MiMeDB: Showing metabocard for 8-Amino-7-oxononanoate (MMDBc0032872)

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 22:08:59 UTC

Update Date

2022-08-31 21:44:46 UTC

Metabolite ID

MMDBc0032872

Metabolite Identification

Common Name

8-Amino-7-oxononanoate

Description

8-amino-7-oxononanoate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 8-amino-8-oxononanoic is involved in biotin biosynthesis. Diaminopelargonic acid

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.596   6.311   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7    1    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9    6   12   13                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
8-Amino-7-oxononanoic acid	Kegg
7-Keto-8-aminopelargonic acid	Kegg
KAPA	Kegg
8-Amino-7-oxononanoate	Generator
7-Keto-8-aminopelargonate	Generator
1,2-Ethanediol	HMDB
a-hydro-W-Hydroxypoly(oxy-1,2-ethanediyl), 8ci	HMDB
Ethane-1,2-diol	HMDB
Ethylene alcohol	HMDB
Ethylene glycol	HMDB
Ethylene oxide polymer	HMDB
Glycol	HMDB
Glycol alcohol	HMDB
L-Glycol	HMDB
L-Glycols	HMDB
Miralax	HMDB
Monoethylene glycol	HMDB
MXE	HMDB
Poly(oxyethylene) glycol	HMDB
Polyethylene glycol 6000	HMDB
Polyethylene oxide	HMDB
KAPA CPD	MeSH

Molecular Formula

C₉H₁₇NO₃

Average Mass

187.2362

Monoisotopic Mass

187.120843415

IUPAC Name

8-amino-7-oxononanoic acid

Traditional Name

8-amino-7-oxononanoic acid

CAS Registry Number

4707-58-8

SMILES

CC(N)C(=O)CCCCCC(O)=O

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)

InChI Key

GUAHPAJOXVYFON-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
Alpha-aminoketone
Amino acid
Amino acid or derivatives
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino acid (CHEBI:15830 )
7-oxo monocarboxylic acid (CHEBI:15830 )
Oxo fatty acids (C01092 )
Oxo fatty acids (LMFA01060168 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.84 g/L	ALOGPS
logP	-2	ALOGPS
logP	-1.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	8.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.74 m³·mol⁻¹	ChemAxon
Polarizability	20.5 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-17c3ede7bedfb36ba628	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9200000000-e12b1dd57ad281415bd2	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-c0d0f13370273a3df977	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fml-4900000000-a1203fcd7273968a2bc8	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9200000000-32231d9309b57c1759b0	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1900000000-61f02dfff7555912934f	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-4900000000-35547c7e13e98cadcb2b	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aor-9200000000-a46fc341642be806eaca	2015-05-27	View Spectrum

