4-Hydroxyphenylpyruvic acid

Details:

1. Introduction of 4-Hydroxyphenylpyruvic acid

 

 

4-Hydroxyphenylpyruvic acid (4-HPPA) is an intermediate in the metabolism of the amino acid phenylalanine. The aromatic side chain of phenylalanine is hydroxylated by the enzyme phenylalanine hydroxylase to form tyrosine. The conversion from tyrosine to 4-HPPA is in turn catalyzed by tyrosine aminotransferase. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. It is an intermediary compound in the biosynthesis of scytonemin.

 

2. Properties of 4-Hydroxyphenylpyruvic acid

 

(1) XLogP3-AA 0.9  (2) H-Bond Donor 2 (3) H-Bond Acceptor 4
(4) Rotatable Bond Count 3 (5) Tautomer Count 9 (6) Exact Mass 180.042259
(7) MonoIsotopic Mass 180.042259 (8) Topological Polar Surface Area 74.6
(9) Heavy Atom Count 13 (10) Complexity 204 (11) Covalently-Bonded Unit Count 1
(12) Feature 3D Acceptor Count 3 (13) Feature 3D Donor Count 1
(14) Feature 3D Anion Count 1 (15) Feature 3D Ring Count 1 (16) Effective Rotor Count 3
(17) Conformer Sampling RMSD 0.6 (18) CID Conformer Count 9
 

 

3. Structure descritptors of 4-Hydroxyphenylpyruvic acid

 

IUPAC Name: 3-(4-hydroxyphenyl)-2-oxopropanoic acid

InChI: InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)

InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N

Canonical SMILES : C1=CC(=CC=C1CC(=O)C(=O)O)O