MiMeDB: Showing metabocard for Norleucine (MMDBc0033204)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:38:57 UTC

Update Date

2024-10-13 08:19:31 UTC

Metabolite ID

MMDBc0033204

Metabolite Identification

Common Name

Norleucine

Description

L-Norleucine, also known as L-aminohexanoate or caprine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thus, L-norleucine is considered to be a fatty acid. L-Norleucine exists in all eukaryotes, ranging from yeast to plants to humans. L-Norleucine has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make L-norleucine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on L-Norleucine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-2-Aminohexanoic acid	ChEBI
2-Aminocaproic acid	ChEBI
2-Aminohexanoic acid	ChEBI
alpha-Aminocaproic acid	ChEBI
Caprine	ChEBI
Glycoleucine	ChEBI
L(+)-Norleucine	ChEBI
L-(+)-Norleucine	ChEBI
L-2-Aminohexanoate	ChEBI
L-2-Aminohexanoic acid	ChEBI
L-Aminohexanoate	ChEBI
L-Aminohexanoic acid	ChEBI
Nle	ChEBI
Norleucine	ChEBI
(S)-2-Aminohexanoate	Generator
2-Aminocaproate	Generator
2-Aminohexanoate	Generator
a-Aminocaproate	Generator
a-Aminocaproic acid	Generator
alpha-Aminocaproate	Generator
Α-aminocaproate	Generator
Α-aminocaproic acid	Generator
(S)-2-amino-Hexanoate	HMDB
(S)-2-amino-Hexanoic acid	HMDB
(S)-Aminohexanoate	HMDB
(S)-Aminohexanoic acid	HMDB
(S)-Norleucine	HMDB
L-Isomer norleucine	MeSH, HMDB
Norleucine, L isomer	MeSH, HMDB
Norleucine, L-isomer	MeSH, HMDB
2S-Amino-hexanoate	Generator, HMDB

Molecular Formula

C₆H₁₃NO₂

Average Mass

131.1729

Monoisotopic Mass

131.094628665

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

327-57-1

SMILES

Not Available

InChI Identifier

InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1

InChI Key

LRQKBLKVPFOOQJ-YFKPBYRVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acid
Fatty acyl
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:18347 )
2-aminohexanoic acid (CHEBI:18347 )
Amino fatty acids (C01933 )
Amino fatty acids (LMFA01100042 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Platelet
Testis
Urine

Tissue Locations

Platelet
Testis

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

Metabolic Reactions

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	1	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.0065	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	19309105
Human Platelet	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Blood	Detected but not Quantified						HMDB

External Links

HMDB ID

HMDB0001645

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Norleucine

METLIN ID

6334

PubChem Compound

21236

PDB ID

Not Available

ChEBI ID

18347

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Norleucine (MMDBc0033204)

MOL for #<Metabolite:0x00007f46e749f950>

3D MOL for #<Metabolite:0x00007f46e749f950>

3D SDF for #<Metabolite:0x00007f46e749f950>

3D-SDF for #<Metabolite:0x00007f46e749f950>

PDB for #<Metabolite:0x00007f46e749f950>

3D PDB for #<Metabolite:0x00007f46e749f950>

SMILES for #<Metabolite:0x00007f46e749f950>

INCHI for #<Metabolite:0x00007f46e749f950>

Structure for #<Metabolite:0x00007f46e749f950>

3D Structure for #<Metabolite:0x00007f46e749f950>