5-Aminopentanoate (BioCAD00000004747)

blood feces saliva urine liver

Metabolite Card

Formula: C5H11NO2 (117.079)
SMILES: NCCCCC(O)=O

Synonyms [en]

5-aminopentanoic acid; 5-aminopentanoate; 5-aminovaleric acid; DANVA; 5-AMINO-N-VALERIC ACID; 5-aminovalerate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Aminopentanoate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004747). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Aminopentanoic acid (or 5-aminovalerate) is a lysine degradation product. It can be produced both endogenously or through bacterial catabolism of lysine. 5-aminovalerate is formed via the following multi-step reaction: L-lysine leads to cadverine leads to L-piperideine leads 5-aminovalerate (PMID:405455). In other words it is a metabolite of cadaverine which is formed via the intermediate, 1-piperideine (PMID:6436440). Cadaverine is a foul-smelling diamine compound produced by protein hydrolysis during putrefaction of animal tissue. High levels of 5-aminovalerate in biofluids may indicate bacterial overgrowth or endogenous tissue necrosis. In most cases endogenous 5-aminovalerate is thought to be primarily a microbial metabolite produced by the gut or oral microflora, although it can be produced endogenously. 5-aminovalerate is a normal metabolite present in human saliva, with a tendency to elevated concentration in patients with chronic periodontitis. Bacterial contamination and decomposition of salivary proteins is primarily responsible for elevated salivary levels (PMID 3481959). Beyond being a general waste product, 5-aminovalerate is also believed to act as a methylene homologue of gamma-aminobutyric acid (GABA) and functions as a weak GABA agonist (PMID:4031870). It is also known as an antifibrinolytic amino acid analog and so it functions as a weak inhibitor of the blood clotting pathway (PMID:6703712). 5- aminovalerate is an in vivo substrate of 4-aminobutyrate:2-oxoglutarate aminotransferase (PMID:4031870). It can be found in Corynebacterium (PMID:27717386).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 660-88-8
  • PubChem: 138
  • PubChem: 3720
  • ChEBI: ChEBI:15887
  • ChEBI: ChEBI:356010
  • HMDB: HMDB0003355
  • HMDB: HMDB03355
  • LipidMaps: LMFA01100040
  • KEGG: C00431
  • BioCyc: 5-AMINOPENTANOATE
  • NCBI MeSH: 5-aminovaleric acid
  • RefMet: RM0139552
  • MoNA: BAF_UVA_POS000362
  • MoNA: BAF_UVA_POS000374
  • MoNA: BAF_UVA_POS000375
  • MoNA: BAF_UVA_POS000376
  • MoNA: CCMSLIB00000578027
  • MoNA: CCMSLIB00005463927
  • MoNA: CCMSLIB00005463928
  • MoNA: CCMSLIB00005463929
  • MoNA: CCMSLIB00005720467
  • MoNA: EMBL-MCF_spec128577
  • MoNA: EMBL_MCF_2_0_HRMS_Library000185
  • MoNA: EMBL_MCF_2_0_HRMS_Library000186
  • MoNA: EMBL_MCF_2_0_HRMS_Library000270
  • MoNA: FiehnHILIC000120
  • MoNA: FiehnLib000638
  • MoNA: FiehnLib000639
  • MoNA: FiehnLib000640
  • MoNA: GLS00074
  • MoNA: HMDB0003355_c_ms_1307
  • MoNA: HMDB0003355_ms_ms_2262
  • MoNA: HMDB0003355_ms_ms_2263
  • MoNA: HMDB0003355_ms_ms_2264
  • MoNA: JP011893
  • MoNA: KO000210
  • MoNA: KO000211
  • MoNA: KO000212
  • MoNA: KO002308
  • MoNA: KO002309
  • MoNA: KO002310
  • MoNA: KO002311
  • MoNA: KO002312
  • MoNA: MoNA002064
  • MoNA: MoNA002065
  • MoNA: MoNA002066
  • MoNA: MoNA010609
  • MoNA: MoNA010610
  • MoNA: MoNA010611
  • MoNA: MoNA010612
  • MoNA: MoNA010613
  • MoNA: MoNA010614
  • MoNA: MoNA024005
  • MoNA: MoNA024016
  • MoNA: MoNA032221
  • MoNA: MoNA032223
  • MoNA: MoNA032225
  • MoNA: MoNA034188
  • MoNA: MoNA034189
  • MoNA: MoNA034190
  • MoNA: MoNA037209
  • MoNA: MoNA037422
  • MoNA: MoNA037927
  • MoNA: OUF00072
  • MoNA: PR100327
  • MoNA: PR100762
  • MoNA: PS075501
  • MoNA: PS075502
  • MoNA: PS075503
  • MoNA: PS075504
  • MoNA: PT107550
  • MoNA: PT207550
  • Metlin: METLIN_6902
  • Coconut NaturalProduct: CNP0167970.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02273 3.5.1.30 5-aminopentanamide amidohydrolase
KEGG:R02274 2.6.1.48 5-aminopentanoate:2-oxoglutarate aminotransferase
KEGG:R02276 3.5.1.63 5-acetamidopentanoate amidohydrolase
KEGG:R02825 1.4.1.12 C00431<=>C00763
KEGG:R12215 1.2.1.19 5-aminopentanal:NAD+ 1-oxidoreductase
BioCyc:TRANS-RXN-384 5-aminopentanaote:H+ symport
BioCyc:VAGL-RXN 2.6.1.48 5-AMINOPENTANOATE + 2-KETOGLUTARATE<=>GLT + CPD-280
BioCyc:RXN0-7318 1.2.1.19 CPD-12763 + NAD + WATER --> 5-AMINOPENTANOATE + NADH + 2 PROTON
BioCyc:RXN-8243 2-KETO-6-AMINO-CAPROATE + HYDROGEN-PEROXIDE --> 5-AMINOPENTANOATE + CARBON-DIOXIDE + WATER
BioCyc:1.21.4.1-RXN 1.21.4.1 D-PROLINE + Reduced-PrdC-Proteins --> 5-AMINOPENTANOATE + Oxidized-PrdC-Proteins
BioCyc:AMVAL-RXN 3.5.1.- 5-ACETAMIDOVALERATE + WATER --> 5-AMINOPENTANOATE + ACET
BioCyc:5-AMINOPENTANAMIDASE-RXN 3.5.1.30 5-AMINOPENTANAMIDE + WATER --> 5-AMINOPENTANOATE + AMMONIUM
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

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