Showing Compound 6-(3-Hexenyl)tetrahydro-2H-pyran-2-one (FDB016978)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:46 UTC

Update date

2015-07-20 23:34:31 UTC

Primary ID

FDB016978

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

6-(3-Hexenyl)tetrahydro-2H-pyran-2-one

Description

6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, also known as 6-[(3Z)-hex-3-en-1-yl]oxan-2-one or (8Z)-5-hydroxy-8-undecenoate delta-lactone, belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. 6-(3-Hexenyl)tetrahydro-2H-pyran-2-one is a buttery, coconut, and creamy tasting compound. Based on a literature review very few articles have been published on 6-(3-Hexenyl)tetrahydro-2H-pyran-2-one.

CAS Number

68959-28-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3Z)-6-(3-Hexenyl)tetrahydro-2H-pyran-2-one	ChEBI
(3Z)-6-(Hex-3-en-1-yl)tetrahydro-2H-pyran-2-one	ChEBI
(8Z)-5-Hydroxy-8-undecenoic acid delta-lactone	ChEBI
(8Z)-5-Hydroxyundec-8-enoic acid delta-lactone	ChEBI
(Z)-6-(Hex-3-en-1-yl)tetrahydro-2H-pyran-2-one	ChEBI
6-[(3Z)-Hex-3-en-1-yl]oxan-2-one	ChEBI
cis-6-(3-Hexenyl)tetrahydro-2H-pyran-2-one	ChEBI
(8Z)-5-Hydroxy-8-undecenoate delta-lactone	Generator
(8Z)-5-Hydroxy-8-undecenoate δ-lactone	Generator
(8Z)-5-Hydroxy-8-undecenoic acid δ-lactone	Generator
(8Z)-5-Hydroxyundec-8-enoate delta-lactone	Generator
(8Z)-5-Hydroxyundec-8-enoate δ-lactone	Generator
(8Z)-5-Hydroxyundec-8-enoic acid δ-lactone	Generator
(Z)-6-(3-Hexenyl)tetrahydro-2H-pyran-2-one	HMDB
5-Hydroxy-8-undecenoic acid delta-lactone	HMDB
5-Hydroxy-cis-8-undecenoic acid lactone	HMDB
6-(3-Hexenyl)tetrahydro-(Z)-2H-pyran-2-one	HMDB
6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, 9ci, 8ci	HMDB
6-(3Z)-3-Hexen-1-yltetrahydro-2H-pyran-2-one	HMDB
6-(3Z)-3-hexenyltetrahydro-2H-Pyran-2-one	HMDB
FEMA 3758	HMDB
2H-Pyran-2-one, 6-(3-hexenyl)tetrahydro-, (Z)-	biospider
2H-Pyran-2-one, 6-(3Z)-3-hexen-1-yltetrahydro-	biospider
2H-Pyran-2-one, 6-(3Z)-3-hexenyltetrahydro-	biospider
6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, (Z)-	biospider
6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, 9CI, 8CI	db_source
6-(3Z)-3-Hexenyltetrahydro-2H-pyran-2-one	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	0.09 g/L	ALOGPS
logP	3.52	ALOGPS
logP	2.95	ChemAxon
logS	-3.3	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	53.37 m³·mol⁻¹	ChemAxon
Polarizability	21.25 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

C11H18O2

IUPAC name

6-[(3Z)-hex-3-en-1-yl]oxan-2-one

InChI Identifier

InChI=1S/C11H18O2/c1-2-3-4-5-7-10-8-6-9-11(12)13-10/h3-4,10H,2,5-9H2,1H3/b4-3-

InChI Key

UJHDFCVFLRPEJQ-ARJAWSKDSA-N

Isomeric SMILES

CC\C=C/CCC1CCCC(=O)O1

Average Molecular Weight

182.2594

Monoisotopic Molecular Weight

182.13067982

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

Not Available

Ontology

Food

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 72.49%; H 9.95%; O 17.56%	DFC
Melting Point	Not Available
Boiling Point	Bp12 166-166.5°	DFC
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	d254 0.98	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-9300000000-301829bfd980f5a27832	Spectrum
Predicted GC-MS	6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	6-(3-Hexenyl)tetrahydro-2H-pyran-2-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-b7136eab1fc2e1796bf7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9400000000-66fe918b0026b22ef3c4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9100000000-3f31ff00f0dc38ea2f0e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001r-0900000000-3efef6abd6778c1e300e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-2900000000-eba7106acd2693cae368	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-98fc097c50d64f485a1a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-7900000000-1a12bb981315135d5c8d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a5c-9300000000-6c3eb40601b1a182985f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-215067a61fcd2ed78dc1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-a744a40af5086c023243	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-4900000000-61476d5d118c2f78e59d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9800000000-e27dd16673ade2776cf3	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

20163339

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

20846226

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37829

CRC / DFC (Dictionary of Food Compounds) ID

KVO83-N:KVQ95-C

EAFUS ID

1786

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1000391

SuperScent ID

Not Available

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

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
creamy	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.
peach	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plum	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.
coconut	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
buttery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.