TPQ

5-(2-CARBOXY-2-AMINOETHYL)-2-HYDROXY-1,4-BENZOQUINONE

Created:	1999-07-08
Last modified:	2024-09-27

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65 entries where TPQ is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	24
Chiral Atom Count	1
Bond Count	24
Aromatic Bond Count	0

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Chemical Component Summary
Name	5-(2-CARBOXY-2-AMINOETHYL)-2-HYDROXY-1,4-BENZOQUINONE
Synonyms	5-(2-CARBOXY-2-AMINOETHYL)-4-HYDROXY-1,2-BENZOQUINONE; 2,4,5-TRIHYDROXYPHENYLALANINE QUINONE; TOPA QUINONE
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-3-(4-hydroxy-3,6-dioxo-1-cyclohexa-1,4-dienyl)propanoic acid
Formula	C₉ H₉ N O₅
Molecular Weight	211.171
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1C(=CC(=O)C(O)=C1)CC(C(=O)O)N
SMILES	CACTVS	3.341	N[CH](CC1=CC(=O)C(=CC1=O)O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C1=C(C(=O)C=C(C1=O)O)CC(C(=O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](CC1=CC(=O)C(=CC1=O)O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1=C(C(=O)C=C(C1=O)O)C[C@@H](C(=O)O)N
InChI	InChI	1.03	InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,13H,1,10H2,(H,14,15)/t5-/m0/s1
InChIKey	InChI	1.03	AGMJSPIGDFKRRO-YFKPBYRVSA-N

Drug Info: DrugBank

DrugBank ID	DB04334
Name	6-hydroxydopa quinone
Groups	experimental
Synonyms	L-topaquinone Topa quinone 6-Hydroxyphenylalanine-3,4-dione 6-hydroxydopa quinone (S)-α-amino-4-hydroxy-3,6-dioxo-1,4-cyclohexadiene-1-propanoic acid Topaquinone
Categories	Amines Amino Acids Amino Acids, Aromatic Amino Acids, Cyclic Amino Acids, Peptides, and Proteins Benzene Derivatives Catecholamines Catechols Phenols
CAS number	64192-68-3

Drug Targets

Name	Target Sequence	Pharmacological Action
Membrane primary amine oxidase	MNQKTILVLLILAVITIFALVCVLLVGRGGDGGEPSQLPHCPSVSPSAQP...	unknown
Primary amine oxidase	MGSPSLYSARKTTLALAVALSFAWQAPVFAHGGEAHMVPMDKTLKEFGAD...	unknown
Phenylethylamine oxidase	MTPSTIQTASPFRLASAGEISEVQGILRTAGLLGPEKRIAYLGVLDPARG...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682