Showing Compound 4-(4-Acetoxyphenyl)-2-butanone (FDB011678)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:46 UTC

Update date

2015-07-20 22:42:34 UTC

Primary ID

FDB011678

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-(4-Acetoxyphenyl)-2-butanone

Description

Cuelure belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Cuelure is a berry, blueberry, and jam tasting compound. Based on a literature review a small amount of articles have been published on Cuelure.

CAS Number

3572-06-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Hexadecanesulfonyl fluoride	HMDB
1-HEXADECYLsulfonyl fluoride	HMDB
2-Butanone, 4-(P-hydroxyphenyl)-, acetate	HMDB
4-(3-Oxobutyl)phenyl acetate	HMDB
4-(4-Acetoxyphenyl)-2-butanone	HMDB
4-(P-ACETOXYPHENYL)-2-butanone	HMDB, MeSH
4-(P-Hydroxyphenyl)-2-butanone, acetate	HMDB
4-[4-(Acetyloxy)phenyl]-2-butanone	HMDB
Acetate OF 4-(hydroxyphenyl)-2-butanone	HMDB
Cue-lure	HMDB, MeSH
FEMA 3652	HMDB
HDSF	HMDB
P-(3-Oxobutyl)phenyl acetate	HMDB
Para-(2-acetylethyl)phenyl acetate	HMDB
Pherocon QFF	HMDB
Q-Lure	HMDB
4-(3-Oxobutyl)phenyl acetic acid	Generator
4-(p-Acetoxyphenyl)-2-butanone	manual
Cuelure	db_source
p-(3-Oxobutyl)phenyl acetate	biospider
para-(2-Acetylethyl)phenyl acetate	biospider
Pherocon qff	HMDB
Q-lure	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	19.59	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.65 m³·mol⁻¹	ChemAxon
Polarizability	22.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H14O3

IUPAC name

4-(3-oxobutyl)phenyl acetate

InChI Identifier

InChI=1S/C12H14O3/c1-9(13)3-4-11-5-7-12(8-6-11)15-10(2)14/h5-8H,3-4H2,1-2H3

InChI Key

UMIKWXDGXDJQJK-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)CCC1=CC=C(OC(C)=O)C=C1

Average Molecular Weight

206.2378

Monoisotopic Molecular Weight

206.094294314

Classification

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Monocyclic benzene moiety
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 69.89%; H 6.84%; O 23.27%	DFC
Melting Point	Not Available
Boiling Point	Bp0.06 107.5-109.5°	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	Not Available
Refractive Index	n20D 1.5088	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-(4-Acetoxyphenyl)-2-butanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01oy-4900000000-6e739f42486a3851df66	Spectrum
Predicted GC-MS	4-(4-Acetoxyphenyl)-2-butanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	4-(4-Acetoxyphenyl)-2-butanone, 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	splash10-0a4r-0940000000-10d011f5ac46a90eab56	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00mt-1900000000-e6c32f7b26073aa86e47	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kbb-2900000000-9cab2b651bd9f2a77bc8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-0790000000-304b4b3f6b8fa377a711	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-3930000000-274cfd7faa069a09a911	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4j-7900000000-a19b8daa91338cb9837e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0930000000-8ff016f749893216bd32	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-41f6db6079c0a3bc5c42	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-3900000000-9cc8a3d70ae56feaac43	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-5590000000-c73c6639ad8c73999bce	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-5940000000-1d8ba9f0756d9ba85c9d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9700000000-1d60825f91ec17262e09	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

18057

ChEMBL ID

CHEMBL3187562

KEGG Compound ID

Not Available

Pubchem Compound ID

19137

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33594

CRC / DFC (Dictionary of Food Compounds) ID

GZX39-H:GXZ00-L

EAFUS ID

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

rw1037261

SuperScent ID

19137

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
berry	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.
jam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
raspberry	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
blueberry	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.