Showing Compound 5-Pentyl-delta-valerolactone (FDB016109)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:14 UTC

Update date

2019-11-26 03:12:45 UTC

Primary ID

FDB016109

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5-Pentyl-delta-valerolactone

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. delta-Decalactone is a sweet, apricot, and butter tasting compound. delta-Decalactone has been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), fats and oils, fruits, coconuts (Cocos nucifera), and blackberries (Rubus). This could make delta-decalactone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on delta-Decalactone.

CAS Number

705-86-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
5-Decanolide	ChEBI
5-Hydroxydecanoic acid delta-lactone	ChEBI
6-Pentyltetrahydro-2H-pyran-2-one	ChEBI
6-Pentylvalerolactone	ChEBI
delta-Amylvalerolactone	ChEBI
5-Hydroxydecanoate delta-lactone	Generator
5-Hydroxydecanoate δ-lactone	Generator
5-Hydroxydecanoic acid δ-lactone	Generator
Δ-amylvalerolactone	Generator
Δ-decalactone	Generator
(+/-)-5-decanolide	HMDB
(+/-)-6-pentyltetrahydro-2H-pyran-2-one	HMDB
(+/-)-delta-pentyl-delta-valerolactone	HMDB
5-Amyl-5-hydroxypentanoic acid lactone	HMDB
5-Decalactone	HMDB
5-Decanolide (laquo deltaraquo -decalactone)	HMDB
5-Hydroxydecanoic acid lactone	HMDB
5-Hydroxydecanoic acid laquo deltaraquo -lactone	HMDB
5-Hydroxydecanoic lactone	HMDB
5-Pentyl-5-pentanolide	HMDB
Amyl-delta-valerolactone	HMDB
Amyl-laquo deltaraquo -valerolactone	HMDB
D-Decalactone	HMDB
Decan-5-olide	HMDB
Decanoic acid, 5-hydroxy-, laquo deltaraquo -lactone	HMDB
Decanolide-1,5	HMDB
delta-Decanolactone	HMDB
delta-Pentyl-delta-valerolactone	HMDB
FEMA 2361	HMDB
laquo deltaraquo -Amylvalerolactone	HMDB
laquo deltaraquo -Decalactone	HMDB
laquo deltaraquo -Decanolactone	HMDB
laquo deltaraquo -Decanolide	HMDB
LT laquo deltaraquo GT -Decalactone	HMDB
tetrahydro-6-Pentyl-2H-pyran-2-one	HMDB
delta-Decalactone	ChEBI
5-Pentyl-δ-valerolactone	Generator
(+/-)-5-Decanolide	biospider
(+/-)-6-Pentyltetrahydro-2H-pyran-2-one	biospider
(+/-)-delta-Pentyl-delta-valerolactone	biospider
«delta»-Amylvalerolactone	biospider
«delta»-Decalactone	biospider
«delta»-Decanolactone	biospider
«delta»-Decanolide	biospider
<«delta»>-decalactone	biospider
2H-Pyran-2-one, tetrahydro-6-pentyl-	biospider
5-Hydroxydecanoic acid «delta»-lactone	biospider
5-Pentyl-delta-valerolactone	manual
Amyl-«delta»-valerolactone	biospider
d-Decalactone	db_source
Decanoic acid, 5-hydroxy-, «delta»-lactone	biospider
Laquo deltaraquo -amylvalerolactone	HMDB
Laquo deltaraquo -decalactone	HMDB
Laquo deltaraquo -decanolactone	HMDB
Laquo deltaraquo -decanolide	HMDB
LT laquo deltaraquo gt -decalactone	HMDB
Tetrahydro-6-pentyl-2H-pyran-2-one	HMDB

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	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H18O2

IUPAC name

6-pentyloxan-2-one

InChI Identifier

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

InChI Key

GHBSPIPJMLAMEP-UHFFFAOYSA-N

Isomeric SMILES

CCCCCC1CCCC(=O)O1

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

Classification

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 70.55%; H 10.66%; O 18.80%	DFC
Melting Point	Not Available
Boiling Point	Boiling Pt : 117-120 oC at 2.00E-02 mm Hg
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	5-Pentyl-delta-valerolactone, non-derivatized, GC-MS Spectrum	splash10-006y-9000000000-ac2a38db48be894bcefb	Spectrum
GC-MS	5-Pentyl-delta-valerolactone, non-derivatized, GC-MS Spectrum	splash10-006y-9000000000-ac2a38db48be894bcefb	Spectrum
Predicted GC-MS	5-Pentyl-delta-valerolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-054p-9200000000-4283f9517b8326841e44	Spectrum
Predicted GC-MS	5-Pentyl-delta-valerolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0900000000-3c39b7a149b7ba8485e4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-052s-3900000000-42c0e919e06f752d329b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-052s-3900000000-8e0e2851665ab93bd758	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-3c39b7a149b7ba8485e4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-052s-3900000000-42c0e919e06f752d329b	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-11bf82b4dc2d02619d9f	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9300000000-779e83454acaf855ef9b	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-e0b8ff2526444a9e77ea	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0900000000-68ca694b3df625447e8b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-4900000000-eee21863a417d6e9e7dc	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-c81b070c315fcda68fd2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-efbd93a1a83feefc94df	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1900000000-9934ee91f9331ff1917d	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9500000000-1747d0a806f5cceb5902	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-9500000000-cb09dd4b56ab03241d2c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9200000000-761645e1c27bffca7a20	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-625675dc767cf1aaf752	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

12282

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

12810

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37116

CRC / DFC (Dictionary of Food Compounds) ID

KNX94-G:KNX94-G

EAFUS ID

828

Dr. Duke ID

DELTA-DECALACTONE

BIGG ID

Not Available

KNApSAcK ID

C00023985

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

705-86-2

GoodScent ID

rw1013411

SuperScent ID

12810

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
coconut	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
butter	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
creamy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
apricot	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
peach	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plum	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fresh	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dairy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.