1,5-Decanolide (YMDB01579)

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Identification

YMDB ID

YMDB01579

Name

1,5-Decanolide

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

delta-Decalactone, also known as 5-decanolide or δ-amylvalerolactone, belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Thus, delta-decalactone is considered to be a fatty ester. Based on a literature review a significant number of articles have been published on delta-Decalactone.

Structure

MOL SDF PDB SMILES InChI

Synonyms

.delta.-Amylvalerolactone
2H-Pyran-2-one, tetrahydro-6-pentyl-
5-Decanolide
5-Hydroxydecanoic acid «
5-Hydroxydecanoic lactone
5-Pentyl-5-pentanolide
6-Pentyltetrahydro-2H-pyran-2-one
decan-5-olide
Decanoic acid, 5-hydroxy-, «
Decanolide-1,5
delta-Decalactone
5-Hydroxydecanoic acid delta-lactone
6-Pentylvalerolactone
delta-Amylvalerolactone
5-Hydroxydecanoate delta-lactone
5-Hydroxydecanoate δ-lactone
5-Hydroxydecanoic acid δ-lactone
Δ-amylvalerolactone
Δ-decalactone
(+/-)-5-decanolide
(+/-)-6-pentyltetrahydro-2H-pyran-2-one
(+/-)-delta-pentyl-delta-valerolactone
5-Amyl-5-hydroxypentanoic acid lactone
5-Decalactone
5-Decanolide (laquo deltaraquo -decalactone)
5-Hydroxydecanoic acid lactone
5-Hydroxydecanoic acid laquo deltaraquo -lactone
Amyl-delta-valerolactone
Amyl-laquo deltaraquo -valerolactone
D-Decalactone
Decanoic acid, 5-hydroxy-, laquo deltaraquo -lactone
delta-Decanolactone
delta-Pentyl-delta-valerolactone
FEMA 2361
laquo deltaraquo -Amylvalerolactone
laquo deltaraquo -Decalactone
laquo deltaraquo -Decanolactone
laquo deltaraquo -Decanolide
LT laquo deltaraquo GT -Decalactone
tetrahydro-6-Pentyl-2H-pyran-2-one
5-Pentyl-δ-valerolactone

CAS number

705-86-2

Weight

Average: 170.2487
Monoisotopic: 170.13067982

InChI Key

GHBSPIPJMLAMEP-UHFFFAOYSA-N

InChI

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

IUPAC Name

6-pentyloxan-2-one

Traditional IUPAC Name

delta-decalactone

Chemical Formula

C₁₀H₁₈O₂

SMILES

CCCCCC1CCCC(=O)O1

Chemical Taxonomy

Description

belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
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

delta-lactone (CHEBI:87327 )
Lactones (LMFA07040028 )

Physical Properties

State

Solid

Charge

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	3.07	ALOGPS
logP	2.87	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	47.65 m³·mol⁻¹	ChemAxon
Polarizability	20.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006y-9000000000-ac2a38db48be894bcefb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006y-9000000000-ac2a38db48be894bcefb	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-054p-9200000000-4283f9517b8326841e44	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0900000000-3c39b7a149b7ba8485e4	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-052s-3900000000-42c0e919e06f752d329b	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-052s-3900000000-8e0e2851665ab93bd758	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-3c39b7a149b7ba8485e4	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-052s-3900000000-42c0e919e06f752d329b	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-11bf82b4dc2d02619d9f	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9300000000-779e83454acaf855ef9b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-e0b8ff2526444a9e77ea	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0900000000-68ca694b3df625447e8b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-4900000000-eee21863a417d6e9e7dc	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-c81b070c315fcda68fd2	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-efbd93a1a83feefc94df	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1900000000-9934ee91f9331ff1917d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9500000000-1747d0a806f5cceb5902	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-9500000000-cb09dd4b56ab03241d2c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9200000000-761645e1c27bffca7a20	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-625675dc767cf1aaf752	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	87327
HMDB ID	HMDB0037116
Pubchem Compound ID	12810
Kegg ID	Not Available
ChemSpider ID	12282
FOODB ID	FDB016109
Wikipedia ID	Δ-Decalactone
BioCyc ID	Not Available

Structure for #<Compound:0xae97f924>