MiMeDB: Showing metabocard for N'-Formylkynurenine (MMDBc0032949)

Human

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:32 UTC

Update Date

2025-01-15 18:46:53 UTC

Metabolite ID

MMDBc0032949

Metabolite Identification

Common Name

N'-Formylkynurenine

Description

Plays an especially improtant role in photobiological responses. The excited states of N-formylkynurenine react to produce hydroxyl radicals.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₁₁H₁₂N₂O₄

Average Mass

236.224

Monoisotopic Mass

236.0797069

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

1022-31-7

SMILES

Not Available

InChI Identifier

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)

InChI Key

BYHJHXPTQMMKCA-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	459.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	268.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	159.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	307.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	244.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	262.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	648.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	676.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	560.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	149.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	354.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	164.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	72.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	349.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	460.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	48.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	202.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	873.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	655.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	N'-Formylkynurenine_TMS_1	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1NC=O	standard non polar	2025-10-24	1359.13
Gas Chromatography	N'-Formylkynurenine_TMS_2	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1NC=O)C(=O)O	standard non polar	2025-10-24	2411.52
Gas Chromatography	N'-Formylkynurenine_TMS_3	C[Si](C)(C)N(C=O)C1=CC=CC=C1C(=O)CC(N)C(=O)O	standard non polar	2025-10-24	1947.61
Gas Chromatography	N'-Formylkynurenine_TMS_4	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1NC=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2063.29
Gas Chromatography	N'-Formylkynurenine_TMS_5	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C	standard non polar	2025-10-24	1939.44
Gas Chromatography	N'-Formylkynurenine_TMS_6	C[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1NC=O)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1860.31
Gas Chromatography	N'-Formylkynurenine_TMS_7	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2302.52
Gas Chromatography	N'-Formylkynurenine_TMS_8	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1993.22
Gas Chromatography	N'-Formylkynurenine_TMS_9	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1904.22
Gas Chromatography	N'-Formylkynurenine_TMS_10	C[Si](C)(C)N(C=O)C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	899.621
Gas Chromatography	N'-Formylkynurenine_TMS_11	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1853.02
Gas Chromatography	N'-Formylkynurenine_TMS_1	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1NC=O	standard polar	2025-10-24	1981.09
Gas Chromatography	N'-Formylkynurenine_TMS_2	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1NC=O)C(=O)O	standard polar	2025-10-24	1433.37
Gas Chromatography	N'-Formylkynurenine_TMS_3	C[Si](C)(C)N(C=O)C1=CC=CC=C1C(=O)CC(N)C(=O)O	standard polar	2025-10-24	1975.71
Gas Chromatography	N'-Formylkynurenine_TMS_4	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1NC=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	3224.73
Gas Chromatography	N'-Formylkynurenine_TMS_5	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C	standard polar	2025-10-24	2218.3
Gas Chromatography	N'-Formylkynurenine_TMS_6	C[Si](C)(C)N(C(CC(=O)C1=CC=CC=C1NC=O)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2030.6
Gas Chromatography	N'-Formylkynurenine_TMS_7	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1971.2
Gas Chromatography	N'-Formylkynurenine_TMS_8	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1403.97
Gas Chromatography	N'-Formylkynurenine_TMS_9	C[Si](C)(C)NC(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2672.41
Gas Chromatography	N'-Formylkynurenine_TMS_10	C[Si](C)(C)N(C=O)C1=CC=CC=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1709.39
Gas Chromatography	N'-Formylkynurenine_TMS_11	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1946.91

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191994	Kynureninase	Unknown	Q16719	Homo sapiens
MMDBp0192103	Indoleamine 2,3-dioxygenase 1	Unknown	P14902	Homo sapiens
MMDBp0194173	Kynurenine formamidase	Unknown	Q63HM1	Homo sapiens
MMDBp0194191	Indoleamine 2,3-dioxygenase 2	Unknown	Q6ZQW0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Anti-inflammatory pathway
Viral Sepsis

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019603	N'-Formylkynurenine	Formic acid	Kynurenine formamidase	Amide hydrolysis	PathBank	31602464
MMDBr0019604	L-Tryptophan	N'-Formylkynurenine	Indoleamine 2,3-dioxygenase	Oxygenation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Proteobacteria	30	Human feces; Human sputum; Human	Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	32	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	6	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	3	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

Not Available

General References

Wong PW, Forman P, Tabahoff B, Justice P: A defect in tryptophan metabolism. Pediatr Res. 1976 Aug;10(8):725-30. doi: 10.1203/00006450-197608000-00005. [PubMed:133325 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for N'-Formylkynurenine (MMDBc0032949)

MOL for #<Metabolite:0x00007f9ad4872c08>

3D MOL for #<Metabolite:0x00007f9ad4872c08>

3D SDF for #<Metabolite:0x00007f9ad4872c08>

3D-SDF for #<Metabolite:0x00007f9ad4872c08>

PDB for #<Metabolite:0x00007f9ad4872c08>

3D PDB for #<Metabolite:0x00007f9ad4872c08>

SMILES for #<Metabolite:0x00007f9ad4872c08>

INCHI for #<Metabolite:0x00007f9ad4872c08>

Structure for #<Metabolite:0x00007f9ad4872c08>

3D Structure for #<Metabolite:0x00007f9ad4872c08>