keto-phenylpyruvic acid (CHEBI:30851)

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CHEBI:30851 - keto-phenylpyruvic acid

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ChEBI Name	keto-phenylpyruvic acid

ChEBI ID	CHEBI:30851

ChEBI ASCII Name	keto-phenylpyruvic acid

Definition	A 2-oxo monocarboxylic acid that is 3-phenylpropanoic acid substituted by an oxo group at position 2. It is an intermediate metabolite in the phenylalanine pathway.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45005, CHEBI:8105, CHEBI:26009

Supplier Information	ChemicalBook:CB2148546, eMolecules:534618, ZINC000000895265

Download	Molfile XML SDF

more structures >>

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20 20 0 0 0 0 999 V2000

-0.8014 -0.0463 -1.5473 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.0098 0.4324 -1.1077 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.0610 -0.3013 -0.8575 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2031 -1.2705 0.0816 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.4766 -2.2596 0.0910 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.0305 -1.1829 0.9782 O 0 0 0 0 0 0 0 0 0 0 0 0

0.1358 1.4686 0.2373 C 0 0 0 0 0 0 0 0 0 0 0 0

1.1079 1.7930 1.1999 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2681 0.3162 -0.5755 C 0 0 0 0 0 0 0 0 0 0 0 0

2.2389 0.9731 1.3551 C 0 0 0 0 0 0 0 0 0 0 0 0

1.4131 -0.4969 -0.4033 C 0 0 0 0 0 0 0 0 0 0 0 0

2.3923 -0.1720 0.5535 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.5471 -0.9344 -2.1336 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.8863 0.7667 -2.2751 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5504 -2.8799 0.7105 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.6827 2.0768 0.1471 H 0 0 0 0 0 0 0 0 0 0 0 0

0.9889 2.6212 1.7882 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9482 1.2090 2.0525 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5425 -1.3425 -0.9648 H 0 0 0 0 0 0 0 0 0 0 0 0

3.2132 -0.7706 0.6696 H 0 0 0 0 0 0 0 0 0 0 0 0

3 2 2 0 0 0 0

3 4 1 0 0 0 0

5 4 1 0 0 0 0

6 4 2 0 0 0 0

1 3 1 0 0 0 0

8 7 4 0 0 0 0

9 7 4 0 0 0 0

10 8 4 0 0 0 0

11 9 4 0 0 0 0

12 10 4 0 0 0 0

11 12 4 0 0 0 0

1 9 1 0 0 0 0

1 13 1 0 0 0 0

1 14 1 0 0 0 0

5 15 1 0 0 0 0

7 16 1 0 0 0 0

8 17 1 0 0 0 0

10 18 1 0 0 0 0

11 19 1 0 0 0 0

12 20 1 0 0 0 0

M END): 20 ms

reading 20 atoms

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Wikipedia	License
Allantoic acid is an organic compound with the chemical formula C4H8N4O4. It is a crystalline acid obtained by hydrolysis of allantoin. In nature, allantoic acid is produced from allantoin by the enzyme allantoinase (encoded by the gene AllB (Uniprot: P77671) in Escherichia coli and other bacteria).
Read full article at Wikipedia

Formula

C9H8O3

Net Charge

Average Mass

164.15802

Monoisotopic Mass

164.04734

InChI

InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)

InChIKey

BTNMPGBKDVTSJY-UHFFFAOYSA-N

SMILES

OC(=O)C(=O)Cc1ccccc1

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	EC 6.4.1.1 (pyruvate carboxylase) inhibitor An EC 6.4.1.* (carboxylase) inhibitor that interferes with the action of pyruvate carboxylase (EC 6.4.1.1). fundamental metabolite Any metabolite produced by all living cells.

Application(s):	chromogenic compound Colourless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into coloured compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	keto-phenylpyruvic acid (CHEBI:30851) has functional parent pyruvic acid (CHEBI:32816) keto-phenylpyruvic acid (CHEBI:30851) has role chromogenic compound (CHEBI:75050) keto-phenylpyruvic acid (CHEBI:30851) has role EC 6.4.1.1 (pyruvate carboxylase) inhibitor (CHEBI:90318) keto-phenylpyruvic acid (CHEBI:30851) has role fundamental metabolite (CHEBI:78675) keto-phenylpyruvic acid (CHEBI:30851) is a 2-oxo monocarboxylic acid (CHEBI:35910) keto-phenylpyruvic acid (CHEBI:30851) is conjugate acid of keto-phenylpyruvate (CHEBI:18005) keto-phenylpyruvic acid (CHEBI:30851) is tautomer of enol-phenylpyruvic acid (CHEBI:32815)

Incoming	phenylpyruvic acid oxime (CHEBI:131386) has functional parent keto-phenylpyruvic acid (CHEBI:30851) keto-phenylpyruvate (CHEBI:18005) is conjugate base of keto-phenylpyruvic acid (CHEBI:30851) enol-phenylpyruvic acid (CHEBI:32815) is tautomer of keto-phenylpyruvic acid (CHEBI:30851)

IUPAC Name

2-oxo-3-phenylpropanoic acid

Synonyms	Sources
3-Phenyl-2-oxopropanoate	KEGG COMPOUND
3-phenyl-2-oxopropanoic acid	NIST Chemistry WebBook
3-PHENYLPYRUVIC ACID	PDBeChem
3-phenylpyruvic acid	HMDB
alpha-Ketohydrocinnamic acid	KEGG COMPOUND
α-oxo-benzenepropanoic acid	ChemIDplus
β-phenylpyruvic acid	NIST Chemistry WebBook
keto-Phenylpyruvate	KEGG COMPOUND
Phenylbrenztraubensäure	ChEBI
Phenylpyruvate	KEGG COMPOUND
Phenylpyruvic acid	KEGG COMPOUND

Manual Xrefs	Databases
C00000751	KNApSAcK
C00166	KEGG COMPOUND
DB03884	DrugBank
ECMDB00205	ECMDB
HMDB0000205	HMDB
Phenylpyruvic_acid	Wikipedia
PPY	PDBeChem
YMDB00786	YMDB
View more database links

Registry Numbers	Types	Sources
156-06-9	CAS Registry Number	KEGG COMPOUND
156-06-9	CAS Registry Number	NIST Chemistry WebBook
156-06-9	CAS Registry Number	ChemIDplus
2207312	Reaxys Registry Number	Reaxys
972243	Gmelin Registry Number	Gmelin

Citations	Types	Sources
132040	PubMed citation	Europe PMC
153583	PubMed citation	Europe PMC
16742815	PubMed citation	Europe PMC
20504690	PubMed citation	Europe PMC
2291475	PubMed citation	Europe PMC
4025205	PubMed citation	Europe PMC
719897	PubMed citation	Europe PMC
8216688	PubMed citation	Europe PMC
9869358	PubMed citation	Europe PMC

Last Modified

10 November 2016

CHEBI:30851 - keto-phenylpyruvic acid

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