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)	2025-10-23	331.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	212.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	198.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	288.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	256.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	237.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	956.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	609.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	296.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	186.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	387.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	161.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	98.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	266.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	558.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	87.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	227.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	686.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	688.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	8-Amino-7-oxononanoate_TMS_1	CC(N)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1796.72
Gas Chromatography	8-Amino-7-oxononanoate_TMS_2	CC(N)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1858.38
Gas Chromatography	8-Amino-7-oxononanoate_TMS_3	CC(N)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1678.99
Gas Chromatography	8-Amino-7-oxononanoate_TMS_4	CC(N[Si](C)(C)C)C(=O)CCCCCC(=O)O	standard non polar	2025-10-24	1941.62
Gas Chromatography	8-Amino-7-oxononanoate_TMS_5	CC(N)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2010.67
Gas Chromatography	8-Amino-7-oxononanoate_TMS_6	CC(N)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1813.63
Gas Chromatography	8-Amino-7-oxononanoate_TMS_7	CC(N[Si](C)(C)C)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2115.99
Gas Chromatography	8-Amino-7-oxononanoate_TMS_8	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1693.86
Gas Chromatography	8-Amino-7-oxononanoate_TMS_9	CC(N[Si](C)(C)C)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	2365.86
Gas Chromatography	8-Amino-7-oxononanoate_TMS_10	CC(C(=O)CCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2150.58
Gas Chromatography	8-Amino-7-oxononanoate_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	2247.03
Gas Chromatography	8-Amino-7-oxononanoate_TMS_12	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	2001.97
Gas Chromatography	8-Amino-7-oxononanoate_TMS_13	CC(C(=O)CCCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1328.3
Gas Chromatography	8-Amino-7-oxononanoate_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	1984.25
Gas Chromatography	8-Amino-7-oxononanoate_TMS_15	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	1910.04
Gas Chromatography	8-Amino-7-oxononanoate_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	1783.79
Gas Chromatography	8-Amino-7-oxononanoate_TMS_17	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	2711.58
Gas Chromatography	8-Amino-7-oxononanoate_TMS_1	CC(N)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	2286.03
Gas Chromatography	8-Amino-7-oxononanoate_TMS_2	CC(N)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2230.45
Gas Chromatography	8-Amino-7-oxononanoate_TMS_3	CC(N)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2422.12
Gas Chromatography	8-Amino-7-oxononanoate_TMS_4	CC(N[Si](C)(C)C)C(=O)CCCCCC(=O)O	standard polar	2025-10-24	2080.35
Gas Chromatography	8-Amino-7-oxononanoate_TMS_5	CC(N)=C(CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1724.86
Gas Chromatography	8-Amino-7-oxononanoate_TMS_6	CC(N)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1918.41
Gas Chromatography	8-Amino-7-oxononanoate_TMS_7	CC(N[Si](C)(C)C)C(=O)CCCCCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	2299.79
Gas Chromatography	8-Amino-7-oxononanoate_TMS_8	CC(N[Si](C)(C)C)=C(CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2508.12
Gas Chromatography	8-Amino-7-oxononanoate_TMS_9	CC(N[Si](C)(C)C)C(=CCCCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2274.37
Gas Chromatography	8-Amino-7-oxononanoate_TMS_10	CC(C(=O)CCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2015.02
Gas Chromatography	8-Amino-7-oxononanoate_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	1873.5
Gas Chromatography	8-Amino-7-oxononanoate_TMS_12	CC(N[Si](C)(C)C)C(=CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2259.26
Gas Chromatography	8-Amino-7-oxononanoate_TMS_13	CC(C(=O)CCCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1251.93
Gas Chromatography	8-Amino-7-oxononanoate_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	2361.75
Gas Chromatography	8-Amino-7-oxononanoate_TMS_15	CC(C(=CCCCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2263.03
Gas Chromatography	8-Amino-7-oxononanoate_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	2111.75
Gas Chromatography	8-Amino-7-oxononanoate_TMS_17	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	2257.37

Biological Properties

Cellular Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

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

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
Bacteria/Eubacteria	Proteobacteria	157	Human ; Human sputum; Human subgingival plaque; Human feces; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	103	Pig ; Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	112	Human feces; Human ; Human saliva; Human supragingival plaque; Human subgingival plaque; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	33	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	18	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016934

KNApSAcK ID

C00000758

Chemspider ID

Not Available

KEGG Compound ID

C01092

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Polyethylene glycol

METLIN ID

Not Available

PubChem Compound

173

PDB ID

Not Available

ChEBI ID

15830

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for 8-Amino-7-oxononanoate (MMDBc0032872)

MOL for #<Metabolite:0x00007f2e5067b3f0>

3D MOL for #<Metabolite:0x00007f2e5067b3f0>

3D SDF for #<Metabolite:0x00007f2e5067b3f0>

3D-SDF for #<Metabolite:0x00007f2e5067b3f0>

PDB for #<Metabolite:0x00007f2e5067b3f0>

3D PDB for #<Metabolite:0x00007f2e5067b3f0>

SMILES for #<Metabolite:0x00007f2e5067b3f0>

INCHI for #<Metabolite:0x00007f2e5067b3f0>

Structure for #<Metabolite:0x00007f2e5067b3f0>

3D Structure for #<Metabolite:0x00007f2e5067b3f0>