MiMeDB: Showing metabocard for Thioproline (MMDBc0000694)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:54 UTC

Update Date

2024-10-10 00:43:53 UTC

Metabolite ID

MMDBc0000694

Metabolite Identification

Common Name

Thioproline

Description

Thioproline (CAS: 444-27-9), also known as 1,3-thiazolidine-4-carboxylic acid or gamma-thioproline, 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. Thioproline has been identified in the human placenta (PMID: 32033212 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4R)-4-Thiazolidinecarboxylic acid	ChEBI
(R)-(-)-4-Thiazolidinecarboxylic acid	ChEBI
(R)-4-Thiazolidinecarboxylic acid	ChEBI
4-Thiaproline	ChEBI
gamma-Thioproline	ChEBI
L-Thiaproline	ChEBI
L-Thiazolidine-4-carboxylic acid	ChEBI
Thiazolidinecarboxylic acid	ChEBI
(4R)-4-Thiazolidinecarboxylate	Generator
(R)-(-)-4-Thiazolidinecarboxylate	Generator
(R)-4-Thiazolidinecarboxylate	Generator
g-Thioproline	Generator
Γ-thioproline	Generator
L-Thiazolidine-4-carboxylate	Generator
Thiazolidinecarboxylate	Generator
L-4-Thiazolidinecarboxylic acid	HMDB
gamma-Thiaproline	HMDB
Thiaproline	HMDB
Thiazolidine-4-carboxylic acid	HMDB
Heparegen	HMDB
Norgamem	HMDB
Thiazolidine-4-carboxylic acid, sodium salt	HMDB
Thiazolidine-4-carboxylic acid, (R)-isomer	HMDB
Thioproline	MeSH

Molecular Formula

C₄H₇NO₂S

Average Mass

133.169

Monoisotopic Mass

133.019749163

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1

InChI Key

DZLNHFMRPBPULJ-VKHMYHEASA-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
Thiazolidine
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Thioether
Hemithioaminal
Dialkylthioether
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

thiazolidinemonocarboxylic acid (CHEBI:45171 )
thioproline (CHEBI:45171 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Placenta
Urine

Tissue Locations

Placenta

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

Not Available

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	Firmicutes	3	Human stool; Human ; Human feces; Human sputum; Human subgingival plaque; Human saliva	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.26	0.46	umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	27012787
Human Urine	Detected and Quantified	0.28	0.69	umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	27012787
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Blood	Detected but not Quantified							HMDB

External Links

HMDB ID

HMDB0062164

DrugBank ID

DB02846

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1571

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

93176

PDB ID

Not Available

ChEBI ID

45171

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Thioproline (MMDBc0000694)

MOL for #<Metabolite:0x00007fdb3c153c80>

3D MOL for #<Metabolite:0x00007fdb3c153c80>

3D SDF for #<Metabolite:0x00007fdb3c153c80>

3D-SDF for #<Metabolite:0x00007fdb3c153c80>

PDB for #<Metabolite:0x00007fdb3c153c80>

3D PDB for #<Metabolite:0x00007fdb3c153c80>

SMILES for #<Metabolite:0x00007fdb3c153c80>

INCHI for #<Metabolite:0x00007fdb3c153c80>

Structure for #<Metabolite:0x00007fdb3c153c80>

3D Structure for #<Metabolite:0x00007fdb3c153c80>