Showing Compound 3-Methyl-alpha-ionyl acetate (FDB016747)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:37 UTC

Update date

2015-07-20 23:32:14 UTC

Primary ID

FDB016747

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Methyl-alpha-ionyl acetate

Description

3-Methyl-alpha-ionyl acetate, also known as methyl-a-ionyl acetic acid or fema 3845, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on 3-Methyl-alpha-ionyl acetate.

CAS Number

68555-61-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetate	ChEBI
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetate	ChEBI
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetate	ChEBI
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetate	ChEBI
FEMA 3845	ChEBI
Methyl alpha-ionylacetate	ChEBI
Methyl-alpha-ionyl acetate	ChEBI
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetic acid	Generator
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetic acid	Generator
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetic acid	Generator
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetic acid	Generator
Methyl a-ionylacetate	Generator
Methyl a-ionylacetic acid	Generator
Methyl alpha-ionylacetic acid	Generator
Methyl α-ionylacetate	Generator
Methyl α-ionylacetic acid	Generator
Methyl-a-ionyl acetate	Generator
Methyl-a-ionyl acetic acid	Generator
Methyl-alpha-ionyl acetic acid	Generator
Methyl-α-ionyl acetate	Generator
Methyl-α-ionyl acetic acid	Generator
3-Methyl-a-ionyl acetate	Generator
3-Methyl-a-ionyl acetic acid	Generator
3-Methyl-alpha-ionyl acetic acid	Generator
3-Methyl-α-ionyl acetate	Generator
3-Methyl-α-ionyl acetic acid	Generator
a-Isomethylionyl acetate	HMDB
alpha-Isomethylionyl acetate	HMDB
(3E)-3-Methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetic acid	Generator
Isomethylionyl acetate, alpha-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	5.62	ALOGPS
logP	3.77	ChemAxon
logS	-3.8	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	76.52 m³·mol⁻¹	ChemAxon
Polarizability	29.43 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

C16H26O2

IUPAC name

(3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetate

InChI Identifier

InChI=1S/C16H26O2/c1-11-8-7-9-16(5,6)15(11)10-12(2)13(3)18-14(4)17/h8,10,13,15H,7,9H2,1-6H3/b12-10+

InChI Key

TYUPZTIJMKMYHL-ZRDIBKRKSA-N

Isomeric SMILES

CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C

Average Molecular Weight

250.3764

Monoisotopic Molecular Weight

250.193280076

Classification

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
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

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 76.75%; H 10.47%; O 12.78%	DFC
Melting Point	Not Available
Boiling Point	Bp1 90°	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	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	3-Methyl-alpha-ionyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01p6-9820000000-0b48363f97fa39a3df0b	Spectrum
Predicted GC-MS	3-Methyl-alpha-ionyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Methyl-alpha-ionyl acetate, 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	splash10-0udi-0690000000-52a8d9384e805728f065	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-3920000000-a3254e225133c0b0424f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fsi-9310000000-537d0fd25462bb225c05	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1190000000-c5dff820b4785015fa6f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4490000000-9c3406c3cfe8966b5591	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06r6-6910000000-ecba050f516e81b14d3a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f7c-1920000000-1b25528500ca04897633	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01bi-4900000000-797a7867013c8ef3a06d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9700000000-b1b5c398ee92e5511f06	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-2290000000-a7931d2e64e65058b836	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9300000000-c05cadaa265b92adf002	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-9e843328c1bcec52a520	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4942023

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

6437467

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37631

CRC / DFC (Dictionary of Food Compounds) ID

DHQ79-H:KSY37-F

EAFUS ID

1897

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

rw1046891

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
powdery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
violet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vetiver	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.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.