Showing Compound 4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone (FDB015045)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:37 UTC

Update date

2015-07-20 23:14:09 UTC

Primary ID

FDB015045

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone

Description

4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone 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. 4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone is a buttered, coconut, and cookies tasting compound. Based on a literature review a significant number of articles have been published on 4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone.

CAS Number

70851-61-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(e)-3-hexenyldihydro-5-Methylfuran-2(3H)-one	HMDB
(e)-3-Hexenyldihydro-5-methylfuran-2(3H)-one	HMDB
(Z)-4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone	manual
(Z)-5-Hex-3-enyldihydro-5-methylfuran-2(3H)-one	HMDB
(Z)-dihydro-5-(3-Hexenyl)-5-methyl-2(3H)-furanone	HMDB
(Z)-Dihydro-5-(3-hexenyl)-5-methyl-2(3H)-furanone	biospider
(±)-(Z)-5-(3-Hexenyl)dihydro-5-methyl-2(3H)-furanone	manual
2(3H)-Furanone, 5-(3-hexenyl)dihydro-5-methyl-, (Z)-	biospider
2(3H)-Furanone, 5-(3Z)-3-hexen-1-yldihydro-5-methyl-	biospider
2(3H)-Furanone, 5-(3Z)-3-hexenyldihydro-5-methyl-	biospider

Showing 1 to 10 of 28 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.49	ALOGPS
logP	2.79	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-7.1	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	53.41 m³·mol⁻¹	ChemAxon
Polarizability	21.46 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

5-[(3E)-hex-3-en-1-yl]-5-methyloxolan-2-one

InChI Identifier

InChI=1S/C11H18O2/c1-3-4-5-6-8-11(2)9-7-10(12)13-11/h4-5H,3,6-9H2,1-2H3/b5-4+

InChI Key

NIKDJTTZUYNCMM-SNAWJCMRSA-N

Isomeric SMILES

CC\C=C\CCC1(C)CCC(=O)O1

Average Molecular Weight

182.2594

Monoisotopic Molecular Weight

182.13067982

Classification

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

Ontology

Food

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp 150°	DFC
Charge	Not Available
Density	d254 0.97	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-9400000000-062b1bd89073c1bebc0f	Spectrum
Predicted GC-MS	4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone, 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-e1feaf1415baaa6f40ad	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0159-8900000000-fc9a94eded9408bf008d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9000000000-673a45fd5d459e510f21	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-cc228963f405c98822fd	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-0900000000-b9f0e7c95bfea91f4ba3	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-15783979a197ae6bbcde	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00m3-7900000000-d766cb4efa333e821677	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9300000000-1a6623cdeed4f7db2cbc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0arc-9100000000-e986c2d30ee547a482d9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f02f4eb4992197e2506e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-2900000000-475d73911d9fd974b83b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0un9-6900000000-951c4fc0f2b2ef919eae	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4941076

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

6436439

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36191

CRC / DFC (Dictionary of Food Compounds) ID

JXS87-O:JXY67-M

EAFUS ID

1758

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

rw1024111

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
buttered	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.
cookies	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin	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.
painty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.