Showing Compound Benzylideneacetone (FDB008255)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:59 UTC

Update date

2018-05-28 18:54:32 UTC

Primary ID

FDB008255

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Benzylideneacetone

Description

Benzylideneacetone, also known as trans-benzalacetone, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Benzylideneacetone is a sweet, almond, and anise tasting compound. Based on a literature review a significant number of articles have been published on Benzylideneacetone.

CAS Number

122-57-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Methyl trans-styryl ketone	ChEBI
trans-4-Phenyl-3-butene-2-one	ChEBI
trans-Benzalacetone	ChEBI
(3E)-4-Phenyl-3-buten-2-one	HMDB
(3E)-4-Phenylbut-3-en-2-one	HMDB
(e)-4-Phenyl-3-buten-2-one	HMDB
1-Buten-3-one-1-phenyl	HMDB
2-Phenylvinyl methyl ketone	HMDB
3-BUTEN,2-one,4-phenyl (trans) benzalacetone	HMDB
4-Phenyl-(e)-3-buten-2-one	HMDB
4-Phenyl-3-buten-2-one	HMDB
4-Phenyl-3-butene-2-one	HMDB
4-Phenylbut-3-en-2-one	HMDB
4-Phenylbutenone	HMDB
Acetocinnamone	HMDB
Benzalaceton	HMDB
Benzalacetone	HMDB
Benzilidene acetone	HMDB
Benzilideneacetone	HMDB
Benzylidene acetone	HMDB
Benzylideneacetone, (e)-isomer	HMDB
Benzylideneacetone, (Z)-isomer	HMDB
FEMA 2881	HMDB
Ghl.PD_Mitscher_leg0.147	HMDB
Ketone, methyl styryl	HMDB
Methyl 2-phenylvinyl ketone	HMDB
Methyl beta -styryl ketone	HMDB
Methyl beta-styryl ketone	HMDB
Methyl styryl acetone	HMDB
Methyl styryl ketone	HMDB
STYRYL methyl ketone	HMDB
T-Pbo	HMDB
TPBO	HMDB
trans-4-Phenyl-3-buten-2-one	HMDB
trans-4-Phenylbut-3-en-2-one	HMDB
trans-Benzylidenacetone	HMDB
trans-Benzylideneacetone	HMDB
Benzylideneacetone	MeSH
(3E)-4-phenylbut-3-en-2-one	biospider
(E)-4-Phenyl-3-buten-2-one	biospider
3-Buten-2-one, 4-phenyl-	biospider
3-Buten-2-one, 4-phenyl-, (E)-	biospider
3-BUTEN,2-ONE,4-PHENYL (TRANS) BENZALACETONE	biospider
Benzalaceton (german)	biospider
Benzylideneacetone, (z)-isomer	biospider
ghl.PD_Mitscher_leg0.147	biospider
Ketone, methyl STYRYL	biospider
Methyl β-STYRYL ketone	biospider
Methyl beta-STYRYL ketone	biospider
Methyl STYRYL acetone	biospider
Methyl trans-STYRYL ketone	biospider
T-pbo	biospider
Trans-benzalacetone	biospider
Trans-benzylidenacetone	biospider
Trans-benzylideneacetone	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.68	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.61 m³·mol⁻¹	ChemAxon
Polarizability	16.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H10O

IUPAC name

(3E)-4-phenylbut-3-en-2-one

InChI Identifier

InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+

InChI Key

BWHOZHOGCMHOBV-BQYQJAHWSA-N

Isomeric SMILES

CC(=O)\C=C\C1=CC=CC=C1

Average Molecular Weight

146.1858

Monoisotopic Molecular Weight

146.073164942

Classification

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzylideneacetone (CHEBI:78399 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

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 82.16%; H 6.89%; O 10.94%	DFC
Melting Point	41.5 oC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	2.07	HANSCH,C ET AL. (1995)
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
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0f7k-3900000000-8ad3683afcbe5a70c4ef	2014-09-20	View Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0uea-5900000000-bbca89d5b1a35227985d	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0f7k-4900000000-8295a2d505aa2a9f77ce	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-45fb6240b879abb9c969	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0f7k-1900000000-17b33cb5075a9d70e5a1	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0uea-5900000000-bbca89d5b1a35227985d	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0f7k-4900000000-8295a2d505aa2a9f77ce	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-45fb6240b879abb9c969	Spectrum
GC-MS	Benzylideneacetone, non-derivatized, GC-MS Spectrum	splash10-0f7k-1900000000-17b33cb5075a9d70e5a1	Spectrum
Predicted GC-MS	Benzylideneacetone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-2900000000-0a6c0e048f4c5cec78ed	Spectrum
Predicted GC-MS	Benzylideneacetone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Benzylideneacetone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014l-4900000000-8cfbb3eac18d8d4bf520	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00kf-7900000000-8a42abf0dca00c701dfd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00kb-0900000000-57afe0bf82d645db42a7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014j-2900000000-8871dcd67fbc04adb69e	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00kb-0900000000-330a9e992de2080635fa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00kf-9700000000-c7512426dd9d813a5301	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-32d2310b9569d7ac30db	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1900000000-b58c6c127d639e6aa204	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-8900000000-58ccfbfee6cc23a541d3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-18c68bb8112d08b92874	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-911f938940970d326261	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3900000000-d7fb58553b3833c9ac67	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-9d20cdb0d0c7518d00de	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udl-4900000000-f7306fc6af91979742cd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9600000000-e2d05750493ccde8fcfd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-1900000000-20e762b489daca6180c5	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-2900000000-946ac8d3960f9d8f1479	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-9200000000-2e1e3fb50e5e85cfbf84	2021-09-25	View Spectrum

NMR

Type	Description		View

External Links

ChemSpider ID

21106584

ChEMBL ID

CHEMBL73639

KEGG Compound ID

Not Available

Pubchem Compound ID

637759

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31617

CRC / DFC (Dictionary of Food Compounds) ID

DDZ80-S:DDZ80-S

EAFUS ID

2999

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

rw1019511

SuperScent ID

637759

Wikipedia ID

4-Phenyl-3-buten-2-one

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
butter	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
creamy	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.
anise	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
balsam	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.
cinnamon	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.
vanilla	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cherry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
jam	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
almond	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rhubarb	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.