formaldehyde (115 mmol)Stirring at 60 ° C for 2 h.Reaction is completed, The reaction solution was adjusted to pH = 5 with 2N HCl, Precipitated a large amount of white solid, Washed with water, And dried in vacuo to give 9.8 g of a white solid in 85percent yield.1) To a stirred solution of DL-Tryptophan 1 (5.0 g, 24.5 mmol) in aqueous NaOH solution (0.98 g in 10 mL of HL- tryptophan (10.2g, 50mmol), NaOH (2.0g, 50mmol) and H

Molecular Weight:216.24
XLogP3:-1.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:216.089877630
Monoisotopic Mass:216.089877630
Topological Polar Surface Area:65.1
Heavy Atom Count:16
Complexity:295
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes