MiMeDB: Showing metabocard for (S)-8-amino-7-oxononanoic acid (MMDBc0054107)

Microbial

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:53:11 UTC

Update Date

2024-10-13 07:55:23 UTC

Metabolite ID

MMDBc0054107

Metabolite Identification

Common Name

(S)-8-amino-7-oxononanoic acid

Description

8-Amino-7-oxononanoic acid, also known as 7-keto-8-aminopelargonic acid (7-KAP) or KAPA, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 8-Amino-7-oxononanoic acid has been identified in urine (PMID: 22409530 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₉H₁₇NO₃

Average Mass

187.2362

Monoisotopic Mass

187.120843415

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13)/t7-/m0/s1

InChI Key

GUAHPAJOXVYFON-ZETCQYMHSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected 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	331.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	212.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	198.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	288.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	256.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	237.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	956.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	609.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	296.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	186.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	387.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	161.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	98.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	266.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	558.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	87.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	227.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	686.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	688.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_1	C[C@H](N)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2488.43
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_2	CC(N)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	2017.9
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_3	C[C@H](N)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1975.38
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_4	C[C@H](N[Si](C)(C)C)C(=O)CCCCCC(=O)O	standard non polar	2025-10-24	1819.25
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_5	CC(N)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2433.55
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_6	C[C@H](N)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2267.1
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_7	C[C@H](N[Si](C)(C)C)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2353.9
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_8	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1786.73
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_9	C[C@H](N[Si](C)(C)C)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1636.03
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_10	C[C@@H](C(=O)CCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2009.58
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_11	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1982.11
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_12	C[C@H](N[Si](C)(C)C)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2051.08
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_13	C[C@@H](C(=O)CCCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2378.61
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_14	CC(=C(CCCCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1820.22
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_15	C[C@@H](C(=CCCCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1654.42
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_16	CC(=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1823.4
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_17	C[C@@H](C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1578.54
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_1	C[C@H](N)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	1631.37
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_2	CC(N)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2049.72
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_3	C[C@H](N)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	1992.77
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_4	C[C@H](N[Si](C)(C)C)C(=O)CCCCCC(=O)O	standard polar	2025-10-24	2172.85
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_5	CC(N)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1716.62
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_6	C[C@H](N)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1956.72
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_7	C[C@H](N[Si](C)(C)C)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	2617.66
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_8	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	1797.84
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_9	C[C@H](N[Si](C)(C)C)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	1671.52
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_10	C[C@@H](C(=O)CCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2743.96
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_11	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2506.68
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_12	C[C@H](N[Si](C)(C)C)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1635.3
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_13	C[C@@H](C(=O)CCCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2353.29
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_14	CC(=C(CCCCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1676.26
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_15	C[C@@H](C(=CCCCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2135.79
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_16	CC(=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2397.28
Gas Chromatography	(S)-8-amino-7-oxononanoic acid_TMS_17	C[C@@H](C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2106.37

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Human Pathways

Pathways

Name	SMPDB/PathBank
Acylcarnitine (8S)-8-amino-7-oxononanoylcarnitine

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
MMDBr0018044	L-Alanine	(S)-8-amino-7-oxononanoic acid	8-amino-7-oxononanoate synthase	Synthesis	PathBank	31602464
MMDBr0018045	S-Adenosylmethionine	7,8-Diaminononanoate	Adenosylmethionine-8-amino-7-oxononanoate aminotransferase	Amine group addition	PathBank	31602464
MMDBr0025050	L-Alanine	(S)-8-amino-7-oxononanoic acid	Putative 8-amino-7-oxononanoate synthase	Ligation; Synthesis	RHEA	34755880
MMDBr0025814	(S)-8-amino-7-oxononanoic acid	(7R,8S)-8-amino-7-(carboxyamino)nonanoic acid	(S)-8-amino-7-oxononanoate synthase BioU	Synthesis	RHEA	34755880
MMDBr0025816	(S)-8-amino-7-oxononanoic acid	Water	(S)-8-amino-7-oxononanoate synthase BioU	Synthesis	RHEA	34755880

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
Bacteria/Eubacteria	Firmicutes	5	Human ; Human feces
Bacteria/Eubacteria	Aquificae	1
Bacteria/Eubacteria	Proteobacteria	13	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool
Bacteria/Eubacteria	Actinobacteria	6	Cattle ; Human
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool
Archaea/Archaea	Euryarchaeota	1
Bacteria/Eubacteria	Cyanobacteria	1
Eukaryota/Fungi	Ascomycota	2
Bacteria/Eubacteria	Bacteroidetes	5	Human feces; Human ; Pig

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	22409530
Human Blood	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Zhang T, Creek DJ, Barrett MP, Blackburn G, Watson DG: Evaluation of coupling reversed phase, aqueous normal phase, and hydrophilic interaction liquid chromatography with Orbitrap mass spectrometry for metabolomic studies of human urine. Anal Chem. 2012 Feb 21;84(4):1994-2001. doi: 10.1021/ac2030738. Epub 2012 Feb 1. [PubMed:22409530 ]

Showing metabocard for (S)-8-amino-7-oxononanoic acid (MMDBc0054107)

MOL for #<Metabolite:0x00007fada6da8ee0>

3D MOL for #<Metabolite:0x00007fada6da8ee0>

3D SDF for #<Metabolite:0x00007fada6da8ee0>

3D-SDF for #<Metabolite:0x00007fada6da8ee0>

PDB for #<Metabolite:0x00007fada6da8ee0>

3D PDB for #<Metabolite:0x00007fada6da8ee0>

SMILES for #<Metabolite:0x00007fada6da8ee0>

INCHI for #<Metabolite:0x00007fada6da8ee0>

Structure for #<Metabolite:0x00007fada6da8ee0>

3D Structure for #<Metabolite:0x00007fada6da8ee0>