MiMeDB: Showing metabocard for D-Proline (MMDBc0000242)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:41:03 UTC

Update Date

2024-10-15 17:59:32 UTC

Metabolite ID

MMDBc0000242

Metabolite Identification

Common Name

D-Proline

Description

D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva (PMID: 16480744 ). These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity (PMID: 1426150 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-Pyrrolidine-2-carboxylic acid	ChEBI
(R)-2-Carboxypyrrolidine	ChEBI
(R)-Pyrrolidine-2-carboxylic acid	ChEBI
D-Prolin	ChEBI
DPR	ChEBI
(2R)-Pyrrolidine-2-carboxylate	Generator
(R)-Pyrrolidine-2-carboxylate	Generator
R)-2-Carboxypyrrolidine	HMDB
R-Proline	HMDB
Proline	HMDB

Molecular Formula

C₅H₉NO₂

Average Mass

115.1305

Monoisotopic Mass

115.063328537

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

344-25-2

SMILES

Not Available

InChI Identifier

InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1

InChI Key

ONIBWKKTOPOVIA-SCSAIBSYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid
D-alpha-amino acid
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organopnictogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-alpha-amino acid (CHEBI:16313 )
proline (CHEBI:16313 )
Other amino acids (C00763 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Lysosome
Peroxisome

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
MMDBp0191877	D-amino-acid oxidase	Unknown	P14920	Homo sapiens
MMDBp0196275	Trans-L-3-hydroxyproline dehydratase	Enzyme	Q96EM0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000826	D-Proline	1-Pyrroline-2-carboxylic acid	D-amino-acid oxidase	VMH	16141519
MMDBr0008182	5-Aminopentanoic acid	Dihydrolipoate	Not Available	VMH	30371894
MMDBr0008198	L-Proline	D-Proline	Not Available	VMH	30371894
MMDBr0008225	D-Proline	5-Aminopentanoic acid	Not Available	VMH	30371894
MMDBr0008346	D-Proline	1-Pyrroline-2-carboxylic acid	Not Available	VMH	30371894
MMDBr0010647	D-Proline	1-Pyrroline-2-carboxylic acid	D-amino-acid oxidase	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	Euglenozoa	1		Microbial culture
Bacteria	Deinococcus-thermus	1		Microbial culture
Bacteria	Firmicutes	65	Human ; Human mucosa; Human feces; Human subgingival plaque; Human vaginal secretion; Goat feces; Sheep feces	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	32	Human feces; Human sputum; Human	Microbial culture; Metabolic reconstruction
Bacteria	Bacteroidetes	5	Human feces	Microbial culture; Metabolic reconstruction
Eukaryota	Euglenozoa	2	Goat blood	Microbial culture
Bacteria	Actinobacteria	8	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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						Adult (>18 years old)	Both	Autosomal dominant polycystic kidney disease (ADPKD)	HMDB	21389975
Human Blood	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0003411

DrugBank ID

DB02853

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023166

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

8988

PDB ID

Not Available

ChEBI ID

16313

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Showing metabocard for D-Proline (MMDBc0000242)

MOL for #<Metabolite:0x00007f46cbfde878>

3D MOL for #<Metabolite:0x00007f46cbfde878>

3D SDF for #<Metabolite:0x00007f46cbfde878>

3D-SDF for #<Metabolite:0x00007f46cbfde878>

PDB for #<Metabolite:0x00007f46cbfde878>

3D PDB for #<Metabolite:0x00007f46cbfde878>

SMILES for #<Metabolite:0x00007f46cbfde878>

INCHI for #<Metabolite:0x00007f46cbfde878>

Structure for #<Metabolite:0x00007f46cbfde878>

3D Structure for #<Metabolite:0x00007f46cbfde878>