Showing Compound alpha-Terpinyl butanoate (FDB008758)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:14 UTC

Update date

2015-07-20 22:25:54 UTC

Primary ID

FDB008758

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

alpha-Terpinyl butanoate

Description

alpha-Terpineol butanoate, also known as a-terpineol butanoic acid, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on alpha-Terpineol butanoate.

CAS Number

2153-28-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
a-Terpineol butanoate	Generator
a-Terpineol butanoic acid	Generator
alpha-Terpineol butanoic acid	Generator
Α-terpineol butanoate	Generator
Α-terpineol butanoic acid	Generator
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butanoate	HMDB
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butyrate	HMDB
4-Terpinenyl ester OF N-butanoic acid	HMDB
alpha -Terpinyl butyrate	HMDB
alpha -Terpinyl ester OF N-butanoic acid	HMDB
alpha-Terpinyl butyrate	HMDB
Butyric acid, P-menth-1-en-8-yl ester	HMDB
FEMA 3049	HMDB
P-Menth-1-en-8-yl butyrate	HMDB
Terpinyl butyrate	HMDB
Terpinyl N-butyrate	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl butanoic acid	Generator
a-Terpinyl butanoate	Generator
a-Terpinyl butanoic acid	Generator
alpha-Terpinyl butanoic acid	Generator
Α-terpinyl butanoate	Generator
Α-terpinyl butanoic acid	Generator
α-Terpinyl butyrate	biospider
α-Terpinyl ester of n-butanoic acid	biospider
4-Terpinenyl ester of n-butanoic acid	biospider
alpha-Terpinyl butanoate	manual
Butyric acid, p-menth-1-en-8-yl ester	biospider
p-Menth-1-en-8-yl butyrate	biospider
Terpinyl n-butyrate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	4.58	ALOGPS
logP	3.76	ChemAxon
logS	-3.7	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	5	ChemAxon
Refractivity	66.84 m³·mol⁻¹	ChemAxon
Polarizability	27.16 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

C14H24O2

IUPAC name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl butanoate

InChI Identifier

InChI=1S/C14H24O2/c1-5-6-13(15)16-14(3,4)12-9-7-11(2)8-10-12/h7,12H,5-6,8-10H2,1-4H3

InChI Key

LWKWNIYBQLKBMQ-UHFFFAOYSA-N

Isomeric SMILES

CCCC(=O)OC(C)(C)C1CCC(C)=CC1

Average Molecular Weight

224.3392

Monoisotopic Molecular Weight

224.177630012

Classification

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Subcellular:

Source:

Biological:

Animal

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 74.95%; H 10.78%; O 14.26%	DFC
Melting Point	Not Available
Boiling Point	Bp 246°	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	d 0.94	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	alpha-Terpinyl butanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0077-9200000000-eecaa99639f37fe503c6	Spectrum
Predicted GC-MS	alpha-Terpinyl butanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	alpha-Terpinyl butanoate, 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	splash10-004i-6690000000-18e23954f646056bc38c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05ia-9400000000-1e77ea2b2a80ba65c88b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfu-9200000000-33074324188a95cea216	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-2590000000-7f5a2adfdf0ea3438861	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-5930000000-7fe8a6ba8e4a4ed2874f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f79-7900000000-e886894ff9529f13e593	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-2950000000-6c17088bf7b6db3031dd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9610000000-8c9f4fe33e9f7224541a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-7900000000-e3c71259e4a0a8cf724b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9800000000-369dd6be054b743f246a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001d-9400000000-d3af28b9540669ac1d14	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-9dd84134104a4f67834b	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

502793

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

578423

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32053

CRC / DFC (Dictionary of Food Compounds) ID

JQJ06-Z:DVY19-X

EAFUS ID

3613

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

rw1034831

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
sour	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rosemary	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.
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.