N-formyl-L-kynurenine (CHEBI:30249)

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CHEBI:30249 - N-formyl-L-kynurenine

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ChEBI Name	N-formyl-L-kynurenine

ChEBI ID	CHEBI:30249

ChEBI ASCII Name	N-formyl-L-kynurenine

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

Secondary ChEBI IDs	CHEBI:12505, CHEBI:13100, CHEBI:21712, CHEBI:6215, CHEBI:17949

Supplier Information	ChemicalBook:CB0351221, eMolecules:482189, ZINC000000896832

Download	Molfile XML SDF

more structures >>

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NFK - Ideal conformer

RDKit 3D

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RDKit 3D

29 29 0 0 0 0 0 0 0 0999 V2000

4.7830 0.3560 0.5480 O 0 0 0 0 0 0 0 0 0 0 0 0

4.0210 0.0700 -0.3450 C 0 0 0 0 0 0 0 0 0 0 0 0

4.3520 0.3320 -1.6190 O 0 0 0 0 0 0 0 0 0 0 0 0

2.7020 -0.5870 -0.0280 C 0 0 1 0 0 0 0 0 0 0 0 0

2.7670 -1.1980 1.3060 N 0 0 0 0 0 0 0 0 0 0 0 0

1.5900 0.4630 -0.0550 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2570 -0.2130 0.1400 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2020 -1.4160 0.2850 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.9750 0.5850 0.1530 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.9110 1.9820 0.0900 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.0710 2.7240 0.1030 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.3040 2.0950 0.1790 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.3850 0.7180 0.2420 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2280 -0.0490 0.2230 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.3080 -1.4360 0.2800 N 0 0 0 0 0 0 0 0 0 0 0 0

-3.3290 -2.0780 -0.3220 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.1250 -1.4560 -0.9930 O 0 0 0 0 0 0 0 0 0 0 0 0

5.2100 0.7510 -1.7730 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4930 -1.3570 -0.7710 H 0 0 0 0 0 0 0 0 0 0 0 0

3.4510 -1.9400 1.3310 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9600 -0.5040 2.0120 H 0 0 0 0 0 0 0 0 0 0 0 0

1.7520 1.1840 0.7460 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5990 0.9780 -1.0150 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0470 2.4770 0.0320 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.0200 3.8020 0.0540 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.2080 2.6870 0.1890 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.3500 0.2370 0.3020 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.6290 -1.9420 0.7540 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4380 -3.1460 -0.2080 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 2 0

2 3 1 0

2 4 1 0

8 7 2 0

4 6 1 0

4 5 1 0

7 6 1 0

7 9 1 0

9 10 2 0

9 14 1 0

10 11 1 0

15 14 1 0

15 16 1 0

14 13 2 0

11 12 2 0

13 12 1 0

16 17 2 0

3 18 1 0

4 19 1 6

5 20 1 0

5 21 1 0

6 22 1 0

6 23 1 0

10 24 1 0

11 25 1 0

12 26 1 0

13 27 1 0

15 28 1 0

16 29 1 0

M END): 21 ms

reading 29 atoms

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Wikipedia	License
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Formula

C11H12N2O4

Net Charge

Average Mass

236.227

Monoisotopic Mass

236.07971

InChI

InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m0/s1

InChIKey

BYHJHXPTQMMKCA-QMMMGPOBSA-N

SMILES

C1=CC=C(C(C(C[C@@H](C(=O)O)N)=O)=C1)NC(=O)[H]

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

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

Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	N-formyl-L-kynurenine (CHEBI:30249) has functional parent L-kynurenine (CHEBI:16946) N-formyl-L-kynurenine (CHEBI:30249) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) N-formyl-L-kynurenine (CHEBI:30249) has role human metabolite (CHEBI:77746) N-formyl-L-kynurenine (CHEBI:30249) has role mouse metabolite (CHEBI:75771) N-formyl-L-kynurenine (CHEBI:30249) is a N-formylkynurenine (CHEBI:18377) N-formyl-L-kynurenine (CHEBI:30249) is a non-proteinogenic L-α-amino acid (CHEBI:83822) N-formyl-L-kynurenine (CHEBI:30249) is a non-proteinogenic amino acid derivative (CHEBI:83812) N-formyl-L-kynurenine (CHEBI:30249) is tautomer of N-formyl-L-kynurenine zwitterion (CHEBI:58629)

Incoming	5-hydroxy-N-formyl-L-kynurenine (CHEBI:36407) has functional parent N-formyl-L-kynurenine (CHEBI:30249) N-formyl-L-kynurenine zwitterion (CHEBI:58629) is tautomer of N-formyl-L-kynurenine (CHEBI:30249)

IUPAC Name

(2S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid

Synonyms	Sources
3-(2-formamidobenzoyl)-L-alanine	ChEBI
L-Formylkynurenine	KEGG COMPOUND
N'-formylkynurenine	ChemIDplus
N-Formyl-L-kynurenine	KEGG COMPOUND
N-Formylkynurenine	KEGG COMPOUND
N-formylkynurenine	ChemIDplus

Manual Xrefs	Databases
C00007605	KNApSAcK
C02700	KEGG COMPOUND
N'-Formylkynurenine	Wikipedia
NFK	PDBeChem
View more database links

Registry Number	Type	Source
1022-31-7	CAS Registry Number	KEGG COMPOUND

Citation

Goda K, Hisaoka M, Ueda T (1987)
Photoinduced electron transfer reaction from N-formyl-L-kynurenine and L-kynurenine to cytochrome C.
Biochemistry international 15, 635-643 [PubMed:2827682]
[show Abstract]

Last Modified

16 May 2024

CHEBI:30249 - N-formyl-L-kynurenine

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