MiMeDB: Showing metabocard for gamma-Decalactone (MMDBc0033643)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:57:10 UTC

Update Date

2024-09-28 05:16:22 UTC

Metabolite ID

MMDBc0033643

Metabolite Identification

Common Name

gamma-Decalactone

Description

xi-5-Hexyldihydro-2(3H)-furanone, also known as 4-decanolide or gamma-decanolactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. xi-5-Hexyldihydro-2(3H)-furanone has been detected, but not quantified in, fruits. This could make XI-5-hexyldihydro-2(3H)-furanone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on xi-5-Hexyldihydro-2(3H)-furanone.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Decanolide	ChEBI
4-Hexyl-gamma-butyrolactone	ChEBI
4-Hydroxydecanoic acid gamma-lactone	ChEBI
5-Hexyldihydro-2(3H)-furanone	ChEBI
5-Hexyloxolan-2-one	ChEBI
5-Hexyltetrahydro-2-furanone	ChEBI
Decan-4-olide	ChEBI
gamma-Decanolactone	ChEBI
gamma-Hexyl-gamma-butyrolactone	ChEBI
gamma-N-Decalactone	ChEBI
gamma-N-Hexyl-gamma-butyrolactone	ChEBI
4-Hexyl-g-butyrolactone	Generator
4-Hexyl-γ-butyrolactone	Generator
4-Hydroxydecanoate g-lactone	Generator
4-Hydroxydecanoate gamma-lactone	Generator
4-Hydroxydecanoate γ-lactone	Generator
4-Hydroxydecanoic acid g-lactone	Generator
4-Hydroxydecanoic acid γ-lactone	Generator
g-Decanolactone	Generator
Γ-decanolactone	Generator
g-Hexyl-g-butyrolactone	Generator
Γ-hexyl-γ-butyrolactone	Generator
g-N-Decalactone	Generator
Γ-N-decalactone	Generator
g-N-Hexyl-g-butyrolactone	Generator
Γ-N-hexyl-γ-butyrolactone	Generator
4-Hexyl-4-butanolide	HMDB
gamma-Lactone decanoic acid	HMDB
gamma-Decalactone	HMDB

Molecular Formula

C₁₀H₁₈O₂

Average Mass

170.2487

Monoisotopic Mass

170.13067982

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

706-14-9

SMILES

Not Available

InChI Identifier

InChI=1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3

InChI Key

IFYYFLINQYPWGJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

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

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Fruit	Rubus	FooDB	31437929
Plant	Plant	Vaccinium corymbosum	FooDB	31437929
Plant	Plant	Prunus armeniaca	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Fruit juice	Vaccinium myrtillus	FooDB	31437929
Plant	Leaves	Mentha x piperita	FooDB	31437929
Plant	Seed	Apium graveolens	FooDB	31437929
Plant	Root	Daucus carota ssp. sativus	FooDB	31437929
Plant	Fruit	Vaccinium myrtillus	FooDB	31437929
Plant	Fruit	Syzygium aromaticum	FooDB	31437929
Plant	Fruit	Opuntia	FooDB	31437929
Plant	Root	Daucus carota	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0037217

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016224

KNApSAcK ID

C00023984

Chemspider ID

12285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gamma-Decalactone

METLIN ID

Not Available

PubChem Compound

12813

PDB ID

Not Available

ChEBI ID

145740

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Loscos N, Hernandez-Orte P, Cacho J, Ferreira V: Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions. J Agric Food Chem. 2007 Aug 8;55(16):6674-84. doi: 10.1021/jf0702343. Epub 2007 Jul 7. [PubMed:17616208 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for gamma-Decalactone (MMDBc0033643)

MOL for #<Metabolite:0x0000559d00b45850>

3D MOL for #<Metabolite:0x0000559d00b45850>

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3D-SDF for #<Metabolite:0x0000559d00b45850>

PDB for #<Metabolite:0x0000559d00b45850>

3D PDB for #<Metabolite:0x0000559d00b45850>

SMILES for #<Metabolite:0x0000559d00b45850>

INCHI for #<Metabolite:0x0000559d00b45850>

Structure for #<Metabolite:0x0000559d00b45850>

3D Structure for #<Metabolite:0x0000559d00b45850>