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

ChEBI > Main

CHEBI:30249 - N-formyl-L-kynurenine

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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:CB14796928, ChemicalBook:CB34867000, ChemicalBook:CB6280105, eMolecules:514487, Selleckchem:Glutamine, ZINC000001532526

Download	Molfile XML SDF

more structures >>

call loadScript javascripts\jsmol\core\package.js

call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode

call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js

Jmol JavaScript applet jmolApplet0_object__459497985797855__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__459497985797855__)

call loadScript javascripts\jsmol\core\corestate.z.js

viewerOptions:

{ "name":"jmolApplet0_object","applet":true,"documentBase":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:6215","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__459497985797855__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"459497985797855","bgcolor":"#000" }

Jmol Version: 13.2.7 $Date: 2013-10-01 11:35:15 -0500 (Tue, 01 Oct 2013) $

java.vendor: j2s

java.version: 0.0

os.name: j2s

Access: ALL

memory: 0.0/0.0

processors available: 1

useCommandThread: false

appletId:jmolApplet0_object (signed)

starting HoverWatcher_1

getValue emulate = null

defaults = "Jmol"

getValue boxbgcolor = null

getValue bgcolor = #000

backgroundColor = "#000"

getValue ANIMFRAMECallback = null

getValue APPLETREADYCallback = Jmol._readyCallback

APPLETREADYCallback = "Jmol._readyCallback"

getValue ATOMMOVEDCallback = null

getValue CLICKCallback = null

getValue ECHOCallback = null

getValue ERRORCallback = null

getValue EVALCallback = null

getValue HOVERCallback = null

getValue LOADSTRUCTCallback = null

getValue MEASURECallback = null

getValue MESSAGECallback = null

getValue MINIMIZATIONCallback = null

getValue PICKCallback = null

getValue RESIZECallback = null

getValue SCRIPTCallback = null

getValue SYNCCallback = null

getValue STRUCTUREMODIFIEDCallback = null

getValue doTranslate = null

language=en_US

getValue popupMenu = null

getValue script = null

Jmol applet jmolApplet0_object__459497985797855__ ready

call loadScript javascripts\jsmol\core\corescript.z.js

call loadScript javascripts\jsmol\J\script\FileLoadThread.js

starting QueueThread0_2

script 1 started

starting HoverWatcher_3

starting HoverWatcher_4

The Resolver thinks Mol

NFK - Ideal conformer

RDKit 3D

starting HoverWatcher_5

Time for openFile(NFK - Ideal conformer

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): 26 ms

reading 29 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

29 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Glutamine (symbol Gln or Q) is an α-amino acid that is used in the biosynthesis of proteins. Its side chain is similar to that of glutamic acid, except the carboxylic acid group is replaced by an amide. It is classified as a charge-neutral, polar amino acid. It is non-essential and conditionally essential in humans, meaning the body can usually synthesize sufficient amounts of it, but in some instances of stress, the body's demand for glutamine increases, and glutamine must be obtained from the diet. It is encoded by the codons CAA and CAG. It is named after glutamic acid, which in turn is named after its discovery in cereal proteins, gluten. In human blood, glutamine is the most abundant free amino acid. The dietary sources of glutamine include especially the protein-rich foods like beef, chicken, fish, dairy products, eggs, vegetables like beans, beets, cabbage, spinach, carrots, parsley, vegetable juices and also in wheat, papaya, Brussels sprouts, celery, kale and fermented foods like miso. The one-letter symbol Q for glutamine was assigned in alphabetical sequence to N for asparagine, being larger by merely one methylene –CH2– group. Note that P was used for proline, and O was avoided due to similarity with D. The mnemonic Qlutamine was also proposed.
Read full article at Wikipedia

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

Last Modified

16 May 2024

CHEBI:30249 - N-formyl-L-kynurenine

ChEBI is part of the ELIXIR infrastructure