MiMeDB: Showing metabocard for Allysine (MMDBc0032966)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:29:13 UTC

Update Date

2024-10-15 20:30:20 UTC

Metabolite ID

MMDBc0032966

Metabolite Identification

Common Name

Allysine

Description

Allysine, also known as 6-oxonorleucine, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Allysine exists in all eukaryotes, ranging from yeast to plants to humans. Allysine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Allysine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-5-formylvaleric acid	ChEBI
2-Aminoadipate 6-semialdehyde	ChEBI
6-Oxonorleucine	ChEBI
alpha-Aminoadipic acid delta-semialdehyde	ChEBI
alpha-Aminoadipic delta-semialdehyde	ChEBI
HCO-[CH2]3-CH(NH2)-COOH	ChEBI
2-Amino-5-formylvalerate	Generator
2-Aminoadipic acid 6-semialdehyde	Generator
a-Aminoadipate delta-semialdehyde	Generator
a-Aminoadipic acid delta-semialdehyde	Generator
alpha-Aminoadipate delta-semialdehyde	Generator
Α-aminoadipate δ-semialdehyde	Generator
Α-aminoadipic acid δ-semialdehyde	Generator
a-Aminoadipic delta-semialdehyde	Generator
Α-aminoadipic δ-semialdehyde	Generator
a-Aminoadipate δ-semialdehyde	Generator, HMDB
a-Aminoadipic acid δ-semialdehyde	Generator, HMDB
a-Aminoadipic δ-semialdehyde	Generator, HMDB
(2S)-2-amino-6-Oxohexanoate	HMDB
(2S)-2-amino-6-Oxohexanoic acid	HMDB
2-amino-Hexanedioate	HMDB
2-amino-Hexanedioic acid	HMDB
2-amino-Hexanedioic acid semialdhyde	HMDB
2-Aminoadipate semialdehyde	HMDB
2-Aminoadipate-6-semialdehyde	HMDB
5-Formyl-norvaline	HMDB
6-oxo-L-Norleucine	HMDB
6-oxo-Norleucine	HMDB
alpha-Aminoadipic semialdehyde	HMDB
L-2-Aminoadipate 6-semialdehyde	HMDB
L-6-Oxonorleucine	HMDB
L-Allysine	HMDB
2-Aminoadipic semialdehyde	MeSH, HMDB
alpha-AASA	MeSH, HMDB
alpha-Aminoadipate semialdehyde	MeSH, HMDB

Molecular Formula

C₆H₁₁NO₃

Average Mass

145.1564

Monoisotopic Mass

145.073893223

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

1962-83-0

SMILES

Not Available

InChI Identifier

InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)

InChI Key

GFXYTQPNNXGICT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:17027 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria

Biospecimen Locations

Blood
Feces
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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000142	Allysine	Aminoadipic acid	Not Available	VMH; KEGG	15865210
MMDBr0002085	Saccharopine	L-Glutamic acid	aminoadipate-semialdehyde synthase	VMH; KEGG	30371894
MMDBr0002583	Saccharopine	L-Glutamic acid	aminoadipate-semialdehyde synthase	VMH; KEGG	30371894
MMDBr0002614	Allysine	Aminoadipic acid	Not Available	VMH	2160277
MMDBr0003971	2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid	Allysine	Not Available	VMH	3443096 7759508 9763470
MMDBr0008454	Allysine	2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid	Not Available	VMH	30371894
MMDBr0010816	5-phosphonooxy-L-lysine	Allysine	5-phosphohydroxy-L-lysine phospho-lyase	VMH; KEGG	30371894
MMDBr0010977	Saccharopine	L-Glutamic acid	Not Available	VMH	30371894
MMDBr0011007	Allysine	Aminoadipic acid	Not Available	VMH	30371894

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	52	Human feces; Human stool; Human ; Human feces; pleural fluid plaque; bal; Human pleural fluid plaque	Metabolic reconstruction
Bacteria	Firmicutes	116	Human feces; Human ; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	20	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	1		Metabolic reconstruction
Bacteria	Bacteroidetes	43	Human feces; Human stool; Human saliva; Human ; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria	Fusobacteria	13	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human Urine	Detected and Quantified		1.6	28	umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Pyridoxine dependency with seizures (PDE)	HMDB	17068770
Human Blood	Detected and Quantified	<0.2			uM	Infant (0-1 year old)	Not Specified	Normal	HMDB	17068770
Human Urine	Detected and Quantified	<1			umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	HMDB	17068770

External Links

HMDB ID

HMDB0303320

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022519

KNApSAcK ID

C00051877

Chemspider ID

202

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

17027

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Chang YF, Ghosh P, Rao VV: L-pipecolic acid metabolism in human liver: L-alpha-aminoadipate delta-semialdehyde oxidoreductase. Biochim Biophys Acta. 1990 May 8;1038(3):300-5. doi: 10.1016/0167-4838(90)90241-7. [PubMed:2160277 ]
Wang L, Jil C, Xu Y, Xu J, Dai J, Wu Q, Wu M, Zou X, Sun L, Gu S, Xie Y, Mao Y: Cloning and characterization of a novel human homolog* of mouse U26, a putative PQQ-dependent AAS dehydrogenase. Mol Biol Rep. 2005 Mar;32(1):47-53. doi: 10.1007/s11033-003-2716-4. [PubMed:15865210 ]
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 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for Allysine (MMDBc0032966)

MOL for #<Metabolite:0x00007f46b8ebce58>

3D MOL for #<Metabolite:0x00007f46b8ebce58>

3D SDF for #<Metabolite:0x00007f46b8ebce58>

3D-SDF for #<Metabolite:0x00007f46b8ebce58>

PDB for #<Metabolite:0x00007f46b8ebce58>

3D PDB for #<Metabolite:0x00007f46b8ebce58>

SMILES for #<Metabolite:0x00007f46b8ebce58>

INCHI for #<Metabolite:0x00007f46b8ebce58>

Structure for #<Metabolite:0x00007f46b8ebce58>

3D Structure for #<Metabolite:0x00007f46b8ebce58>